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Find Caribbean Crewed Yachts for the Vacation of a Lifetime

The Caribbean is one of the most popular destinations for yacht charters in the world, featuring crystal-blue waters, white-sand beaches, and more than 5,000 islands and cays to explore. With so many islands to choose from, your Caribbean yacht charter itinerary can be tailored to your preferences, giving you the perfect opportunity to island-hop and explore everything the tropical islands have to offer while comfortably kicking back inside luxurious accommodations on the water.

On your private yacht charter , you will be able to explore lively harbors, secluded beaches, tropical rainforests, world-class dive sites, and much more. The possibilities are endless!

Caribbean Yacht Charter Highlights

• More than 5,000 islands and cays to explore
• A great winter destination
• Crystal-clear, sparkling blue waters
• Long stretches of white-sand beaches
• Luxury hotels, five-star restaurants, and spas
• Islands with their own unique cultures and cuisines
• A large selection of crewed yachts for charter

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282.2ft / 84m

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223.7ft / 67m

Caribbean Yachting Season

The Caribbean high season for yacht charters runs from mid-December to early May, with Christmas and New Year’s the most popular and busiest times of the year. But due to the islands’ locations near the equator, temperatures remain ideal throughout the year, making off-season charters just as enjoyable.

Keep in mind, however, that there is an increased chance for storms and hurricanes during the summer season, mainly from mid-August to mid-November. Most charter yachts leave the area during that time.

Caribbean Crewed Motor Yacht Charters

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162ft / 48m

Sweet Escape

130ft / 39m

116ft / 34m

Caribbean Catamaran Charters

105ft / 31m

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Caribbean Crewed Sailing Yacht Charters

Area Guide: Caribbean Charter Destinations

Are you ready to explore all that the Caribbean has to offer? There are three main island areas in the Caribbean, all fantastic destinations for Caribbean charter yacht vacations.

The Grenadines

The Grenadines are untouched by mass tourism and industry, and they are the perfect charter destination if you are looking for solitude and you enjoy exploring remote areas. A great combination of lush rain forests and sandy beaches awaits!

This is a great summer charter destination because the islands aren’t usually affected by hurricanes.

The Leeward Islands

Leeward Islands yacht rentals offer the perfect combination of luxury and solitude. You can visit the glitzy islands of St. Maarten and St. Barts one day and get lost in the remoteness and tranquility of Anguilla the next day.

These islands are rich in history and offer great restaurants, upscale resorts, and trendy harbors.

The Virgin Islands

The Virgin Islands are the perfect location for first-time charterers and families because of their calm waters, protected natural anchorages, and short distances between the islands.

The BVI are a great destination for a catamaran or sailing yacht charter. Caribbean locations here have constant yet mild trade winds year round, and the area offers fantastic diving and snorkeling.

Where Can I Charter a Yacht?

When you choose Worldwide Boat as your Caribbean yacht charter broker, we can help you charter a luxury boat anywhere in the Caribbean or anywhere else you’d like to go, from the Mediterranean to Alaska to the Galapagos Islands.

How Do I Book a Private Yacht?

The best Caribbean yacht charters can be booked in just a few easy steps:

• Choose our experienced yacht charter specialists to assist you through the process of booking a yacht.
• Search by destination or by boat, or use our advanced search tool to filter your options by the number of guests, yacht type, destination, and/or your budget.
• Pick the option that best fits your needs and your dream vacation.
• Reserve your yacht by signing a contract with the yacht owner.
• Enjoy your vacation!

How Much Does it Cost to Charter a Yacht in the Caribbean?

Weekly rates for Caribbean boat charters are dependent on a number of factors, including the type of yacht, the season, and your destination. Motor yachts, for example, typically range from $15,000 (yachts up to 80 feet) to $150,000 or more (yachts over 150 feet) per week.

During the Caribbean high season (Christmas, New Year’s, and January/February), yacht charter Caribbean prices tend to increase slightly. Areas with large charter fleets, like St. Martin, tend to have more competitive pricing than areas with smaller fleets.

How Much Does it Cost to Charter a Catamaran in the Caribbean?

Most catamarans offer all-inclusive rates, which start at $10,000 for catamarans under 50 feet and run up to $50,000 or more for catamarans of 80 feet or more. The Caribbean is an ideal destination for a catamaran charter, and across the region, you’ll find a variety of sailing and power cats available for charter.

Ultimately, the cost of a catamaran charter is dependent on the time you visit, where you go, local taxes, and the number of ports you visit. A luxury yacht charter in the Caribbean’s high season (New Year’s or Christmas) will cost significantly more than a catamaran charter in summer.

Can I Rent a Yacht for a Day?

Rates for yacht rentals are usually weekly, but when you talk to a Caribbean yacht charter broker at Worldwide Boat, we can look at your budget, plans, and interests to help you get the best experience possible.

Caribbean Yachting Hotspots

Caribbean sailing charters give you access to white-sand beaches and laid-back island vibes, but they can also offer action-packed itineraries. From island-hopping and hiking to snorkeling and cliff-jumping, adventure awaits on a Caribbean yacht charter!

Some of the region’s must-see destinations include:

• St. Martin : Known for its upscale eateries and amazing cuisine, as well as high-end spas, shopping and casinos, St. Martin is the yachting capital of the Caribbean. This island is part French and part Dutch, and it’s close to islands like St. Barts and Anguilla, making it a favorite jumping-off point for island-hopping adventures.
• St. Barts : St. Barts (sometimes called St. Barths) beckons A-listers to its posh beach clubs, fashionable shops, and five-star eateries. Visitors will find a collection of truly spectacular powdery beaches, Michelin-starred restaurants, and excellent shoreside amenities, all within cruising distance of St. Martin.
• Antigua : Antigua epitomizes the relaxation and bliss of the Caribbean. Known for its 365 beaches (one for every day of the year), the tiny island is a sailor’s dream, offering warm waters, steady winds, safe anchorages, and a lively regatta calendar.
• Grenada : Grenada is revered for its beautiful beaches, abundant marine wildlife, and vibrant cuisine (spiced with local nutmeg, mace, and allspice). Spend a day relaxing on Grand Anse Beach, which is consistently ranked one of the best in the world. Island-hop to neighboring isles like Petite Martinique, or spend a day snorkeling one of Grenada’s famous reefs.
• Anguilla : Anguilla is one of the most tranquil Leeward islands. Escape to Dream Bay or one of the numerous nearby coral cays for some supreme R&R. A diving and snorkeling mecca, Anguilla is home to some of the Caribbean’s best shipwreck dives. Plus, the island boasts a calendar of must-see festivals and events, including a jazz festival in November and Carnival in August.

Why Charter a Yacht in the Caribbean?

The best Caribbean yacht charters offer a bit of everything: Relaxation, sun-soaked beaches, delicious culinary treats, refreshing rum-infused cocktails, and calm waters for cruising. Here are some highlights:

The Inescapable Beauty of White-Sand Beaches

Caribbean beaches have almost a mythical quality to them. It’s no wonder explorers were once willing to board wooden ships and travel thousands of miles just to see them in person.

Every island offers a selection of untouched and charming beaches for you to explore. From one-of-a-kind places like “Pig Beach” in the Bahamas to the cosmopolitan Great Bay Beach in Philipsburg, St. Martin, the beaches across the Caribbean offer legendary sights and attractions.

Colorful Celebrations and Friendly Faces

The Caribbean is known for its parades, bars, nightclubs, and parties, not to mention world-famous cocktails. When you want to step off of your luxury yacht charter, Caribbean shores and islands offer a world of fun to immerse yourself in.

A few must-see events include the St. Barth’s Bucket (if you’re into superyacht racing), the annual Carnival celebration, and the St. Lucia Jazz & Arts Festival .

Amazing Wildlife and Adventure

If snorkeling in vibrant and colorful coral reefs, diving into underwater museums, or parasailing over clear waters are some of the items on your bucket list, you can certainly get it all done during your visit to the Caribbean.

You’ll find a variety of unique adventures, from the underwater sculpture park of the Grenadines to the natural seaside baths in Virgin Gorda and hiking the Pitons in St. Lucia. The Caribbean gives you to plenty of chances to get outside and enjoy yourself.

Nonstop Relaxation

Because the area is so close to the equator, the Caribbean offers warm weather to lounge in all year round. Feel pampered aboard a luxury crewed rental yacht, and then feel calm while sinking your toes into soft, powdery white sand. Enjoy the spas, rum cocktails, and quiet, isolated beaches: Charter guests can experience supreme relaxation in the Caribbean.

Book Your Caribbean Charter With Worldwide Boat

Discover the beauty of the Caribbean with a luxury crewed yacht charter. Contact a broker with Worldwide Boat today to learn more about available yachts and itineraries for the Caribbean.

Last edited by Katja Kukovic

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Find Your Perfect Yacht

Caribbean yacht charters - one resource for every luxury charter yacht

The proven resource for crewed yacht charter in the caribbean.

From the moment you contact us, you will be helped by an experienced and knowledgeable specialist who will take the time to understand your unique needs and preferences for your caribbean vacation. They will be your dedicated specialist and our exceptional personal service will answer every question.

The largest choice of crewed Caribbean yachts?

Absolutely, with our relationships built over decades we truly do have access to EVERY crewed private charter yacht based in, or visiting, every part of the Caribbean.

Whatever the type of yacht for your Caribbean charter, your vacation budget, or the size of your party, our specialists will guide you in choosing the ideal yacht for your Caribbean charter. It's your vacation to explore the islands the very best way possible - on a Caribbean charter yacht.

Browse different types of Charter Yachts in the Caribbean

Motor Yachts

This category of Caribbean yachts include mega yachts, super yachts, and all sizes of power yachts. With the maximum space for guests, both inside and out, these types of yachts offer excellent vacations. You can choose from a fast, agile yacht, one that is high-end and luxurious, a yacht with a classic design, or one that is contemporary. This is one of the many choices you’ll have when you plan your vacation. See some yachts:-

Crewed Catamarans are very popular in the Caribbean , especially in the BVIs. Catamarans offer ample deck space that allows everyone to relax together during their charter, sharing the same views throughout the voyage. Caribbean catamarans can typically accommodate between 6 and 12 guests. See some yachts:-

Sailing Yachts

If you are looking for a winter getaway, there is no better place to charter a sailing yacht than the Caribbean! Feel the warm, tropical breeze on your face. Experience the exhilaration as the wind fills the sails and the yacht is suddenly moved along by just the wind. Savor the magnificent beauty of the Caribbean as you sail silently from one island to the next. Although typically offering smaller spaces for guests, sailboats deliver a truly unique caribbean charter vacations . See some yachts:-

Sample Charter Yachts in the Caribbean

ODYSSEA. The 59' sailing catamaran Odyssea is ready to take you and your guests on your next adventure. Throughout she offers relaxing areas to lounge and enjoy the voyage, while enjoying the company of others or absorbing the serenity of the sea. Her spacious cockpit area offers large dining table, sun pad across the back, and wet bar. See ODYSSEA :-

OKTO. Get ready for adventure when you step on board the 217' mega yacht Okto. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie in the circular cinema, working out in the indoor gym with an amazing view, or enjoying the on deck Jacuzzi. See OKTO :-

NAMASTE. The immaculately maintained mega yacht Namaste offers 121 feet of opulence at sea. She features five well-appointed cabins, both a main salon and sky lounge, sundeck with Jacuzzi, gym equipment, and a long list of watersports including jet skis, wakeboard, fishing gear, and the list goes on. See NAMASTE:-

NENNE. The 67' sailing catamaran Nenne was launched in 2017 by Fountaine Pajot, and was given a refit in 2020. With five cabins, she accommodates as many as ten guests, and has an impressive list of water toys that includes water skis for adults and children, wakeboard, standup paddleboards, fishing gear, snorkeling equipment, and the list goes on. See NENNE:-

MARIAH PRINCESS III. The 77' Lagoon built sailing cat Mariah Princess III was built in 2020. She offers two queen cabins and two king cabins, all en-suite. The master cabin has a private deck, the flybridge offers an on deck Jacuzzi, and she has a generous complement of watersports, including onboard SCUBA. See MARIAH PRINCESS III:-

TRUE STORY. The 67' sailing catamaran True Story is ready to give you and your guests a fun and exciting charter in the beautiful waters of the Caribbean. She offers a spacious main salon, large cockpit with al fresco dining and lounge, and flybridge with conversational area. You and your guests can also enjoy a long list of water toys throughout your journey. See TRUE STORY:-

The British Virgin Islands include Tortola, Jost Van Dyke, Virgin Gorda, and more. There’s no better way to experience the waters and beaches of the BVI's than on a private Caribbean charter with a full crew to pamper you. Of all the islands in the Caribbean, the Virgins are furthest north. This makes them very convenient due to the proximity to San Juan and due to their direct flights from the United States. Catamaran sailing vacations and crewed sailing charters are very popular in the islands, and their protected waters make them a favorite spot for guests that are taking their first private Caribbean yacht charter. To learn more about them:

The U.S. Virgin Islands consist mainly of the three large islands of St. Thomas, St. Croix, and St. John. With lovely bays, long beaches, lush nature preserves, fabulous diving spots, and excellent, onshore evening entertainment, many choose to vacation in the USVI’s. Caribbean charters often visit both the BVI’s and USVI’s during the same week, as they are close to one another and the waters are generally calmer than in other parts of the Caribbean. They in general are also home to the largest fleet of crewed, all-inclusive, luxury catamarans. To find out more about them:

The Leewards are situated in the middle of the Caribbean Island chain. The major airports are located on St. Maarten and Antigua. Due to the English, Dutch, and French influences everywhere you look, they exhibit the best example of cultural sophistication anywhere within the Caribbean. If you are looking to see where the rich and famous go on vacation, you will want to visit the island of St. Barts; for many this is a must stop for a Caribbean yacht charter. Many mega yachts are available for rental in St. Maarten, as it has become a popular mega yacht Caribbean base for the winter. To learn more about the Leewards:

The Grenadines are also called The Windward Islands. Oftentimes our guests will choose a sailing charter over a motor yacht when in the Grenadines, due to the more constant tropical breezes that occur. The islands are much less developed than the rest of the Caribbean, and the inhabitants live on their own time schedule, which enhances the feeling of getting away. The northern most island accessible by air is ST. Vincent, while the southern tip’s major airport is on Grenada. There are fewer Caribbean charter yachts based here; however, occasionally some charter yachts are happy to relocate in order to offer a vacation that happens a little off the beaten path. To find out more about the Grenadines:

What Type of Charter Yacht?

There are all types of Caribbean yacht charters available, including mega yachts, power yachts, catamarans, and sailboats. We have helped countless clients choose the right charter yacht, learning what features and amenities make a difference on caribbean charter yachts. Learn more about different types of Caribbean yachts.

Where Can You Go?

Typically you’ll choose between the Virgins, Leewards, and the Grenadines to charter your yacht. Beyond the region, it is your Caribbean to explore. It’s important for you to remember that there is no cruise ship itinerary to worry about! Your itinerary will be custom designed specifically for you, with you, and is flexible to changes during your charter. We have put together some samples for you to get an idea of what you might like to do while on vacation in the Caribbean. Interested in seeing a sample cruise itinerary ?

Find Your Perfect Yacht for a Caribbean yacht charter

To see the Caribbean yachts we have in our online database, please select a yacht type and your budget below. Please keep in mind that we do not have every available yacht online. There are many more yachts available for you to choose from when you contact one of our specialists.

For your personalized selection including yachts not online:- Email us now

Caribbean Charters - When To Go.

One of the lovely things about the Caribbean is that the temperatures remain consistent throughout the year; however, there are some other weather considerations that you will want to factor in when making your caribbean yachting vacation plans. Read More....

Vacations here are most popular between November and July.

If you are thinking of a megayacht, you will want to keep in mind that many of these private yachts which are Caribbean based in winter leave in the late spring and early summer months. They will return again in early winter; however, this does limit their availability. To charter a mega yacht, you will want to make sure that you do so well in advance.

Motor, sail, or catamaran yachts, on the other hand, often have selections available year round. Holidays like Christmas, New Year’s, and Easter do need to be planned for as early as possible as these are very popular charter times.

The availability for Caribbean charters can also be affected by the weather in other climates, for instance, when the severity of the weather is bad in the United States or Europe, especially between January and February, the charters are often booked. This is due to many clients looking for a break from the cold.

What Do Our Clients Say About The Caribbean?

Are you excited yet? You should be! Our clients have enjoyed fantastic Caribbean vacations. There is an endless number of places to visit in the Caribbean, from smaller islands to absolutely must be seen locations like St. Barts. Read some of our Caribbean charter reviews from clients who booked a Caribbean charter with us.

Ready to learn more about Caribbean charters?

We are specialists who will make your trip a reflection of our expertise! We know clients need to be confident in their charter vacation plans, so we encourage our clients to benefit from the knowledge base we’ve been building for years. You’ll speak to an authority on Caribbean charters without any obligation on your end.

Test our expertise with your questions!

Contact a specialist - available 7 days a week.

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767  Crewed Luxury Yachts for Charter in the Caribbean

• Caribbean Yacht Charter

A Caribbean yachting vacation incorporates vast expanses of crystalline waters and endless clusters of idyllic paradisical islands, making for a picture-perfect family getaway. With its beautiful climate and spectacular coastlines that comprise iconic superyacht hotspots like the  Virgin Islands ,  St Barts  and  Antigua , a yacht rental in the Caribbean has an alluringly evergreen appeal.

Caribbean Yacht Booking Guide:

Caribbean Yacht Charters: At a Glance

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The Caribbean Sea comprises more than 7,000 islands, islets, reefs and cays, and is divided into three island arcs: that of the Greater Antilles in the north, the Lesser Antilles in the south, and the Leeward Antilles to the east.

• Ideal winter destination Boasting all-year-round pleasant weather, its powdery sand beaches and alluringly clear waters make it an especially popular choice for winter yacht charters.
• Easy-to-reach The Caribbean is well-connected to the US, with a high number of international airports flying directly into the region.
• Secluded anchorages With more than 7,000 islands and only a small percentage being inhabited, the world is your oyster when it comes to finding serenely beautiful anchorages.
• Snorkeling and diving paradise The Caribbean is home to some of the world's most impressive snorkeling and diving sites, meaning plenty of exciting underwater adventures where your eyes will be wide with wonder.
• Excellent superyacht marinas The Caribbean has numerous well-provisioned superyacht marinas to take your pick from, many of which have fantastic dining and shopping opportunities.

While the Bahamas is technically part of the Caribbean region, it is an island nation in its own right, forming part of the Lucayan Archipelago in the Atlantic. That said, the Caribbean is a vast area occupied by thousands of islands, coral reefs and islets, of which the Bahamas forms a part, along with strong political and cultural ties that have created a natural bond with its Caribbean neighbour. 

Practically speaking, however, if you are interested in cruising  the Bahamas  in conjunction with your Caribbean yacht charter, it is highly unlikely you'll be able to manage the distance during a typical 7-day charter, especially for itineraries that incorporate East Caribbean destinations such as Antigua and Saint Martin. You will need to decide which destination you prefer to spend your time in, or extend your charter vacation to incorporate both. 

To find out more about chartering in the region, check out our in-depth Bahamas destination guide for more information.

The most popular destinations for renting a yacht in the Caribbean are those located in the Lesser Antilles region, primarily the island groups of the Leeward Islands.  and the  Windward Islands .

For Leeward Island yacht rentals , Antigua, the Virgin Islands, St Martin, St Barts and St Kitts and Nevis garner the most attention, thanks to not only their splendid tropical landscapes but also their extremely well-provisioned superyacht marinas, fine dining options, impossibly hip bars and medley of designer boutiques bound to keep guests entertained from dawn till dusk.

Scattered like pearls along the aquamarine seas, you'll find sun-drenched Martinique, gorgeous Grenada and the ultra-secluded St Vincent and the Grenadines  are the top picks for slow-paced  Windward Island yacht charters .

Although not as popular, the islands that form the Greater Antilles , such as Jamaica, Cuba and Puerto Rico , are just as beautiful and offer an array of spectacular destinations to explore and discover on a luxury yacht charter.

Looking for the best superyacht hotspots in the Caribbean? These are the spellbinding locations guests find most enticing. If you are interested in any of these cruising grounds, we strongly advise booking as far in advance as possible.

• Antigua: the jet-set adore its unbelievable scenery, intriguing historical landmarks, lavish shopping options and a cluster of ivory-white sands coupled with gin-clear waters.
• St Martin/Sint Maarten : French and Dutch sides of the island combine to bring a fascinating fusion of influences, replete with outstanding diving spots and awe-inspiring topography. 
• St Lucia : considered the tropical jewel of the Windward Islands, it's virtually unspoiled. Bordered by lush rainforest and dark volcanic sands, it makes for a truly unique anchorage spot. 
• Grenada : known as the Isle of Spice thanks to being one of the world's largest exporters of mace and nutmeg, its capital St George is regularly called the Caribbean's most picture-perfect town. 
• St Barts : Well-known for its moniker "St Moritz of the Caribbean" due to its unique Swedish-French colonial heritage, this iconic tiny island is synonymous with glamour, movie stars and designer shopping. 
• St Croix, US Virgin Islands : The largest of the USVIs boasts a National Park, breath-taking scenic beauty and some of the best dive spots in the Caribbean.
• Puerto Rico : Affectionately known locally as the ‘island of enchantment’, Puerto Rico is a profusion of vibrant Latin culture entwined with the laid back rhythm of the Caribbean, with pristine beaches, excellent diving spots and exquisite local dishes.

A yacht rental vacation in the Caribbean delights guests with its truly endless number of things to see and do. Here are our top picks:

Don't Miss:

• Eden Rock St. Barts : one of the most in-demand hotels in the Caribbean, with a seven-star bar and spa.
• Hermitage Bay, Antigua : kick back and relax on this tropical beach that delivers on sensational views.
• Bagatelle, St. Barts : overlooking the glittering Gustavia harbor, this sophisticated bar and restaurant is a hugely popular superyacht spot, showcasing the finest of French-Caribbean cuisine.
• Basil's Bar, Mustique : legendary bar and restaurant designed by Philippe Starck, frequented by royals, supermodels and rockstars for decades.
• The Cotton House, Mustique : a wellness center unsurpassed in beauty.
• Watermelon Cay, St John, US Virgin Island s: dreamy islet surrounded by coral reefs and a veritable snorkeling wonderland
• Rhone Marine Park, British Virgin Islands : the wreck of the RMS Rhone is the BVIs' most popular dive site, and arguably one of the best in the Caribbean.
• Trunk Bay, St John, US Virgin Islands : all dazzling white sand lapped by the bluer-than-blue ocean, this island paradise ranks consistently among the world’s top 10 beaches.
• Jardines del Rey archipelago, Cuba : known locally as the ‘King’s Gardens’, this collection of islands is a registered UNESCO Biosphere Reserve and an island-hopper's paradise, offering myriad secluded beaches and sensational sunsets.

For anyone looking to get a dose of serious sunshine during the Northern Hemisphere winter, a yacht charter in the Caribbean is a seriously enticing prospect, with St Barts being the clear favorite for Christmas and New Year's Eve, thanks to the showstopping celebrations that take place in Gustavia Harbour.

For avid island hoppers, the Windward islands offer an enchanting itinerary full of sun-kissed isles and laid back charm juxtaposed with chic resorts and heavenly French-based cuisine, not to mention unrivalled vistas and sultry sunsets accompanied by warm rum-laced winds. 

Across all Caribbean destinations, keen divers and snorkelers will be in for a subaquatic treat, and you'll find a wide range of designer boutiques and ultra-high-end resorts peppered across the isles wherever you go.

The Caribbean is a mesmerizing melting pot of cultures and influences, rooted in its rich heritage and undeniably shaped by its history of colonization and waves of immigration. Each island group is highly diverse in terms of its language, music, customs, architecture and cuisine, but it's mainly English, Dutch, French or Spanish colonial influences that are keenly felt. While the mix of languages spoken will differ between island groups, English is widely spoken.

Caribbean cuisine sees influences from Africa, Europe, Latin America and Spain, Meat, seafood, coconut, potatoes, beans and tomatoes tend to feature heavily in local dishes.

Locals are friendly and regularly celebrate their culture, with music, food and wildly colorful festivals held throughout the year.

A luxury yacht rental vacation in the Caribbean is, without doubt, the most sublime way to experience this region, giving you exclusive access to heavenly anchorages that are otherwise impossible to reach or are far from the typical tourist trail.

Guests have boundless fleet options when it comes to a crewed Caribbean charter. If you don't know whether to go for a motor yacht, sailing yacht or catamaran to cruise Caribbean waters, we've laid out the main points worth considering.

Motor Yacht Charters in the Caribbean

A  luxury motor yacht charter  in the Caribbean is a seven-star way of uncovering the epic beauty of the Caribbean in total privacy. 

For regions with minimal water depth the ideal choice is a motor yacht with low draft, perfect for accessing shallow lagoons and secluded bays.

For those who have their heart set on a superyacht without a shallow draft, dropping anchor further out into deeper waters and then getting a tender ride ashore, so you can get up close and personal to exquisite island reefs and blue lagoons, is the preferred option.

Sailing Yacht Charters in the Caribbean

Chartering a sailing yacht in the Caribbean is ideal for guests looking for a slower pace to fully lap up the Caribbean rays with more outdoor deck space, and add a little old-school charm to their cruising adventure.

Even better, the majority of sailing charter yachts come equipped with a retractable keel, meaning reaching turquoise shallows is a breeze. But, if you are keen to charter a larger sailing yacht, keep in mind that some may still find their draft too deep for some areas, even with the keel up. 

Catamaran Charters in the Caribbean

Luxury catamaran charters are a firm guest favourite for those embarking on Caribbean vacation, especially in the Bahamas and the Virgin Islands. Thanks to their shallow draft, catamarans give you the ability to get close to cays and islets guests can savor the thrilling feeling of being able to jump off-board at almost any point. 

The charter cost of a motor yacht, sailing yacht or luxury catamaran rental in the Caribbean will vary according to the vessel's size, age, type, number of crew, as well as the location and duration of the vacation as well as the season it takes place. 

With so many options available, there’s something to suit every type of budget. For convenience we have listed the average prices for motor yacht and sailing yacht charters in the Caribbean below;

• For motor yacht rentals in the Caribbean, prices can range from $39,167 to $1.4m per week, plus expenses
• For luxury sailing yacht rentals in the Caribbean, prices can go from $29,855 to $276,495 weekly, plus expenses

The best time for luxury yacht charters in the Caribbean is between November and March, when guests can expect clement weather and vividly blue cloudless skies.

Another aspect to keep in mind is that this is also the time when you will have the largest selection of yachts to choose from, as most charter yachts descend on the Caribbean around November after the Mediterranean season has ended and any yacht maintenance has been carried out, before returning back to the Mediterranean in March/April.

The most popular starting point for a Caribbean yacht rental is usually in either Saint Martin/Sint Maarten or  Antigua,  both of which have international airports.

It is certainly possible to begin your charter in other Caribbean destinations, providing this has been agreed with the Owner and charter broker .

Where to End a Caribbean Yacht Charter

For most private Caribbean yacht charters, there isn't one definitive place where to disembark given the vastness of the region. However, what is likely is that you will finish your yacht rental vacation in the same location that you started. For example, the majority of  British Virgin Island yacht charters will begin and end in St Thomas, while for Antigua yacht charters , it'll be the iconic English Harbour.

sample itineraries

The Caribbean offers some of the most spellbinding berthing spots in the world. These tropical, barefoot hotspots are of the finest calibre, surrounded by jaw-dropping scenery, and often feature award-winning restaurants, hip boutiques, beach bars and more.

But which marinas are the best? Below are some charter favorites:

• Falmouth Harbour, Antigua: impressive marina facilities and scenery, catering to yachts up to 100m.
• Marina Fort Louis, Saint Martin: offers 150 berths for yachts up to 79m.
• Crown Bay in St Thomas (USVI): full-serviced marina with 99 slips, including 16 berths for superyachts up to 60m
• Port Louis Marina, Grenada: idyllically located, with 227 moorings for yachts up to 91m.
• Port de Gustavia, Saint Barts: widely regarded as one of the most beautiful natural harbours in the world, accommodating up to 152 yachts up to 152m.
• Puerto Del Rey, Puerto Rico : conveniently located as a jumping off point for yacht charters incorporating the Virgin Islands and Lesser Antilles, this marina has plentiful wet slips, including capacity for yachts up to 200ft (60m) LOA.

We strongly advise booking through a qualified  yacht charter broker at least three months in advance for all Caribbean yacht charters. By doing so, you will increase the likelihood of securing your preferred dates and you will have a greater selection of yachts on offer to choose from.

This also ensures your yacht broker has enough time to craft a carefully curated itinerary and secure an overnight berth in the most popular Caribbean marinas.

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The caribbean yacht charter itineraries.

Make every moment count during your superyacht vacation with our carefully curated yacht charter itineraries, tailored so you can experience the very best of the paradisiacal islands of the Caribbean and ensure your yacht charter is a truly memorable one. Designed by yachting experts, we've cultivated itineraries that will satisfy a range of requirements.

For yacht charter guests seeking a little glitz and glamour on their vacation, a 7-day charter around the Leeward Islands is a must, comprising Caribbean gems such as Saint Barthelemy, renowned for its A-list celebrity culture and designer shopping, as well as the perennial favourite Antigua. For sheer unadulterated bliss, incorporate the Virgin Islands on a 14-day yacht charter, promising idyllic stretches of pristine sands lapped by waters in every shade of blue.

Discover the Caribbean

Winter Getaways, Tropical Paradise Islands, Snorkeling & Scuba Diving, Crystal Clear Waters, Beautiful Secluded Anchorages, Well-Provisioned Superyacht Marinas

When to Go:

December - March

International Airports:

• Princess Juliana Airport (St. Maarten)
• V.C. Bird Airport (St. John's, Antigua)
• Luis Muñoz Marín Airport (Carolina, Puerto Rico)
• Grantley Adams Airport (Bridgetown, Barbados)
• Lynden Pindling Airport (Nassau, The Bahamas)

Luxury Yachts for Charter in the Caribbean 2024 & 2025

Crewed charter yachts in the caribbean.

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92m   Neorion

from $1,074,000 p/week ♦︎

115m Lurssen

115m   2021

from $2,822,000 p/w eek ♦︎

Black Pearl 14

105m Oceanco

105m   2018

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $760,000 p/w eek ♦︎

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,519,000 p/w eek ♦︎

97m Feadship

97m   2017/2022

from $1,737,000 p/w eek ♦︎

Madsummer 12

95m Lurssen

from $1,302,000 p/w eek ♦︎

93m Feadship

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,074,000 p/w eek ♦︎

Lady Lara 12

91m Lurssen

91m   2015/2023

from $1,400,000 p/w eek

90m Corsair Yachts

90m   2007/2021

from $497,000 p/w eek

90m Oceanco

90m   2018/2024

89m Oceanco

from $1,100,000 p/w eek

89m   2015/2023

Maltese Falcon 12

88m Perini Navi

88m   2006/2023

from $490,000 p/w eek

86m Scheepswerf Gebr. van der Werf

86m   1998/2024

from $537,000 p/w eek ♦︎

Man of Steel 12

86m Oceanco

86m   2010/2023

from $1,000,000 p/w eek

O'Ptasia 12

85m Golden Yachts

85m   2018/2022

from $977,000 p/w eek ♦︎

Victorious 12

85m Ak Yachts

from $868,000 p/w eek ♦︎

Le Ponant 32

84m   1990/2022

from $494,000 p/w eek ♦︎

Savannah 12

84m Feadship

84m   2015/2020

from $1,085,000 p/w eek ♦︎

Alfa Nero 12

81m Oceanco

81m   2007/2021

from $728,000 p/w eek *

Elements 12

80m Yachtley

Excellence 12

80m Abeking & Rasmussen

from $1,150,000 p/w eek

Amaryllis 12

78m Abeking & Rasmussen

78m   2011/2022

from $770,000 p/w eek

78m Golden Yachts

78m   2023/2024

from $814,000 p/w eek ♦︎

from $480,000 p/w eek

Stad Amsterdam 28

76m Damen Oranjewerf

76m   2000/2009

from $102,500 p/w eek

Huntress 12

76m Lurssen

from $725,000 p/w eek

75m Admiral Yachts

75m Feadship

from $900,000 p/w eek *

75m Abeking & Rasmussen

from $880,000 p/w eek

from $988,000 p/w eek ♦︎

74m Nobiskrug

74m   2008/2013

from $564,000 p/w eek ♦︎

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus 12

73m Picchiotti

from $813,000 p/w eek ♦︎

73m Lurssen

73m   2006/2020

from $615,000 p/w eek

Quantum of Solace 12

73m Turquoise Yachts

73m   2012/2022

from $574,000 p/w eek

Game Changer 17

72m Damen Yachting

72m   2017/2020

from $450,000 p/w eek

72m   2010/2023

from $600,000 p/w eek

72m Dunya Yachts

72m   2013/2020

from $660,000 p/w eek

Talisman C 12

71m Turquoise Yachts

71m   2011/2020

from $567,000 p/w eek

70m Feadship

from $650,000 p/w eek

Sherakhan 26

70m Vuijk Scheepswerven

70m   2005/2022

from $592,000 p/w eek ♦︎

Sycara V 12

68m Nobiskrug

68m   2010/2017

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

68m Icon Yachts

68m   2010/2020

from $540,000 p/w eek

67m Benetti

from $680,000 p/w eek

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

67m Alloy Yachts

67m   2011/2019

from $353,000 p/w eek ♦︎

66m   2014/2023

66m Rossinavi

from $637,000 p/w eek *

Invictus 12

66m Delta Marine

66m   2013/2020

from $650,000 p/w eek *

65m Benetti

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Eternity 17 7 12

65m Codecasa

65m   2010/2022

from $390,000 p/w eek

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Resilience 12

Silver Angel 12

65m   2009/2015

from $425,000 p/w eek

64m Benetti

64m   2016/2021

from $475,000 p/w eek

63m Halter Marine

63m   1978/2022

from $350,000 p/w eek *

Lady Britt 12

63m Feadship

from $465,000 p/w eek *

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Crewed Luxury Yachts in the Caribbean

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Caribbean Yacht Charter Q&A

The best time to visit the Caribbean is generally December to April, when it's a little cooler and less humid. But the best month to visit can differ depending on the island, budget and interests you have. For example, some yacht charter guests may decide to visit May to June and late November, when weather is still fantastic but there are fewer crowds.

We advise booking your Caribbean yacht rental at least three months in advance to ensure you get the yacht you desire. The longer you leave it, the fewer choices you will have to rent in the Caribbean.

For your Caribbean superyacht charter, you will need to provide a completed charter agreement and 50% of the charter fee as a deposit. This is payable once the contract has been signed.

When booking a Caribbean yacht rental, do keep in mind the costs that aren't included in the base rate, namely VAT and the APA (Advance Provisioning Allowance). The APA is usually paid in advance of the charter and is commonly set at 30% of the charter fee. This allowance covers expenses such as fuel, berthing, food and drinks, as well as any special requests. 

Please consult your yacht charter broker for any other costs you may need to factor in for your yacht charter in the Caribbean.

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LADY JOY | From US$ 199,000/wk

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40m superyacht TC offering a special ...

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• Caribbean Yacht Charter

Perhaps the best tropical yacht charter spot worldwide, there are over 700 islands to choose from in the Caribbean. However, Caribbean yacht charters can be split into two main area: the Greater Antilles and the Lesser Antilles. The Greater Antilles is home to countries like the Dominican Republic, Jamaica and Cuba while the Lesser Antilles can be subdivided into the Windward and Leeward Islands. The Leeward islands include St Kitts and Nevis, the British Virgin Islands, Anguilla along with Antigua and Barbuda. The Windward Islands comprise the Grenadines, Grenada, Barbados, Dominica, St Vincent and St Lucia.

ALFA NERO | From EUR€ 812,000/wk

Maltese falcon | from eur€ 480,000/wk, seven sins | from eur€ 270,000/wk, g2 | from us$ 85,000/wk.

Sailing Yachts Under 100' - Sailing Yachts Over 100' - Motor Yachts Under 100' - Motor Yachts Over 100' - Catamarans Over 50'

The stunning and diverse Caribbean beckons travelers back year after year. With its beautiful climate, fantastic coral reefs, palm trees and exotic tropical islands, there are lots of reasons to make this your next sailing destination. Don’t forget the rum cocktails either! As the second largest yachting area, only after the Mediterranean, there are many luxury yachts available for your Caribbean yacht charter and you can view some of the yachts below or here .

Reviews of Caribbean Charter Vacations | Caribbean Holiday Fact File | Top Caribbean Spots | Sample Itinerary | Charter Yachts Available

The Bahamas and Turks and Caicos are not really in the Caribbean although are known as superyacht destinations in the Caribbean. Wherever you decide to charter a luxury superyacht in the Caribbean you will enjoy a totally relaxing vacation and beautiful scenery.

How Much Does it Cost To Charter in The Caribbean?

Caribbean yacht charter prices vary according to the size, style and age of the yacht you rent. Our luxury superyacht charters rent from 30,000 USD to over 1,000,000 per week, plus expenses, in the form of an advanced provisioning allowance (APA). Conversely, smaller 'all inclusive' type vacations cost between USD 15,000 to 50,000 per week. View the list of yachts and prices here .

Experience the luxury of Crewed Private Yachts in the Caribbean

A traditional hot spot for crewed charters, the Caribbean is considered “the king of yachting vacations”, so please contact us here to go on your private charter. Whether you agree with this or not, you like most people will have heard of the Caribbean as a great yacht charter destination. This is because this location covers a huge area and offer fantastic diversity. It is beautiful and warm, has amazing beaches, interesting cultures and perhaps most importantly, the Caribbean has a huge selection of crewed yachts, luxury yachts and superyachts which you can rent and experience a truly magnificent vacation around the various Island groups. The Caribbean is a natural wonderland onshore, but probably most importantly, it has an ocean laden with treasures, from tiny beach ridden coral atolls to substantial mountainous islands exuding rich and colorful cultures. An area which is famous for its beautiful waterways and islands, there is no better way to experience the Caribbean than on a crewed luxury yacht vacation.

Some of the Recommended Caribbean Yacht Spots:

Popular places to visit on a yacht include Antigua , St Barts , Anguilla , St Martin , The British Virgin Islands , The US Virgin Islands , the Grenadines and many more – see more below.

More than ever crewed luxury yachts are beginning to explore more exotic and remote Caribbean Islands, so ask your charter broker or captain for more information on some of these more remote treasures. Due to the scale and diversity of the different areas of the Caribbean we have covered the major charter locations individually. Please note that if there is a charter boat cruising area, not covered here that you are interested in, please contact us and we will provide you with that information personally in the form of a yacht charter itinerary.

As one of the most popular locations in the world, second only to the Mediterranean in popularity, the types of boats available for rental in the Caribbean include all the main types such as motor, sailing, skippered, crewed yachts, catamarans, power boats, sailboat, luxury yachts as well as the ever growing superyacht and mega yachts. Both beginner and experts alike are drawn to the Caribbean for its warm winds, protected waterways and beautiful anchorages. The Caribbean is a special place that has beautiful tropical islands that lie snug within a tropical island necklace as laid out on a large blue sea.

The Caribbean is also steeped in a fertile history of sailing adventure. Ever since the days of galleons and pirates the Caribbean has been host to some of the most satisfying sailing anywhere in the world. On your Caribbean yachting vacation you can find, an incredible amount of choice and variety and all in a relatively small area - thriving bars and Caribbean nightlife; first rate cuisine; spectacular white powder beaches; lush tropical rain forest; cloud-fringed mountain peaks; exotic bird life; amazing diving and snorkeling and a serene blend of European sophistication and warm Caribbean hospitality. The problem is, with so many superb Caribbean yachting locations and charter boats to choose form, where do you start when planning a holiday? With CharterWorld of course…

The Time of Year to Charter a Yacht in the Caribbean:

The main Caribbean sailing season runs from November through to July. The Caribbean primary high season is from mid-December to March, when the winter escapees from North America and Europe arrive in their greatest numbers. The hurricane season is from late July to early October, although hurricanes are in general rare in the southern Caribbean. Unfortunately, they can be prevalent around Cuba, Bahamas and the east coast of the U.S. every few years. This is the least expensive time for chartering in the Caribbean and there are some really good deals are available. However, as well as running the risk of storms, this time of year also tends to be associated with lighter (or non-existent) winds.

As with many boating locations the Caribbean shoulder season, in this case from April to July, is also a great time to charter a boat as there are less shore based visitors, some lovely settled sunny weather, and warm yet steady breeze. The Caribbean is made up of many different multi-nation (and multi-cultural) volcanic islands. There are amazing sailing grounds stretching from Cuba and Jamaica in the west, through the Dominican Republic, Puerto Rico, The Virgin Islands, The Leeward Islands and the Windward Islands, finishing with Trinidad and Tobago off the coast of Venezuela.

Caribbean Yachting Hot Spots:

Here is a brief list of some of the Caribbean hot spots to consider experiencing when you rent a luxury crewed charter yacht. This is by no means an extensive list and there is more information on things to see and do in the Caribbean under each Caribbean private yacht location. Also, when you hire a yacht with us we will supply you with a customised hand written itinerary suggestion so that you and your crew have a few ideas to choose from on your charter.

General Places/Events Worthy of Experiencing:

- Gustavia Harbour in St Barts - shopping, nightlife, restaurants and European quintessence - Nelson in Dockyards in Antigua - history and beauty in a harbour - Sunset in St Lucia - St Kitts for the beauty, history and magnificent views from Brimstone Hill Fortress - Anegada for its deserted beaches, fringed reefs and the unique flora and fauna of the salt ponds, home to the pink flamingo - The BVIs for the beautiful beaches and anchorages - Guadeloupe for its diversity - one side offers cosmopolitan flair, bordered by beaches and coral reefs and the other has open lands with the fertile, volcanic peaks , rain forest and waterfalls.

How to get to the Caribbean

There are direct flights from the UK and the US to Barbados, Jamaica, St Lucia and Antigua. Some Caribbean islands require a connecting flight as they have small airports which cannot handle large aeroplanes. Across the Caribbean, many islands have private jet facilities with fantastic runways.

What is the currency in the Caribbean?

Various currencies are used in the Caribbean. For instance, in Anguilla, Dominica, Grenada, St Kitts and Nevis, St Lucia, St Vincent, the Grenadines and Antigua, the East Caribbean dollar is the currency. Jamaica, Barbados, the Cayman Islands and the Bahamas have their very own currency. US dollars are accepted on most of the islands however the ATMs tend to have only the local currency.

Language spoken

There are four main languages spoken in the Caribbean, French, Spanish, Dutch and English. English is the first or second language and is mostly used when tourists visit. The official language of Haiti is Haitian Creole while Papiamento is used in Curacao, Bonaire and Aruba. Different creoles and local patois are also spoken on the various islands.

Time Zone in the Caribbean

Two time zones are used in the Caribbean. GMT -5 and GMT -4. Daylight saving time is implemented in many countries including Bermuda, Cuba, Haiti, the Bahamas including the Turks and Caicos Islands.

Visas and customs immigration

British and American tourists do not need visas if they are staying in the Caribbean for less than 90 days. It’s advisable to check the exact requirements for the countries you intend visiting. American tourists are still not allowed to visit Cuba although this may change in the future.

What to consider medical/health wise when chartering a superyacht in the Caribbean

There aren’t any extra medical issues for travelers in the Caribbean but check with your travel agent for any current warnings. The most common are complications form insect bites, jelly fish stings, cuts from coral and heart-related illnesses.

Short List of Caribbean Sailing Yacht Events:

- Antigua Sailing Week – held during the last week of April each year, yachts from all over the world arrive in English and Falmouth Harbours for an action packed week on fun sailing. - St Bart’s Bucket - Grenada Sailing Festival - Heineken Regatta – a Caribbean sailing and party Regatta – The Heineken St Maartens. - Here is the full list of Caribbean yachting and sailing events.

Other Caribbean Places to be:

- New Year’s Eve at St Barts Gustavia, St Martin and the BVI's - More info on Caribbean yachting and sailing events - Please see the Specific Caribbean location links on the left for more.

• Caribbean Charter Reviews
• Caribbean Itinerary
• Top Caribbean Charter Spots
• Antigua Yacht Charter
• Aruba Yacht Charter
• Bermuda Yacht Charters
• British Virgin Islands
• Bahamas Yacht Charter
• Barbados Yacht Charter
• Barbuda Island Yacht Charter
• Cayman Islands
• Cuba Yacht Charters
• Dominica Yacht Charter
• Guadeloupe Yacht Charter
• Grenada Yacht Charter
• Haiti Yacht Charter

Leeward Islands

• Puerto Rico Yacht Charter
• St Lucia Yacht Charter
• St Kitts and Nevis Yacht Charter
• Spanish Virgin Islands
• The French West Indies
• Trinidad and Tobago Yacht Charter
• Turks and Caicos Islands
• US Virgin Islands
• Windward Islands
• Hot Caribbean Yacht Charter Spots
• Top 10 Caribbean Dive Sites
• Browse CARIBBEAN Charter Yachts
• Luxury Motor Yachts for Charter in the Caribbean
• Luxury Sailing Yachts for Charter in the Caribbean
• Luxury Catamarans for Charter in the Caribbean
• CARIBBEAN Yacht News

CARIBBEAN Yacht Charter Enquiry

Trina, Everything was perfect! The yacht, the crew, activities... The crew in particular was off the charts! They really did go out of their way to please us. Please release the full amount of the gratuity. I have nothing but good things to talk about the charter, an opinion shared amongst all of the guests. Thank you for all your help with the charter of Miracle, everything went smoothly and you were very professional and efficient during the whole process. I will not hesitate in contacting you for our next charter (next year, hopefully!!). Miracle BVI's charter (british Virgin Islands) Caribbean in April

Yachting Destinations Near the Caribbean

Explore Location Guides for great destinations near the Caribbean .

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Yachts for Charter in the Caribbean

112m freire superyacht | from eur€ 3,000,000/wk.

KISMET | From EUR€ 3,000,000/wk

DREAM | From EUR€ 2,000,000/wk

92M FULLY CUSTOM SUPERYACHT | From US$ 1,500,000/wk

93M FULLY-CUSTOM SUPERYACHT | From EUR€ 1,470,000/wk

83m Limited Editions 272 Superyacht | From EUR€ 1,200,000/wk

95 meter CUSTOM | From EUR€ 1,200,000/wk

86M CUSTOM LUXURY YACHT | From EUR€ 1,200,000/wk

SAMSARA | From EUR€ 1,100,000/wk

ROMEA | From EUR€ 1,100,000/wk

80M MODERN CUSTOM YACHT | From EUR€ 1,085,000/wk

SOLANDGE | From EUR€ 1,000,000/wk

Caribbean Yacht News

33m luxury yacht FREEDOM for charter in ...

Last minute yacht charter deals in the ...

Benetti launches 34m motor yacht SIRENA ...

The caribbean yacht charter specials, 10% discount location: the bahamas / caribbean.

ROCKIT | From US$ 157,500.00/wk

Sensational winter offer location: caribbean/bahamas.

TC | From US$ 149,900.00/wk

15% discount location: caribbean.

AMIGOS | From US$ 250,750.00/wk

20% discount location: caribbean.

EMERALD | From US$ 168,000.00/wk

Special discounted rate location: the bahamas / caribbean.

TOP FIVE II | From US$ 525,000.00/wk

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

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Neptune Fleet

Discover the epitome of seafaring indulgence with Barefoot Yachts’ Neptune fleet, meticulously outfitted and maintained for discerning adventurers. Our luxury comfort yachts redefine relaxation, boasting opulent amenities and spacious layouts, ensuring an unrivaled at-anchor experience. Immerse yourself in tranquility and luxury as you cruise the pristine waters of the Grenadines. On the other hand, our luxury performance fleet stands as a testament to superior sailing, designed to thrill and delight enthusiasts seeking exhilarating voyages. Sail with precision, power, and grace, embracing the wind and waves like never before, reveling in the exciting sailing conditions for which the Grenadines are famous. Barefoot Yachts, a boutique family-owned charter company, invites you to savor the finest in nautical luxury.

Viewfinder 2020 Bali 4.1

Ulysses Lagoon 42

Sonhos Bali 4.4

Sonder Seawind 1260

Hearts Desire Lagoon 46

Dolphin Spirit Jeanneau Sun Odyssey 440

Catara NEEL 43

AONYX O-Yacht 45

Navigator fleet.

Embark on a cost-effective voyage without compromising luxury aboard Barefoot Yachts’ Navigator fleet, featuring 5-year-old and older sailing yachts. Choose from our distinct categories: luxury comfort yachts, tailored for an idyllic at-anchor escape with opulent amenities, or luxury performance yachts, finely tuned to deliver thrilling and memorable sailing journeys. Experience the blend of affordability and elegance as you navigate the beautiful waters, soaking in the sunsets and salty breeze. Barefoot Yachts, a cherished boutique family-owned charter company, invites you to relish an unmatched balance of economy and indulgence on the high seas.

Willow Dew Lagoon 39

The Pink Pearl Beneteau First 50

Pelican Pete Sun Odyssey 34

Lady Di Oceanis 41

Isaphil Lagoon 380

Inordinate Venezia 42

Betty Blue Beneteau 50

Fully crewed yachts.

Experience unparalleled opulence aboard A Barefoot Yachts’ fully crewed private luxury yacht charter, where desires are effortlessly met by an attentive crew dedicated to pampering guests with first-class service. Indulge in delectable gourmet meals prepared by your private chef and revel in the freedom to sail on your schedule. With over 32 years of navigating the Grenadines, Barefoot Yachts offers a unique understanding of the region, ensuring an exclusive journey through these breathtaking waters, enriched by their expert insight into the cruising grounds and the vibrant local culture.

Splendido Uno Beneteau 57

Rob Roy CATANA 531

Racing fleet.

Embark on a sailing adventure of a lifetime with Barefoot Yachts’ race charters in the Caribbean! Picture yourself on the tiller of a professionally maintained, high-performance sailboat, cutting through the azure waters of the Caribbean. Experience the exhilaration of competitive racing and join the ranks of international sailors, embracing the thrill of challenging race courses set amidst the incredible beautiful of these iconic islands. Revel in post-race festivities under starlit Caribbean skies, sipping fine local rums and dancing to the rhythm of this vibrant paradise. Unleash your inner competitive sailor and experience some of the best grand prix racing events in the world, with Barefoot Yachts.

SALT FISH J 24

HAPPY Melges 20

SMILE (#212) Melges 20

GONE C&C 30

SEAPLANE Melges 32

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The Barefoot Lifestyle

At Barefoot, our philosophy is simple and our lifestyle is sweet. Through our commitment to you experiencing your ultimate vacation, clean sailing, our use of locally produced organic provisioning and our responsible operating practices, we hope to protect and enhance your experience while improving the world we share with all living things.

Driftwood Restaurant/Bar

Driftwood Restaurant offers Mediterranean cuisine with a Caribbean flair, a stunning seaward view of Blue Lagoon and an intimate, air-conditioned lounge bar. We specialize in local, organically grown fruits and veggies.

Caribbean Bareboat Sailing Charter Videos

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• Destinations

Yacht Charter in The Caribbean

Embark on your Caribbean or Bahamas yacht charter and discover sparkling turquoise waters, sweeping sandy beaches and a blissfully laid-back lifestyle. These two archipelagos scattered between the Atlantic Ocean and the Caribbean Sea are primed with balmy breezes that will kiss your cheeks and swaying palm trees that provide you with shade during a Caribbean or Bahamian yacht charter. Cruise the Caribbean archipelago’s continuous arc of islands from the Grenadines in the south to the stunning Leeward Islands, including St. Kitts, and the Virgin Islands in the north. If you’re keen to cruise further north, the Turks and Caicos or the crystal-clear waters of The Bahamas will welcome you with friendly smiles and warm seas. Whichever Caribbean idyll you choose, these cruising grounds provide a haven for waterborne travelers.

Caribbean Elegance on the Waves: A Yacht Charter Voyage through Island Splendors

Awaken even the dullest of senses during your Caribbean yacht charter. You will delight in discovering the brilliant colors, warmth and easy charm of the Caribbean islands, a mélange of the vibrant cultures that have washed over their shores for centuries. Dutch, French, British, Spanish and North American influences abound, making the islands truly cosmopolitan. Covering a vast area, they offer countless cruising possibilities for your winter or summer yacht charter holiday.

From the alluring Virgin Islands to St.Kitts in the Leeward Islands, the sand-fringed Grenadines or the Turks and Caicos, you have hundreds of islands to choose from offering dramatic scenery, fantastic watersports, world-class cuisine, fascinating history and welcoming locals. The dazzling sands of The Bahamas invite you to enjoy total relaxation year-round. A playground for superyachts, you’ll have to cruise the islands many times to visit all of the 700 islands and cays, which are best explored from the water.

Get in contact with a Caribbean yacht charter broker

Whether you are looking to welcome in the New Year in St. Barths or to rejuvenate in the Exumas, the warm temperatures and steady tradewinds make these varied tropical islands a hotspot for both motor and sailing yachts. Your Northrop & Johnson charter expert will be able to recommend the best itinerary for your preferred activities and help you find the perfect yacht.

Best destinations for a Caribbean yachting vacation

• Yacht Charter US Virgin Islands
• Yacht Charter British Virgin Islands
• Yacht Charter St. Barths
• Yacht Charter Cuba
• Yacht Charter ST. Maarten
• Yacht Charter Barbados
• Yacht Charter Windward Islands
• Yacht Charter Leeward Islands
• Yacht Charter Trinidad & Tobago
• Yacht Charter Turks & Caicos

Why charter a yacht in the Caribbean this winter?

• The year-round tropical climate, sun-drenched days, and warm waters are ideal for swimming.
• Just a few hours from the US with regular international flights & private jet services.
• Crystal-clear waters make the Caribbean an ideal place to make the most of your yacht’s tenders and water toys.
• Exclusive beach clubs, refined resorts, and award-winning restaurants. 
• Superb choice of island destinations to suit all types of desired charter experiences. Cruise the Windward and Leeward Islands or opt for under-the-radar destinations.
• Fantastic diving and superb visibility; dive healthy coral reefs and shipwrecks teeming with colorful marine life.
• Picturesque white sandy beaches fringed by palm trees and lapped by striking azure blue waters; the Caribbean is the ultimate paradisal destination.

Top destinations to Charter a Yacht in the Caribbean

Leeward Islands

If you crave a Caribbean idyll with white-sand beaches, lush rainforests, Caribbean charm and a touch of chic luxury, then a Leeward Islands yacht charter is for you. Both ashore and on the water, these islands offer an exotic concoction of modern panache and relaxation.

St. Maarten

Experience the island’s exceptional beaches, offering fine white sands and bright turquoise waters. Explore St. Maarten by yacht charter and discover find your secluded, private beach paradise.

British Virgin Islands

On a quintessential British Virgin Islands yacht charter, you can expect coral reefs, stunning beaches, incredible land-based activities and natural wonders. With a balmy climate, steady easterly trade winds and an abundance of sheltered anchorages in the Caribbean, the British Virgin Islands were made for the waterborne.

US Virgin Islands

Miles of sparkling, sandy beaches, safe waters, unparalleled dive sites and a constant gentle breeze make a US Virgin Islands yacht charter the perfect vacation. From the bustling harbor front of Charlotte Amalie on St Thomas to St. Croix and St. John and many smaller islets and cays, the US Virgin Islands provide some of the most beautiful and well-protected anchorages in the world.

St. Kitts & Nevis

A hidden jewel among the archipelago of the Leeward Islands in the Caribbean, St. Kitts hits the sweet spot in terms of location and amenities for the yachting sector. The island is perfectly positioned for a relaxing few days ashore during a cruise through the Leeward Island chain. Alternatively, combining St. Kitts, and the neighboring island of Nevis, in one itinerary offers a laid-back Caribbean experience that cannot be found on many of the surrounding islands.

Windward Islands

Sprinkled between the volcanic peaks of St. Lucia and Grenada are a trail of palm-studded sandbars, coral reefs and islets known as the Windward Islands. Here you’ll find abundant natural beauty, ample dive sites and some of the best fishing grounds in the world. Experience the Caribbean’s best-kept secret on a luxury yacht charter.

Experience the untapped Caribbean island of St. Lucia aboard a luxury yacht charter and discover UNESCO world heritage sites, pitons, vast forests, unbelievable scuba diving and snorkeling, and some of the world’s finest fishing.

The Grenadines

Your relaxation is imminent among the stunning islands of The Grenadines. From quiet harbors to volcanic vistas, your luxury yacht charter of The Grenadines promises pure paradise and more.

If you’re seeking a Caribbean paradise that is synonymous with complete solitude, look no further than Anguilla. This captivating destination beckons those seeking solace in the Caribbean, and experiencing it during a luxury yacht charter takes this seclusion to new heights. Nestled north of St. Martin, Anguilla’s flat, low-lying terrain sets the stage for a serene getaway.

Renowned for its unrivaled ambiance and picture-perfect beaches, St. Barths exudes an air of flawless elegance. With a wealth of high-end shops, exquisite restaurants and five-star hotels, St. Barths stands as the ultimate playground for the affluent and renowned. Indulge in a holiday like no other with a luxury yacht charter to this bespoke paradise.

Antigua and Barbuda

Embark on a twin island paradise adventure with an Antigua and Barbuda yacht charter. Nestled in the heart of the Leeward Islands, these Caribbean gems offer limitless possibilities for your dream vacation.

Turks & Caicos

While the Turks & Caicos may not be considered a classic Caribbean cruising ground, its 41 islands offer an abundance of attractions for any yacht charter. While these isles are blessed with more than a touch of luxury, they remain, as yet, unspoiled and ready for you to discover.

Trinidad & Tobago

Trinidad and Tobago are a colorful pair of sister islands in the Caribbean that are well known for their rich culture of dance, music and celebrations. Their classic Caribbean atmosphere showcases turquoise waters that lap upon the golden sand and picturesque coconut trees swaying in the balmy breeze.

Dominican Republic

The Dominican Republic is renowned for its stunning azure waters, bustling nightlife and charming villages. A luxury yacht charter is the ideal way to experience this classic Caribbean gem that teems with lively music, breathtaking views and ornate architecture. You will be in awe of the effortless mixture of laid-back Caribbean ambiance and rich melting pot of cultures.

Known for its colorful streets, rich history and lively nightlife, Cuba is a destination for the charterer seeking fun, passion and to feel alive. A luxury yacht charter is the perfect way to explore this diverse topography, surrounded by the azure waves of the Caribbean Sea. Feel the warmth of the white sand between your toes and be engulfed by the warm breeze that flows from the lush mountains. The archipelagos dotted around the country make it ideal to be discovered via a luxury yacht charter.

Often considered the most charismatic of the Caribbean islands, discover the gem of the Lesser Antilles with a Barbados yacht charter. Enjoying a seductive climate year-round, it’s all too easy to settle into the soothing rhythm of Bajan life. From white beaches to a rum-infused party scene, Barbados is a truly iconic destination.

ABC Islands

Aruba, Bonaire and Curaçao (ABC Islands) are an idyllic island trio that offers the complete, private Caribbean yacht charter experience without many other visitors.

A Glimpse of The Caribbean

The sunny beaches and friendly locals of The Bahamian islands are ready to welcome you and your guests during a yacht charter any time of the year.

Find yourself sipping Champagne and ringing in the New Year among the glitterati that flock to the stunning French island of St. Barts every winter.

The British Virgin Islands offer it all during your yacht charter. Don the snorkeling gear, visit the famed grottoes Virgin Gorda’s Baths and be sure to down a painkiller from the Soggy Dollar Bar.

If you’re looking for a true escape into nature, St. Lucia’s natural wonders, including UNESCO World Heritage Sites, are sure to delight during your luxury yacht charter.

St. Vincent and 32 islands of the Grenadines are just some of the spectacular spots to visit during your Windward Islands yacht charter where you can relax and truly enjoy the sunshine.

Whether you choose to enjoy one of Antigua’s 365 beaches or discover the dual nation of St. Maarten/Sint Martin, a Leeward Islands yacht charter will never disappoint.

Best Yachts for Charter in the Caribbean

Caribbean yacht charter guide, where to cruise on a caribbean yacht charter.

With thousands of islands to explore in the Caribbean, a luxury yacht charter in the Caribbean is limited only by your imagination. The Caribbean can be largely broken down into four distinct regions: The Bahamas, the Greater Antilles, the Leeward Islands, and the Windward Islands. Each of these regions offers a myriad of opportunities for exploration, adventure, and relaxation. The charter brokers at Northrop & Johnson would be delighted to help you craft an incredible Caribbean yacht charter itinerary that matches your precise needs. Contact our team today. 

Top destinations with Caribbean yacht charters

The picturesque island of St. Lucia offers charterers a tropical paradise to explore. Soak up the sun on white sandy beaches, enjoy a thrilling zip-lining experience through the island’s lush tropical rainforest, wallow in the island’s volcanic mud baths, explore abandoned sugar plantations, or indulge in authentic island cuisine at local award-winning eateries.  

St. Vincent and the Grenadines 

St. Vincent and the Grenadines lie just south of St. Lucia and are part of an archipelago of 32 verdant tropical islands boasting picturesque coastlines peppered with sugar-white sand beaches and lush tropical interiors. Embrace casual glamour and reset to island time. Highlights include eco-tours of the island’s rainforest, swimming under tropical waterfalls, and the Old Hegg Turtle Sanctuary on the island of Bequia. 

The island of Mustique is a privately owned island and is part of St. Vincent and the Grenadines, offering a unique coastline that is lapped by both the Atlantic and Caribbean Seas. Mustique’s beauty and exclusive offerings make it a popular destination with VIPs and celebrities who are seeking barefoot elegance. Explore its untouched landscapes, enjoy crystal-clear waters, relax at the island’s beach bars, and unplug from the stresses of day-to-day life.

There is a beach for every day of the year on the island of Antigua, part of the Leeward Islands. Fringed by a coral reef, the waters of Antigua are wonderfully calm, making them great for swimming and making the most of your Caribbean yacht charter’s many water toys.  Beyond the beaches, you’ll find lush tropical rainforests, UNESCO World Heritage sites, and superb eateries, from rustic beach bars to fine dining. Antigua’s warm, steady winds also make it a great destination for sailing enthusiasts. 

Part of the three-island state of Barbuda, Antigua, and uninhabited Redonda, these islands are often enjoyed on a Caribbean yacht charter experience along with nearby St. Barths. The island of Barbuda is relatively untouched by tourism development, making it a great place to enjoy traditional Caribbean life and truly unwind.  The island is best known for its stunning pink-sand beaches along its Caribbean coastline and wonderful flora and fauna, including its Frigate Bird Sanctuary.

St. Kitts, or St. Christopher, is nestled in the West Indies and is known for its mix of volcanic black and golden sandy Caribbean beaches. The island offers a relaxed and carefree atmosphere where one can savor life’s simple pleasures. Enjoy soaking up the sun on the island’s pretty beaches, or enjoy a handcrafted cocktail and fresh catch of the day at one of the many local restaurants and beach-side bars. Make sure you leave time to ride the Sugar Train, a scenic railway route that was originally used to transport sugar. 

Unsure where to go in the Caribbean?

Northrop & Johnson specializes in crafting unique itineraries to the Caribbean. Our charter specialists will listen to your desired needs and then make suggestions on the best islands and experiences to enjoy. If you want to enjoy a luxury Caribbean yacht charter, contact our team today. 

Northrop & Johnson: The best Caribbean charter yachts

As a leading yacht charter specialist, Northrop & Johnson has access to the world’s finest luxury Caribbean yachts for charter by pedigree shipbuilders, including superyachts, motor yachts, sailing boats, and multi-hull vessels. Whether you want a yacht built for adventure or designed for family get-togethers, we can connect you with your ideal vessel. Contact our team of Caribbean yacht charter specialists today. 

Motor yacht charter in the Caribbean

A motor yacht charter in the Caribbean offers a truly stylish way to explore the region’s best island destinations. Luxury motor yachts offer superb volume, exceptional onboard amenities, and enhanced accessibility. Northrop & Johnson offers a superb selection of the very best motor yachts. Contact our Caribbean charter experts today.  

Caribbean sailing vacation

Hoist up the sails and harness the power of Mother Nature aboard a luxury sailing yacht. The Caribbean is a wonderful destination for a sailing adventure, with consistent winds and calm waters. The region is also home to some superb regattas. Northrop & Johnson can connect you with the best sailing yachts for rent in the Caribbean, from traditional schooners to high-performance racing vessels. Contact our team today if you want to set sail in the Caribbean.  

Caribbean multihull charters

Multihull vessels such as sailing catamarans and motor catamarans are a superb choice for those seeking maximum space onboard. The large volume means you will benefit from a fantastic selection of onboard amenities and flexible areas for relaxing, dining, and entertaining. We have access to the best Caribbean multihull vessels that are great for families and groups of friends. Contact our Caribbean charter specialists and let us connect you with your ideal multihull vessel or browse our crewed luxury yachts for charter.

What are the best Caribbean yacht charter itineraries?

• Island Hopping | Providenciales to Providenciales 7 Days
• Pure Bliss | St. Lucia to Grenada 7 Days
• A Water Lover’s Dream | Tortola to Jost Van Dyke 7 Days
• Authentic Caribbean Cruising | St. Kitts to Antigua 10 Days
• Beach Bliss | Antigua to St. Martin 10 Days
• The Islands Are Calling | St. Thomas to Jost Van Dyke 8 Days

What to do on a Caribbean yacht charter?

The Caribbean offers so many diverse experiences. Some of the top experiences include:

• Relax on spectacular white powder beaches and soak up the warm Caribbean sun.
• Explore vibrant, colorful reefs and shipwrecks under the waves.
• Enjoy a private hiking experience exploring native flora and fauna in the Caribbean’s lush rainforests.
• Explore the region’s diverse culture and rich history, including sugar and coffee plantations.
• Enjoy unique wildlife encounters, swim with stingrays in Cayman, or the free-roaming pigs on Pig Beach, Bahamas.
• Feast on delicious Caribbean cuisine at award-winning restaurants.
• Make the most of your yacht’s tenders and toys on the crystal-clear waters.
• Take part in the Caribbean’s festivals, fetes, and carnivals.
• Visit local rum distilleries.
• Island hop the many island groups in the Caribbean and drop anchor at secluded anchorages and hidden coves and bays.

What restaurants should I eat at during my Caribbean yacht charter?

From casual beachside eateries to fine-dining restaurants headed up by celebrity chefs, the Caribbean offers a wonderful selection of restaurants to choose from. The range of cuisines is also equally diverse, from traditional Caribbean fare to a delightful cornucopia of fusion flavors. Northrop & Johnson are experts on the Caribbean, with destination intelligence and in-depth knowledge. Our charter specialists will be able to advise you on the best restaurants to visit based on your desired preferences and will even manage all the reservations for you. Contact our Caribbean yacht charter experts today. 

How’s the social and nightlife in the Caribbean?

The social scene and nightlife in the Caribbean depend on which island you visit, with some boasting extravagant parties and ultra-exclusive beach clubs, while other islands are much more low-key. For those who wish to party into the early hours, some of the most exclusive social and nightlife spots include:

•  Nikki Beach, St. Barths
•  Eden Rocks Sand Bar, St. Barths  
•  Basil’s Bar, Mustique 
•  Ocean Lounge, St. Maarten

What’s the best time to charter a yacht in the Caribbean?

A Caribbean yacht charter can be enjoyed year-round thanks to the wonderfully warm, sun-drenched Caribbean climate; however, the best time to visit is during the winter months, when the chance of rain is minimal. No matter what time of year you would like to embark on a Caribbean yacht vacation, our charter specialists can help. Contact the team at Northrop & Johnson today. 

What’s the temperature like in the Caribbean?

Generally, the Caribbean has a tropical climate with warm temperatures year-round. The winter months are usually the dry season when there is little chance of rain, while the summer months are hurricane season, and you can expect a higher chance of rain and higher humidity. Temperatures range from the mid-70s to 80s F (24-30 C) throughout the year and remain relatively consistent due to the Caribbean’s proximity to the equator.

When should I book a Caribbean yacht rental?

You should book a Caribbean yacht rental as far in advance as possible, especially for popular yachts and destinations such as St. Barths. Booking in advance will ensure you have the best selection of charter yachts and that there is plenty of time to secure reservations at the most coveted beach clubs and restaurants. However, it is possible to book a last-minute Caribbean yacht charter as long as you are prepared to be flexible with the choice of vessel and cruising itinerary. If you want to book a luxury Caribbean yacht charter, contact the charter specialists at Northrop & Johnson. Our team will be delighted to assist you. 

Where is it best to embark on a Caribbean charter yacht?

Your embarkation destination will depend on your cruising itinerary, with larger Caribbean islands boasting international airports that can also accommodate private jets. When you book a luxury Caribbean yacht charter, the charter specialists at Northrop & Johnson will assist with travel arrangements to and from your charter vessel and will advise on the best embarkation destinations.

What airports can I fly to in the Caribbean?

Some of the larger airports that you can fly to in the Caribbean from the US include: 

• Queen Beatrix International Airport, Aruba
• Sangster International Airport, Jamaica 
• Grantley Adams International Airport, Barbados
• Punta Cana International Airport, Dominican Republic
• Norman Manley International Airport, Jamaica
• Piarco International Airport, Trinidad and Tobago 
• V.C. Bird International Airport, Antigua and Barbuda 
• Princess Juliana International Airport, St. Maarten 
• Owens Roberts International Airport, Cayman Islands

How do I book a private boat charter in the Caribbean?

The best way to book a private boat charter in the Caribbean is to contact a reputable charter brokerage. Northrop & Johnson is a leading international brokerage with access to the world’s finest sailing yachts and motor boats. We excel at creating unforgettable Caribbean charter vacations in the most sought-after destinations. Contact our team today. 

How much is a Caribbean yacht charter?

Caribbean luxury yacht charters with Northrop & Johnson start at US$50,000 per week, with the world’s finest superyachts costing in excess of 1 million per week. Contact our charter specialists today, and we would be delighted to help you plan and book a luxury yacht charter in the Caribbean. 

Caribbean or Bahamas yacht charter?

Whether you opt for a Caribbean or Bahamas yacht charter is a personal preference. Both destinations offer crystal clear waters, pristine beaches, exclusive beach clubs, award-winning restaurants, world-class golf courses, chic resorts, and a wonderfully warm climate year-round. 

For US charterers, a key allure of The Bahamas is its close proximity to the US, just 50 miles from the coastline of Florida. With quick and easy access to The Bahamas via commercial or private jet to multiple destinations in the US, you can be aboard your luxury Bahamas yacht charter quickly, eliminating wasted time traveling. 

If you want to charter a luxury yacht in The Bahamas or the Caribbean, contact the charter specialists at Northrop & Johnson.

What are the most desirable yacht features in the Caribbean?

Desirable yacht features for charterers in the Caribbean include large outdoor deck spaces to maximize time spent under the sun, as well as a good selection of water toys and fishing equipment. Other desirable features include stabilizers to enhance comfort both while cruising and at-anchor and staterooms with flexible configurations to accommodate various guests, especially for families on a multi-generational getaway.

Desirable Caribbean yacht charter features include: 

• Yachts for charter with water slides
• Yachts for charter with fishing equipment
• Yachts for charter with zero-speed stabilizers
• Yachts for charter with wheelchair accessibility
• Family yachts for charters
• Tri-deck yachts for charter
• Flybridge yachts for charter
• Yachts for charter with master cabin on the main deck
• 30 meter/100ft yachts for charter
• 45 meter/150 ft yachts for charter
• 50 meter/160ft yachts for charter
• 60 meter/ 200ft yachts for charter

What crew can I expect aboard my Caribbean yacht charter?

All Northrop & Johnson’s yachts for charter come with a highly professional crew ready to cater to your every need. The number of crew members will depend on the size of your motor yacht or sailing boat; however, you can expect, at a minimum, a captain, a stew or stewardess, a private chef, and a deckhand.

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Caribbean sailing trip

12 Knots offers sailing tours to Caribbean - the legendary islands of freedom with excellent beaches, friendly ocean and a tropical sun. You can make a cabin reservation aboard of the luxury sailing catamaran and experience a great mix of sailing adventure and relaxing vacation you will never forget.

10 sailing cruises in Caribbean

St. martin to st. barth sailing vacation.

Unforgettable sailing vacation on crewed catamaran from St. Martin to St. Barths and back. 7 days of relaxed sailing vacation on board of a sailing catamaran.

Availability

13 Apr 2024

7 Days / 6 Nights

Only 2 cabins left

20 Apr 2024

Only 1 cabin left

27 Apr 2024

04 May 2024

11 May 2024

18 May 2024

Only 3 cabins left

25 May 2024

01 Jun 2024

08 Jun 2024

15 Jun 2024

Guadeloupe sailing vacation

Guadeloupe sailing cruise on a crewed catamaran. Enjoy unforgettable sailing trip in Lesser Antilles chain of Islands on luxury yacht for the price of a cabin. Great itinerary with stops in: Marie-Galante, Dominica, Pigeon island and many more.

22 Jun 2024

29 Jun 2024

Martinique and Grenadines

Sailing vacations in Martinique (Caribbean) 12 Knots offers crewed by the cabin yacht cruises in Martinique and Grenadines.

25 Apr 2024

10 Days / 9 Nights

05 May 2024

15 May 2024

04 Jun 2024

St. Martin to BVI Cruise on catamaran

“Sailing and snorkeling was beyond words”

Hi Grigory and Julia, Thank you for your patience during the 18 months it took to arrange our trip during covid. You were so helpful and knowledgeable. Our cabin charter on the catamaran to St. Martin was just as described, if not more so. The other …

CABIN CHARTERS

“Working with 12 Knots was a pleasure”

Working with 12 Knots was a pleasure. We have traveled with Dream Yacht Charters twice (Grenada and Martinique). The first time we booked direct, the second time we booked with 12 Knots. Although we did not have any problems when we booked direct wit…

Nassau Sailing Vacation

Luiz Galante

“My wife and I loved our Exumas cruise in the Lagoon 62”

The boat had some maintenance issues such as as the starboard motor was broken for already for three weeks and all cabin on the starboard had cold water the entirely trip. Since the weather was warm and we are used to take cold shower at home, it was…

BVI sailing vacation by the cabin

Steven Wolter

“Yacht was perfect”

Yacht was perfect - plenty of space and nooks to hang out in. Having sailed on a monohull before, the personal bathroom for each cabin on the catamaran was much appreciated. A/C in cabins was very nice. Plenty of hot water for showers. Our captain wa…

Ronald Garves

“Week onboard this lovely Lagoon 62 / BVI”

We spent a week onboard this lovely 62' sailing catamaran with 5 other couples (total 12 guests) The captain and chef were both French and at times it was difficult to understand what they were saying, but not a big deal. The captain (Damian) would a…

Karen E Grves

“It was truly a unique experience / Jne 2019 / BVI / Lagoon 620”

It was truly a unique experience. Despite a mishap that kept Ron out of the water due to fear of infection (he cut his leg pretty good while we were waiting for the ferry to scrub island) it was still enjoyable. The boat was great. Certainly the corr…

Tom Duckett

“Our sailing vacation was awesome / Lagoon 62 / May 2019 / BVI”

The captain (Damien) and chief (Michael) went out of their way to make the week special for everyone aboard. What we noticed about Damien was his concern about everyone’s safety during the week. We felt very secure with his expertise in handling the …

“I was slightly nervous going in”

It was absolutely terrific and if you’ll let me know which websites you list on I’m happy to leave 100% positive reviews there. I was slightly nervous going in, because you have a relatively small English language web presence, but I couldn’t be more…

Caribbean cabin charters

If you dream of luxury vacation, carefree and relaxed, Caribbean sailing cruise is the best choice for you. Whilst visiting the Caribbean islands you discover world-known snow-white beaches, thickets of coconut, dazzling sun and aquamarine sea with its coral reefs. You can make your Caribbean sailing vacations even more colorful, by getting acquainted with the local culture. And comfortable cabin of the yacht will be your safe haven in the Caribbean sailing trips.

Things to know

During your sailing cruise Caribbean Islands will appear in all the splendor of a huge arc stretching from North to South America, between the Caribbean Sea and the Atlantic Ocean. Geographers divide the Caribbean into two archipelagoes: the Greater Antilles and the Lesser Antilles. The former includes: Cuba, Haiti, Jamaica and Puerto Rico. The second one is a chain of small bleak islets. It is not by chance that within the Lesser Antilles two groups are distinguished with the names Windward and Leeward. Offering vast variety and rather diverse sailing trips Caribbean region will open you all its secrets.

Time for sailing vacation

Climate and weather conditions are great for yachting in the Caribbean islands almost all year round, except for the stormy season in August-October. Fair winds of 10 to 25 knots, can sometimes suddenly change directions and makes sailing in this are even more interesting. Taking all this into consideration we can definitely say that Caribbean region offers a wide variety of destinations for unforgettable sailing vacation. And of course, choosing by the cabin charter sailing vacation in Caribbean region will give you more freedom, comfort and carefree time, while professional crew and skipper will bring you to the most stunning destinations no one could ever think about.

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Caribbean motor yacht.

Caribbean Crewed Motor Yacht Charters available from 50' to 446'

Caribbean Catamaran Yacht

Crewed Catamaran Charters available

from 38' to 113'

Caribbean Sail Yacht

Caribbean Sailing Charters available

from 44' to 289

Sneed Tropical Yacht Charters, a reputable independent charter booking service with a global presence, owns Caribbean Yacht Charters as a subsidiary. Sneed Tropical Yacht Charters' staff has more than 30 years of combined experience, and we'll keep personally inspecting yachts in the Caribbean to provide you with the greatest yachting vacation possible. Our website is continually getting fresh online brochures added. On the internet, we provide the most affordable prices! We have a one-of-a-kind collection of some of the most gorgeous Yachts in the world, each offering the height of luxury. On request, we can hold multi-day events and we specialize in catering to corporate chartering needs. We have a fleet of vessels at our disposal, ranging from tiny luxury motor yachts to Super Yachts. Since 1990, Sneed Tropical Yacht Charters has been a leader in the yachting sector, offering customers the broadest selection of crewed yachts in the most well-liked cruising locations on the planet.

Caribbean Yacht Charter: A Guide to Your Next Luxury Vacation

The Caribbean is a perfect destination for those looking to enjoy a luxurious and relaxing vacation. With crystal-clear waters, stunning beaches and warm weather all year round, the Caribbean is an ideal place to sail. One of the most popular ways to explore the Caribbean is by yacht charter. Whether you're looking for a sailing experience, a mega yacht, or a catamaran, the Caribbean has something to offer for everyone.

Catamaran charters are a popular option for those who want to experience the best of Caribbean sailing. These boats offer spacious living areas and comfortable cabins, making them an ideal choice for families or large groups. With their stable design, catamarans are also ideal for those who are looking for a smooth and comfortable sailing experience. They provide plenty of room for sunbathing and lounging, and their shallow draft makes them perfect for exploring secluded bays and coves. Sailing charters are a perfect choice for those who want to enjoy a more adventurous sailing experience. With the wind in your hair, you can sail from island to island, exploring some of the most beautiful destinations in the Caribbean. Many sailing charters come with a skipper and a crew, so you can sit back, relax and enjoy the sailing experience. With a sailing charter, you have the freedom to create your own itinerary and explore the Caribbean at your own pace.

Crewed yachts offer a unique and personalized sailing experience. With a dedicated crew on board, you can enjoy the ultimate in luxury and comfort. Crewed yachts come in all shapes and sizes, from small sailing boats to large mega yachts, so you can choose the perfect yacht for your needs. With a crewed yacht, you'll have access to a personal chef, bartender and concierge, so you can enjoy a completely hassle-free vacation. For those looking for the ultimate in luxury, mega yachts offer an unforgettable sailing experience. These magnificent boats come equipped with all the latest amenities, including spacious living areas, private cabins, a gym, and even a spa. With a mega yacht, you can sail to some of the most exotic destinations in the Caribbean and enjoy a truly unforgettable vacation.

Caribbean yacht charters offer something for everyone, from adventurous sailing experiences to luxurious mega yacht vacations. Whether you're looking for a catamaran, a sailing charter, a crewed yacht, or a mega yacht, the Caribbean has something to offer for everyone. So why not explore this stunning region and experience the ultimate in luxury sailing? Our mission is to match you with the ideal Caribbean Crewed Yacht Charter for this special trip. Your luxurious Caribbean yacht and the island you want to explore are both your choices. Consider what you want to see and do when you begin. Sneed Charters can assist you in having the most amazing holiday.

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What Does Your Dream Caribbean Vacation Look Like?

Explore the possibilities aboard a luxury crewed yacht.

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Charter the Caribbean Specializing in unique cruising vacations that you’ll remember for the rest of your life.

What you’ll get when you plan a trip with charter the caribbean:.

• • Attentive, first-class service provided by your dedicated captain and crew.
• • Input into the planning of the itinerary, menu, and onshore activities.
• • Delicious, gourmet meals prepared by your personal chef.
• • Open bar for beer, wine, and spirits with our all-inclusive charters.
• • Sailing, snorkeling, windsurfing, and kayaking instruction on many of our crewed yachts.
• • Ability to make your crew selection the priority when choosing a yacht.
• • Access to pristine beaches and secluded coves that large cruise ships can’t reach.
• • Complete privacy
• • Highest safety standards.
• • Expert assistance with all aspects of planning your cruising vacation.

Why Charter the Caribbean?

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10 Best Caribbean Yacht Charters | Plan Your Dream Holiday

Charter a Caribbean yacht and go from frigid days to idyllic golden sands and warm...

Charter a Caribbean yacht and go from frigid days to idyllic golden sands and warm seas in no time. Here is our carefully curated list of the 10 best Caribbean yacht charters and destinations.

Pack your sunglasses and bathing suits; your next luxury yacht getaway awaits. Visit our Caribbean yacht charter itineraries for more details on how to make your dream holiday a reality.

The 10 Best Caribbean Yacht Charter Destinations

U.s. virgin islands .

The U.S. Virgin Islands are home to some of the best beaches for swimming and sunning. Adventure seekers can enjoy kayaking, zip-lining, and snorkeling on St. John . The island’s national park offers good hiking trails for nature lovers.

Scuba divers will be amazed by the sea life in the waters below. If you’re looking for spa treatments, a round of golf, or the beach, the USVI is the place to go.

Visit St. Croix’s cultural museums, plantation homes, and Cruzan Rum Distillery .

You can easily reach St. Thomas , St. Croi x, and St. John from the United States. Moreover, American citizens don’t need passports to visit the US Virgin Islands.

Namastay , a 116-foot Lazarra motor yacht, is one of the motor yacht choices for a Caribbean yacht charter.

British Virgin Islands

Tortola and virgin gorda.

The British Virgin Islands (BVI) encompasses 60 islands. The four primary islands are close to each other, so it is easy to hop from one to the next aboard your yacht.

In the morning, you can go surfing or shopping in Tortola. In the afternoon, you can swim along the serene beaches of Virgin Gorda. The BVI, one of the 10 Best Caribbean Yacht Charter Destinations, is “Nature’s Little Secret.”

Scrub Island

Close by, you can enjoy the tranquil waters and welcoming marina of Scrub Island. There, you can either learn to sail or spend the day fishing. Additionally, there is an outstanding spa for those looking to unwind and experience complete relaxation.

Head to Anegada for excellent snorkeling through beautiful coral reefs. Fishing buffs will also find great bonefishing. Back on firm ground, admire local wildlife. Be sure to stroll along the old town walls of the island’s original settlement. 

Jost Van Dyke

To cap off your BVI journey, head to Jost Van Dyke, where you can feast on seafood, rotis, and plenty of barbecues. You can even voyage to numerous private islands for hiking trails, secluded coves, and private resorts. Jost Van Dyke was also a favorite destination for the late Jimmy Buffett .

A catamaran charter in the BVI is ideal. Catamarans can navigate shallow waters better than similarly-sized motor yachts. SEACLUSION , an 80-foot Sunreef catamaran, is a good choice for your BVI charter.

Antigua & Barbuda | 10 Best Caribbean Yacht Charters

Antigua is a renowned yachting destination today, one of the Caribbean’s original luxury yacht charter spots. Sheltered harbors, gorgeous blue seas, and trade winds bring sailors and holiday-makers back year after year.  

Settled by the British, the volcanic island has a fascinating history and natural beauty waiting for you to explore. Dock at the historic English Harbor and revisit the nation’s nautical past. Here, walk back through restored captain’s houses, sugar mills, military fortresses, and cannons looking over the beaming blue seas. Home to 365 beaches stretching 95 miles, Antigua’s sandy shores warrant more than one trip.

Antigua’s sister island of Barbuda offers yet another opportunity to discover private beaches and hidden coves. Whether you want to snorkel, dive, or escape to one of the remote cays, Antigua and Barbuda will welcome you. In addition, it is one of the best spring break destinations.

Consider motor yacht RISING DAWN for your yacht charter to Antigua and Barbuda.

Anguilla 

Anguilla makes you feel at home. The warm locals and inviting atmosphere will immediately put you at ease.

Anguilla is a petite island primarily reached from St. Martin . Its charm radiates throughout local restaurants, shops, tour guides, and secluded bays.

You can test your photography skills in Anguilla by hiking to one of the many viewpoints overlooking the island. If you’re hungry, take a quick boat ride for a delicious meal at Sandy Island, just offshore. In fact, Anguilla is famous for its food, ranging from perfectly cooked fish to native dishes like Funghi. 

Snorkeling, diving, and fishing will entertain the most active yachters. If you’re interested in wildlife, you can also head to East End Pond’s wildlife conservation. Anguilla truly is one of the most incredible Caribbean yacht charter destinations.

Power catamaran FRENCHWEST will make a good home base for your adventures in Anguilla.

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8 4 78.00 Ft

St. Vincent and the Grenadines 

This scenic group of 33 islands encompasses the Grenadines and St. Vincent. Like much of the West Indies, the islands were once under British rule. They gained their independence in 1979.

Each island has its distinct personality, so visit a few to explore their rich diversity. Mustique is a top choice for the ultimate and exclusive luxury experiences. Rub elbows and dine with celebrities who often rent private villas on the island. 

Those looking for total peace can head for snorkeling at the incredible Horseshoe Reef in the Tobago Cays . Or, venture to the wild islands of Petit St. Vincent and Martinique for more underwater adventures.

You’ll soon understand why we consider this region one of the top ten Caribbean yacht charter destinations.

Music is the beating heart of Grenadine culture. Various blues and jazz festivals occur throughout the year. On Bequia and Union Islands, you’ll find live music around town and at many excellent bars and restaurants. In addition, combine the Grenadines with neighboring St. Lucia for a magical Caribbean luxury yacht charter trip. 

ALMYRA II is a luxurious traditional monohull sailboat. This yacht will take you to the windswept islands of St. Vincent and the Grenadines. While visiting, take a side trip to Salt Whistle Bay in Mayreau.

Salt Whistle Bay is a quiet and beautiful spot with soft white sand and calm waters. You can relax on the beach, swim, or snorkel. If you’re up for it, take a short hike to get great views of the surrounding area. Visiting Salt Whistle Bay adds a nice touch to your Caribbean sailing experience.

Puerto Rico & The Spanish Virgin Islands | 10 Best Caribbean Yacht Charters

Unbeknownst to many, Puerto Rico and the Spanish Virgin Islands are excellent choices for your next Caribbean yacht charter. The Spanish Virgin Islands combine American convenience with a Spanish Caribbean style. They’re also off the beaten path from more popular island groups,

Puerto Rico and the Spanish Virgin Islands are perfect if you’re into trendsetting and avoiding crowds. In Puerto Rico’s capital, Old San Juan, visit the military barracks, tunnels, and El Morro fortress. Inland, plan a day trip to the El Yunque National Forest to hike the rainforest or admire the fauna and plant life. 

Top destinations off the coast of Puerto Rico include Culebra, beaches like Playa Flamenco, and a wildlife refuge. Sail to the island of Vieques for authentic Puerto Rican cuisine and great nightlife in Esperanza. Cap off a memorable vacation with a night kayak excursion to Mosquito Bay. 

St. Barthelemy or St. Barts has the most elite amenities and top-notch activities. For a fun experience, take a yellow submarine from Gustavia Harbour. If you’d rather be in the thick of the action, you can also scuba dive in Colombier Bay or Pain de Sucre. 

St. Barts still has historic forts and lookouts, including Fort Karl, high atop the island. After taking in the gorgeous vistas at Fort Karl, explore the island by ATV. 

ENDLESS HORIZON , an 80-foot Sunreef catamaran , has a spacious flybridge where you can relax and enjoy your tropical surroundings.

St. Martin & St. Maarten 

The world’s smallest dual-nationality piece of land is none other than St. Martin & St. Maarten . The Dutch territory is St. Maarten, while the French protectorate is St. Martin. 

Enjoy a mud bath on Tintamarie in St. Martin, close to other top islands, including Anguilla and St. Barth’s.

The island is also home to beautiful sandy beaches and the clearest snorkeling and scuba conditions. Both sides of the island exude beauty but offer distinctively different experiences.  

This dual nation island ranks among the 10 Best Caribbean Yacht Charters, boasting excellent restaurants. Explore the gorgeous area aboard Power Catamaran FRENCHWEST .

St. Martin is the French side. You’ll find a more European cafe culture and superb outdoor and beachside dining choices here.

Tennis players, water skiers, and sailors have many options for courts and sports in St. Martin. Aspiring fishermen and women, don’t forget the excellent deep-sea fishing you’ll find just offshore. 

St. Maarten

The Dutch side of St. Maarten has a vibrant nightlife and energy. Pick up some souvenirs at duty-free shops and boutiques. Golfers can also enjoy a round at the island’s golf course on the Dutch side. A highlight of your visit to St. Maarten will be the beautiful white sandy beaches.

Browse Some Top Caribbean Charter Yachts

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8 4 67.00 Ft

10 4 116.00 Ft

Please select one of our 10 Best Caribbean Yacht Charters sailing destinations and experience true relaxation. Visit our Caribbean luxury yacht charter itineraries and let us help you plan your next trip!

Also, How much Does it Cost for Caribbean Yacht Charters?

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Exploring the High Seas: A Guide to the Best Yacht Charter Destinations in the Caribbean

Embark on an enchanting voyage through the azure waters of the Caribbean, where hidden treasures await. Delve into the world of luxury yacht charters as we unveil the top destinations that redefine opulence and adventure. Explore the idyllic British Virgin Islands, where paradise meets the sea. Uncover the secluded gem of St. Lucia, a haven for those seeking solace amidst nature’s beauty. Sail through history in Antigua and Barbuda, and discover the untouched coves and pristine beaches of the Grenadines. Welcome to a world of innovation and exploration on the high seas.

British Virgin Islands: Paradise in the Caribbean

The British Virgin Islands offer an idyllic paradise for yacht charter enthusiasts in the Caribbean. With their pristine beaches, crystal-clear turquoise waters, and a multitude of islands to explore, this destination is perfect for those seeking beachfront luxury and unforgettable experiences.

One of the highlights of a yacht charter in the British Virgin Islands is the opportunity for island hopping. With over 60 islands and cays to choose from, each with its own unique charm, there is always something new to discover. From the lively atmosphere of Tortola to the tranquil beauty of Virgin Gorda, every island has its own distinct character and attractions.

For those who love underwater exploration, the British Virgin Islands offer exceptional snorkeling adventures. The coral reefs teem with colorful marine life, providing a breathtaking underwater experience. Whether you’re a beginner or an experienced snorkeler, there are plenty of spots to choose from, each offering a unique glimpse into the vibrant underwater world.

Sailing excursions are also a popular activity in the British Virgin Islands. With constant trade winds and calm waters, it is the perfect destination for sailing enthusiasts. Experience the thrill of gliding across the waves as you explore the hidden coves and secluded beaches that can only be reached by boat.

Please call or email Doug (our seasoned yacht travel specialist) today at (781) 679-1162 or email at [email protected] .

St. Lucia: A Secluded Yacht Charter Gem

St. Lucia offers a secluded haven for yacht charter enthusiasts in the Caribbean. With its stunning landscapes and untouched beauty, this hidden gem provides a unique experience for those seeking tranquility and luxury. Here are four reasons why St. Lucia should be on your yacht charter itinerary :

• Secluded anchorages : St. Lucia boasts numerous secluded anchorages, allowing you to escape the crowds and enjoy the serenity of the Caribbean Sea. From hidden coves to secluded bays, you can experience ultimate privacy and relaxation.
• Luxury resorts : St. Lucia is home to some of the most luxurious resorts in the Caribbean. After a day on the water, indulge in world-class amenities and pamper yourself at the exclusive resorts dotted along the island. Immerse yourself in opulence and unwind in style.
• Volcano hikes : St. Lucia is renowned for its dramatic landscapes, including the iconic Pitons. Embark on a volcano hike and witness the awe-inspiring beauty of the Soufrière volcano. Traverse lush rainforests, explore sulfur springs, and take in breathtaking panoramic views from the top.
• Local cuisine and marine life encounters : St. Lucia offers a blend of rich flavors and vibrant culinary traditions. Sample local delicacies, such as fresh seafood and tropical fruits, and savor the unique tastes of the island. Moreover, dive into the crystal-clear waters and encounter an array of marine life, including colorful coral reefs, tropical fish, and even sea turtles.

St. Lucia truly is a secluded yacht charter gem, offering a perfect blend of natural wonders, luxury, and adventure.

Antigua and Barbuda: Sailing Through History

Antigua and Barbuda offers a captivating journey through history for yacht charter enthusiasts. With its rich maritime heritage and historical landmarks, this Caribbean destination is perfect for those seeking a unique and educational experience. One of the must-visit sites is Nelson’s Dockyard, a UNESCO World Heritage Site that showcases the colonial architecture and naval history of the region. Built in the 18th century, this historic dockyard was once the headquarters of the British Royal Navy in the Caribbean and played a vital role in protecting the British interests in the region.

As you sail through the crystal-clear waters surrounding Antigua and Barbuda, you’ll be transported back in time, imagining the bustling activity of the naval base during its heyday. The colonial architecture of the dockyard, including the Georgian-style buildings and the historic forts, adds to the charm and authenticity of the experience.

In addition to the historical landmarks, Antigua and Barbuda also hosts various cultural festivals that celebrate the islands’ vibrant history and traditions. From the Antigua Sailing Week to the Antigua Carnival, these events showcase the local culture through music, dance, and traditional cuisines.

Embarking on a yacht charter in Antigua and Barbuda is not just about enjoying the natural beauty of the Caribbean, but also about immersing yourself in the fascinating history and heritage of the region. So, set sail and embark on a journey through time in this enchanting destination.

Grenadines: Discovering Hidden Coves and Pristine Beaches

When exploring the high seas in the Caribbean, yacht charter enthusiasts can uncover hidden coves and pristine beaches in the Grenadines. This stunning archipelago, located between St. Vincent and Grenada, offers a tranquil escape from the bustling tourist destinations. Here, visitors can immerse themselves in the beauty of nature while enjoying a range of activities and experiences.

• Exploring Marine Life : The Grenadines boast a rich marine biodiversity, making it a paradise for snorkeling enthusiasts. Dive into the crystal-clear waters to discover vibrant coral reefs, tropical fish, and even the occasional sea turtle or stingray.
• Snorkeling Adventures : Charter a yacht and visit the Tobago Cays Marine Park, a protected area with five uninhabited islands. Snorkelers can swim among colorful coral gardens and encounter an array of marine creatures, including friendly nurse sharks.
• Local Cuisine : Indulge in the flavors of the Grenadines by sampling the local cuisine. From fresh seafood dishes to traditional Caribbean delicacies, every meal is a culinary adventure. Don’t miss out on trying the national dish, Callaloo Soup, made from leafy greens and spices.
• Cultural Immersion : Get to know the locals and immerse yourself in the vibrant culture of the Grenadines. Visit the charming island of Bequia, known for its traditional boat-building heritage and lively regatta festivals. Engage in local traditions, such as dancing to calypso music and exploring the colorful markets.

For those seeking a luxurious experience, there are various luxury yacht options available for charter in the Grenadines. With their state-of-the-art amenities and expert crew, these yachts provide the perfect setting for a memorable Caribbean adventure.

Bahamas: Yacht Charter Haven in the Caribbean

The Bahamas, a yacht charter haven in the Caribbean, offers a captivating blend of pristine beaches, crystal-clear waters, and luxurious amenities for those seeking an unforgettable high seas adventure. With its stunning natural beauty and world-class facilities, the Bahamas is a dream destination for luxury yachting enthusiasts.

Bahamas yacht charters provide the perfect opportunity to explore the exquisite beaches that dot the archipelago. From the famous pink sands of Harbour Island to the secluded coves of the Exumas , the Bahamas offers a variety of beach experiences for every taste. Imagine stepping off your yacht onto powdery white sands, surrounded by turquoise waters and lush tropical landscapes. It’s a paradise unlike any other.

For those who love to explore the underwater world, the Bahamas is a snorkeling haven. The clear waters are teeming with vibrant coral reefs and a diverse array of marine life. Snorkelers can immerse themselves in an underwater wonderland, swimming alongside tropical fish, turtles, and even dolphins.

Fishing enthusiasts will also find their bliss in the Bahamas. The waters are rich with game fish such as marlin, tuna, and mahi-mahi. Whether you’re a seasoned angler or a beginner, the Bahamas offers ample opportunities for a thrilling fishing adventure.

In conclusion, the Caribbean offers a plethora of yacht charter destinations that cater to every traveler’s preferences . From the stunning beauty of the British Virgin Islands to the secluded charm of St. Lucia, and the rich history of Antigua and Barbuda, there is something for everyone. The Grenadines provide hidden coves and pristine beaches to explore, while the Bahamas offer a haven for yacht charters. Embark on a memorable journey and experience the wonders of the Caribbean’s high seas.

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Are you ready to let us show you what we can do for you? We can’t wait! This is as exciting for us as it is for you. We began this business because we love putting the perfect yacht charter together for our clients and getting the best of the best at the right price point thanks to our contacts and experience. 

Use our quick contact form to give us the basics about what you’re looking for and we’ll send you ideas and pricing. Don’t worry if it’s not grand enough or should be scaled back; we’ll take care of that too. When you love the plan, we put it into action. All you have to do is show up and enjoy.

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Sail the best of the caribbean, welcome to bvi yacht charters, british virgin islands, our charter yachts.

Our fleet of Monohull, Catamaran and Crewed yachts range from 31ft to 54ft. All are newer models and always meticulously maintained.

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Just back from a week aboard J Dog, a Beneteau 48 chartered from BVIYC, cruising the BVI. Everything about this charter met or exceeded our expectations. From their website and pre-arrival information, to our arrival at the Road Town base, the yacht itself (5 ⭐️s), support during our week working ... Read More »

Incredible trip!

My husband and I had the pleasure of renting the beautiful Orla monohull for 7 days from BVI Yacht Charters. We had the time of our lives. BVI Yacht Charters is such a wonderful company to work with and made everything so easy and manageable from start to finish. The boat was in pristine condition ... Read More »

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Off the beaten Caribbean track on a cruise ship that feels more like a private yacht

The new cruise ship, the Explora I – the first to be operated by Explora Journeys, a luxury offshoot of MSC Cruises. Handout

Having my nightly pick of unobstructed views of the sunset was a lesson in serenity I didn’t know I needed. I was nursing my sundowner cocktail in the Sky Bar on Deck 14 of a plush new cruise ship, the Explora I – the first to be operated by Explora Journeys, a luxury offshoot of MSC Cruises. (The company’s next ship, Explora II, is set to make its debut in August.)

Within the first few hours of setting sail from Barbados for the all-inclusive trip’s series of Caribbean ports, it was already clear that this was not just any boat. The designers eschewed more traditional cruise “check-in” decks, and instead created a double-height entrance that also serves as a lobby bar, with dark wood, golden light and a grand staircase that puts some luxe city hotels to shame. It’s airy and chic, a natural hub for predinner drinks and beyond. The bartenders free-pour Moet Chandon pretty much any time of day, and happily chat up guests at the long counter, while any check-in business or settling of accounts happens in discreet alcoves at the back of the room. And that’s just the beginning.

The guest suites start at 35 square metres – large for a cruise ship – and all feature ocean-view balconies, walk-in closets and bathrooms with space for two. Handout

Why you should visit

There’s something about that new ship smell. The Explora I had its maiden voyage in August, 2023, and has a maximum capacity of only 922 guests and about 640 crew. Nearly every public space opens onto or showcases the water, and the windows are large, many floor to ceiling. The guest suites start at 35 square metres – large for a cruise ship – and all feature ocean-view balconies, walk-in closets and bathrooms with space for two, no jockeying for counter space required.

If you’re looking to cruise more sustainably, this ship might be for you. The company says the Explora I is equipped with catalytic reduction technology that reduces nitrogen oxide emissions from its fuel by 90 per cent. It also says the ship will eventually be retrofitted to use cleaner liquefied natural gas and hydrogen power. The ship has stabilizers to reduce noise pollution, and exterior illumination designed to reduce light pollution, both intended to minimize disturbance to marine life.

There are four pools, while the fitness centre spills over onto the top decks. Ivan Sarfatti/Handout

Room for improvement

The itinerary I sailed highlighted a few lesser-travelled Caribbean islands, including Dominica, Bonaire and Curacao. Explora Journeys promises immersive local experiences that go beyond the standard tour. But many excursions that sounded fascinating (ATV or dune buggy races on the beach? Why not! Mineral rich mud baths and mountaintop yoga? Take me there!) were cancelled on short notice.

What was available was limited. Sailing the Caribbean waters on a luxury catamaran, locally inspired lunch included, sounded fabulous – but it’s also something that many other cruise lines offer. In the end, I spent a morning on an antique Chinese junk, dipped my fins into the water for drift-snorkelling and sipped punch at a secret rum shack in a secluded forest. I’ll give the excursion team points for that. When I contacted the company for comment, I was told in an e-mail that many more destination experiences are now up and running successfully as planned.

The ship has more than a dozen drinking and dining spots. Handout

Since you’re in the neighbourhood

The ship itself is a destination. With four pools, and more than a dozen drinking and dining options – including Anthology, led by a Michelin-starred chef, where the tasting menu comes at an extra charge – there’s loads of choice. If you need a barista-made brew every morning, Crema Café's got the fresh-roasted beans. The Malt Whisky Bar on Deck 11 is a snug nightcap meeting spot, with entertaining bartenders, a cigar humidor and a soundtrack of sexy jazz. There’s also live music a few metres away at the Explora Lounge’s piano bar (afternoon tea is served by day), and a DJ spins nightly at Journeys Lounge, where there are also other live performances.

And no high-end ship would be without an immaculate spa and thermal suite. Except in this case the fitness centre, complete with Pilates reformers and gear by Technogym, isn’t relegated to below decks. It spills over onto the top decks, so guests can feel the wind in their hair while riding an outdoor stationary bike that faces the sea.

The designers eschewed more traditional cruise 'check-in' decks, and instead created a double-height entrance that also serves as a lobby bar. Handout

The takeaway

Explora I was designed to draw cruisers who are looking for a luxe alternative that sits somewhere between the big ships and smaller superyachts. The ship is nimble enough to navigate smaller ports throughout the Mediterranean and Caribbean, but still holds its own against the tides and makes ocean journeys just fine. It’s also one of the few major cruise ships with a woman at the helm, Captain Serena Melani.

For more details, visit explorajourneys.com Note: prices vary based on itinerary, location and date of travel.

The writer was a guest on Explora Journeys’ Explora I. The company did not review or approve the story before publication.

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This New Yacht Is Sailing to Gorgeous, Lesser-known Ports in the Caribbean Sea — and I Was on Board With 'Below Deck's' Chef Ben

E merald Cruises' new Emerald Sakara ship brings guests to smaller ports in the Caribbean and Mediterranean, with an onboard marina and the occasional Bravo-lebrity.

With a couple dozen guests looking on, chef Ben Robinson was showing how to slice and dice a fresh red snapper. “You kind of feel him — but you don’t fondle him,” said Robinson, the fan favorite from the Bravo reality show Below Deck, who’s always ready with a quip. As he pulled a perfect filet off the bone, he explained how to salt the fish and that there’s no more important relationship than the one you have with your fishmonger. “My advice is to always be friendly,” he noted. “I like to support my mom-and-pop [businesses]. If you become familiar with them, they’ll say, ‘Hey, I got this in this morning.’”

The cooking demo, which also featured a ceviche how-to and tips on knife sharpening, was one of many “Chef Ben” moments on my trip aboard Emerald Sakara . It’s the newest 100-passenger vessel from Emerald Cruises, which launched in the fall of 2023, a sibling vessel to the Emerald Azzurra .

During an eight-day voyage in March from San Juan, Puerto Rico, to St. John’s, Antigua and Barbuda, the reality personality was definitely one of the star attractions. Robinson spent several evenings in the galley, creating special dishes such as a panko-crusted veal striploin stuffed with pesto.

He also hosted a well-attended Q&A about his life in the kitchen — and spent plenty of time connecting with fans, many of whom booked the trip specifically to chop it up with Below Deck alum.

“We definitely booked because of Ben,” said Shannon Welnel , a Montana-based travel advisor who had lots of praise for his cuisine — and the yacht-like atmosphere on board the 100-passenger ship. Other guests I spoke with admitted they hadn’t seen much Below Deck, but were intrigued by the chance to chill with a Bravo-lebrity.

Emerald Sakara

• With a max of just 100 passengers, Emerald Sakara feels at times like a private yacht, with no lines and no crowds, and outstanding service from a highly experienced crew.
• Minimalist rooms recall the stripped down aesthetic of Miami Beach or Mykonos, Greece, with pops of color from Missoni Home accents and a sleek-yet-functional bathroom with plenty of storage space.
• While this small ship has but one restaurant and one poolside cafe, there’s plenty of choice when it comes to meals, whether you’re hitting the breakfast or lunch buffet or choosing from the dinner menu.
• The onboard marina, which is open in favorable weather conditions, offers watersports and swimming off the stern of the ship.
• Easy to understand and mostly inclusive pricing covers meals, beverages at mealtime, many tours, and surprisingly speedy Wi-Fi.

The intimate-ship vibe was also one reason the chef wanted to hop aboard. “This definitely has more of a yacht vibe than any other [ship] I've been on,” Robinson told me one afternoon. “A hundred passengers is not a lot,” he said. “I've been on boats with 2,500 passengers, and you really do feel like you're anonymous. But here, the service is great, and you really are treated as an individual and someone important. And you kind of lose that on the big boats.”

While Robinson doesn’t have immediate plans to join another Emerald cruise, he told me that there were plenty of parallels between his life on megayachts and what the Sakara offers its guests. “It’s been incredible,” he said.

I had to agree. The Sakara certainly has much to offer, both in spite of its smaller size and because of it. While it’s available to book by the cabin, like any cruise ship, it still manages to feel at times like a private yacht, particularly when it sails to less-commonly visited ports such as Culebra, on Puerto Rico, or St. Bart’s. In the latter, we dropped anchor near Eric Schmidt’s yacht, Whisper , and had the whole day to explore the glitzy island and its capital, Gustavia. (After a drive around in the morning, I managed to catch the beautiful sunset from the lovely little Shell Beach, right in town.)

“The benefit of being on a small cruise ship like this one is that we can enter small ports and areas where others can’t,” said Robert Kuznin, the captain of Sakara , who previously worked with several cruise lines, including Paul Gauguin, Seabourn, and Virgin Voyages. “For example, when we dropped anchor in Esperanza Bay,” he explained about our stop at the island of Vieques, “there were only two meters under the keel — and that was the shallowest I’ve ever been!”

The ability to go places that larger ships can’t was also on display one morning on St. Kitts, one of the final stops of my trip. It was still early in the morning, but already four mega-ships were docked in Basseterre, the island’s capital. Instead of tying up next to them on the busy cruise pier, we dropped anchor just off the beach in South Friar’s Bay, a long sweep of sand in the island’s southern reaches. There were no crowds to contend with, no paperwork hassles, no touts offering dodgy cab rides. A five-minute tender ride to the beach was all it took to meet our local guide. Time from leaving the breakfast buffet to our first stop? About 25 minutes. Even the most efficient mega-ship would struggle to make that happen — and they can’t drop anchor right off the one of the best beaches on the island. 

Other moments aboard Sakara felt like something out of Below Deck . One afternoon, I made my way to the yacht’s marina, a platform at the stern stocked with lounge chairs, refreshments, and water toys such as a floating trampoline and inflatable sea kayaks. I jumped off the stern into the Caribbean and then tried out the ship’s Seabob, a floating gadget that’s like a cross between a Jet Ski and an electric scooter.

As I continued my joy ride, I could see another vessel anchored just north of us. Turns out, it was David Geffen’s private yacht , Rising Sun . Of course, we were there first.

Here’s a closer look at all the amenities of the Emerald Sakara , which sails seasonally in coastal waters in the Caribbean and the Mediterranean Sea.

The Staterooms

Welcome to your starship: the stripped down, white-and-gray cabins on Sakara feel sci-fi chic, particularly when the accent lighting is switched on. They’re also, thankfully, spacious and super functional, with ample storage space (including a safe), a small minibar, a coffee station, and a clever headboard built-in that’s a great spot for your charging devices and water bottle. Most of the 50 rooms and suites have verandas; ocean-view staterooms are the exception. Bathrooms are just big enough, with plenty of storage, and are stocked with Espa products and a hair dryer. My cabin, 421, was a 300-square-foot balcony suite toward the aft of the ship on deck four: I never once heard noise from the surrounding cabins or in the hallway, though I did occasionally notice sounds and vibrations from the vessel, something that is common on even the largest of ships. A note on power plugs: my stateroom had U.S.-style outlets throughout as well as USB-A charging ports on either side of the bed, a nice touch.

Bars and Restaurants

Because Sakara is smaller than most cruise ships, it can’t compete on sheer volume of bars and restaurants. Still, the food on board is solid. La Cucina is the only true dining room, with both indoor and outdoor seating; it has somewhat limited hours compared to the round-the-clock dining options on bigger vessels. That being said, I certainly didn’t go hungry: a breakfast buffet is complemented by traditional à la minute options such as omelets and pancakes; lunch is also buffet style with a carving station. Dinner is more restaurant style, with options from an ever-changing daily menu plus always available classics such as Caesar salad, shrimp cocktail, grilled salmon, and spaghetti bolognese on offer. (Many dietary restrictions and preferences can be accommodated.)

On my voyage, chef Robinson put together several special plates, including what might’ve been the best dish of the week: a sesame-crusted seared yellowfin tuna with celeriac puree. The Below Deck star also put together a panko veal striploin roulade one night and, another evening, offered a citrus-cured hamachi with, in a touch of molecular gastronomy, “mango spheres.” Elsewhere on board, a poolside cafe, Aqua Café, has quick bites like burgers and flatbreads, as well as sweets and coffee pulled from a Cimbali espresso machine. The cocktails served in the Amici Lounge and the Sky Bar were consistently excellent, mixed by a talented team of pros who’ve previously worked on Seabourn ships and in some of Dubai’s top hotels. One weaker spot was the selection of wine on board: pours at mealtimes are included, but they didn’t rock my boat. A short list of “chairman’s wines,” available at extra cost, included a couple by-the-bottle finds such as 2013 vintage Cristal ($650) and some mid-tier Bordeaux and Burgundy options.

Where Emerald Sakara Sails

Though small, this ship isn’t an expedition yacht. Rather, it’s specifically designed for warm-weather coastal cruising, meaning it spends the lion’s share of its time in places such as the Caribbean and, in the Northern Hemisphere’s summer months, the Mediterranean. My trip aboard was spent entirely in the Leeward Islands of the Caribbean, where passages between ports were short and the seas were often calm. (We did occasionally encounter some swells of up to two meters, or 6.6 feet. I saw many guests wearing medicated patches to prevent motion sickness throughout the trip.) Sakara typically spends a season of several months in a given region, with a variety of cruise lengths offered, ranging from six to 24 days. In 2024, the ship will spend April through November in the Mediterranean. Sakara will return to the Caribbean at the end of the year, through April 2025.

Shore Excursions

Tours off the ship were a strong suit for Emerald, at least on my voyage. Most stops offered a variety of activities, ranging from a simple transfer to a nearby beach to a full-on, multi-hour tour. Usually, I found myself ashore with a very small group of folks — fewer than a dozen — and all the guides Emerald arranged were true pros. Passengers raved about a kayak paddle through the bioluminescent bay on Vieques, something I sadly didn’t try myself. I did, however, enjoy a short guided hike on the island of St. John, to the pristine beach along Salomon Bay, which was all but deserted. The organization of excursions felt flawless to me, thanks no doubt to the crew and shore excursion manager, Pilar Atencio. Worth a mention, too, were Atencio’s detailed briefings on what to expect each day. While these sorts of “port talks'' are common on ships of all sizes, they felt particularly useful on Sakara because of how intimate our groups were; many passengers made a point of attending the pre-dinner talks every night, for info on what to expect about our anchorage, historical background on each island, and detailed info about what each tour offering would entail.

Amenities and Entertainment

Call it small but mighty: Sakara has all the essentials, which is a bit of feat for a ship this size. A cozy spa has wellness and beauty treatments, as well as a small hairstyling and facial studio; morning yoga and stretching are available on deck. The fitness center, with a few cardio machines, a Peloton bike, and a variety of weights and other gear gets the job done. The smallish pool and a top-deck whirlpool were lovely — though I spent most of my time in the ocean: the Sakara ’s marina deck is a key feature, and it was open several afternoons during my trip. It’s like the greatest pool party you’ve ever been to, complete with piña coladas, sea kayaks, stand-up paddleboards, and a trampoline, right off the stern of the ship. It is, truly, as much fun as it sounds like, though it is subject to the whims of weather and ocean currents. Also available in some destinations are e-bikes from Gocycle, which are available on a first-come, first-served basis; during my trip, several guests gave them a spin on the island of Vieques. Sakara also carries a ton of snorkeling gear and beach towels, which passengers can borrow whenever they like. In terms of performances, this isn’t the vessel for Broadway-style shows, but guitarist Jamie Ferguson and voyage director Nathalie Millet added plenty of live music to the trip.

Family-friendly Offerings

The youngest passengers I spoke with on my cruise were in their 20s — and they were traveling with their parents. Sakara is perhaps the perfect ship for families traveling with adult children, since it offers such a diverse array of activities to suit different tastes and activity levels, while visiting intriguing destinations. The ship is also intimate enough that everybody can gather easily for meals — or a swim off the stern — without fighting the crowds common on larger vessels. On the other hand, Sakara is probably not the best choice for families with younger children: there’s no kid-specific programming, and you’re likely to be the only ones aboard with little ones. “Emerald Cruises yachts are recommended for people aged 12 and up, and they must be accompanied by and share a cabin with an adult aged 18 or [older],” a spokesperson shared with T+L.

Accessibility

Sakara is probably best described as somewhat accessible: the ship has elevators to all decks and the crew was, on my trip, very accommodating to those with mobility challenges. There are handrails throughout, and bathrooms feature shower grab bars. That being said, several areas of the ship — the outdoor dining terrace, for example — require navigating at least one step even once you’ve reached the deck in question by elevator. “Due to the nature and size of the ships, wheelchairs and scooters are not allowed to be used on board,” a spokesperson told T+L. When the ship is at anchor, it’s only possible to go ashore by tender or Zodiac, both of which could be challenging for those with limited mobility. As Emerald’s FAQ explains: “Guests with limited mobility will require help from a companion, since the crew is limited.” Also of note: many announcements are made only by loudspeaker with no hearing-impaired alternative.

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Crying Myself to Sleep on the Biggest Cruise Ship Ever

Seven agonizing nights aboard the Icon of the Seas

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Updated at 2:44 p.m. ET on April 6, 2024.

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MY FIRST GLIMPSE of Royal Caribbean’s Icon of the Seas, from the window of an approaching Miami cab, brings on a feeling of vertigo, nausea, amazement, and distress. I shut my eyes in defense, as my brain tells my optic nerve to try again.

The ship makes no sense, vertically or horizontally. It makes no sense on sea, or on land, or in outer space. It looks like a hodgepodge of domes and minarets, tubes and canopies, like Istanbul had it been designed by idiots. Vibrant, oversignifying colors are stacked upon other such colors, decks perched over still more decks; the only comfort is a row of lifeboats ringing its perimeter. There is no imposed order, no cogent thought, and, for those who do not harbor a totalitarian sense of gigantomania, no visual mercy. This is the biggest cruise ship ever built, and I have been tasked with witnessing its inaugural voyage.

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“Author embarks on their first cruise-ship voyage” has been a staple of American essay writing for almost three decades, beginning with David Foster Wallace’s “A Supposedly Fun Thing I’ll Never Do Again,” which was first published in 1996 under the title “Shipping Out.” Since then, many admirable writers have widened and diversified the genre. Usually the essayist commissioned to take to the sea is in their first or second flush of youth and is ready to sharpen their wit against the hull of the offending vessel. I am 51, old and tired, having seen much of the world as a former travel journalist, and mostly what I do in both life and prose is shrug while muttering to my imaginary dachshund, “This too shall pass.” But the Icon of the Seas will not countenance a shrug. The Icon of the Seas is the Linda Loman of cruise ships, exclaiming that attention must be paid. And here I am in late January with my one piece of luggage and useless gray winter jacket and passport, zipping through the Port of Miami en route to the gangway that will separate me from the bulk of North America for more than seven days, ready to pay it in full.

The aforementioned gangway opens up directly onto a thriving mall (I will soon learn it is imperiously called the “Royal Promenade”), presently filled with yapping passengers beneath a ceiling studded with balloons ready to drop. Crew members from every part of the global South, as well as a few Balkans, are shepherding us along while pressing flutes of champagne into our hands. By a humming Starbucks, I drink as many of these as I can and prepare to find my cabin. I show my blue Suite Sky SeaPass Card (more on this later, much more) to a smiling woman from the Philippines, and she tells me to go “aft.” Which is where, now? As someone who has rarely sailed on a vessel grander than the Staten Island Ferry, I am confused. It turns out that the aft is the stern of the ship, or, for those of us who don’t know what a stern or an aft are, its ass. The nose of the ship, responsible for separating the waves before it, is also called a bow, and is marked for passengers as the FWD , or forward. The part of the contemporary sailing vessel where the malls are clustered is called the midship. I trust that you have enjoyed this nautical lesson.

I ascend via elevator to my suite on Deck 11. This is where I encounter my first terrible surprise. My suite windows and balcony do not face the ocean. Instead, they look out onto another shopping mall. This mall is the one that’s called Central Park, perhaps in homage to the Olmsted-designed bit of greenery in the middle of my hometown. Although on land I would be delighted to own a suite with Central Park views, here I am deeply depressed. To sail on a ship and not wake up to a vast blue carpet of ocean? Unthinkable.

Allow me a brief preamble here. The story you are reading was commissioned at a moment when most staterooms on the Icon were sold out. In fact, so enthralled by the prospect of this voyage were hard-core mariners that the ship’s entire inventory of guest rooms (the Icon can accommodate up to 7,600 passengers, but its inaugural journey was reduced to 5,000 or so for a less crowded experience) was almost immediately sold out. Hence, this publication was faced with the shocking prospect of paying nearly $19,000 to procure for this solitary passenger an entire suite—not including drinking expenses—all for the privilege of bringing you this article. But the suite in question doesn’t even have a view of the ocean! I sit down hard on my soft bed. Nineteen thousand dollars for this .

The viewless suite does have its pluses. In addition to all the Malin+Goetz products in my dual bathrooms, I am granted use of a dedicated Suite Deck lounge; access to Coastal Kitchen, a superior restaurant for Suites passengers; complimentary VOOM SM Surf & Stream (“the fastest Internet at Sea”) “for one device per person for the whole cruise duration”; a pair of bathrobes (one of which comes prestained with what looks like a large expectoration by the greenest lizard on Earth); and use of the Grove Suite Sun, an area on Decks 18 and 19 with food and deck chairs reserved exclusively for Suite passengers. I also get reserved seating for a performance of The Wizard of Oz , an ice-skating tribute to the periodic table, and similar provocations. The very color of my Suite Sky SeaPass Card, an oceanic blue as opposed to the cloying royal purple of the standard non-Suite passenger, will soon provoke envy and admiration. But as high as my status may be, there are those on board who have much higher status still, and I will soon learn to bow before them.

In preparation for sailing, I have “priced in,” as they say on Wall Street, the possibility that I may come from a somewhat different monde than many of the other cruisers. Without falling into stereotypes or preconceptions, I prepare myself for a friendly outspokenness on the part of my fellow seafarers that may not comply with modern DEI standards. I believe in meeting people halfway, and so the day before flying down to Miami, I visited what remains of Little Italy to purchase a popular T-shirt that reads DADDY’S LITTLE MEATBALL across the breast in the colors of the Italian flag. My wife recommended that I bring one of my many T-shirts featuring Snoopy and the Peanuts gang, as all Americans love the beagle and his friends. But I naively thought that my meatball T-shirt would be more suitable for conversation-starting. “Oh, and who is your ‘daddy’?” some might ask upon seeing it. “And how long have you been his ‘little meatball’?” And so on.

I put on my meatball T-shirt and head for one of the dining rooms to get a late lunch. In the elevator, I stick out my chest for all to read the funny legend upon it, but soon I realize that despite its burnished tricolor letters, no one takes note. More to the point, no one takes note of me. Despite my attempts at bridge building, the very sight of me (small, ethnic, without a cap bearing the name of a football team) elicits no reaction from other passengers. Most often, they will small-talk over me as if I don’t exist. This brings to mind the travails of David Foster Wallace , who felt so ostracized by his fellow passengers that he retreated to his cabin for much of his voyage. And Wallace was raised primarily in the Midwest and was a much larger, more American-looking meatball than I am. If he couldn’t talk to these people, how will I? What if I leave this ship without making any friends at all, despite my T-shirt? I am a social creature, and the prospect of seven days alone and apart is saddening. Wallace’s stateroom, at least, had a view of the ocean, a kind of cheap eternity.

Worse awaits me in the dining room. This is a large, multichandeliered room where I attended my safety training (I was shown how to put on a flotation vest; it is a very simple procedure). But the maître d’ politely refuses me entry in an English that seems to verge on another language. “I’m sorry, this is only for pendejos ,” he seems to be saying. I push back politely and he repeats himself. Pendejos ? Piranhas? There’s some kind of P-word to which I am not attuned. Meanwhile elderly passengers stream right past, powered by their limbs, walkers, and electric wheelchairs. “It is only pendejo dining today, sir.” “But I have a suite!” I say, already starting to catch on to the ship’s class system. He examines my card again. “But you are not a pendejo ,” he confirms. I am wearing a DADDY’S LITTLE MEATBALL T-shirt, I want to say to him. I am the essence of pendejo .

Eventually, I give up and head to the plebeian buffet on Deck 15, which has an aquatic-styled name I have now forgotten. Before gaining entry to this endless cornucopia of reheated food, one passes a washing station of many sinks and soap dispensers, and perhaps the most intriguing character on the entire ship. He is Mr. Washy Washy—or, according to his name tag, Nielbert of the Philippines—and he is dressed as a taco (on other occasions, I’ll see him dressed as a burger). Mr. Washy Washy performs an eponymous song in spirited, indeed flamboyant English: “Washy, washy, wash your hands, WASHY WASHY!” The dangers of norovirus and COVID on a cruise ship this size (a giant fellow ship was stricken with the former right after my voyage) makes Mr. Washy Washy an essential member of the crew. The problem lies with the food at the end of Washy’s rainbow. The buffet is groaning with what sounds like sophisticated dishes—marinated octopus, boiled egg with anchovy, chorizo, lobster claws—but every animal tastes tragically the same, as if there was only one creature available at the market, a “cruisipus” bred specifically for Royal Caribbean dining. The “vegetables” are no better. I pick up a tomato slice and look right through it. It tastes like cellophane. I sit alone, apart from the couples and parents with gaggles of children, as “We Are Family” echoes across the buffet space.

I may have failed to mention that all this time, the Icon of the Seas has not left port. As the fiery mango of the subtropical setting sun makes Miami’s condo skyline even more apocalyptic, the ship shoves off beneath a perfunctory display of fireworks. After the sun sets, in the far, dark distance, another circus-lit cruise ship ruptures the waves before us. We glance at it with pity, because it is by definition a smaller ship than our own. I am on Deck 15, outside the buffet and overlooking a bunch of pools (the Icon has seven of them), drinking a frilly drink that I got from one of the bars (the Icon has 15 of them), still too shy to speak to anyone, despite Sister Sledge’s assertion that all on the ship are somehow related.

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The ship’s passage away from Ron DeSantis’s Florida provides no frisson, no sense of developing “sea legs,” as the ship is too large to register the presence of waves unless a mighty wind adds significant chop. It is time for me to register the presence of the 5,000 passengers around me, even if they refuse to register mine. My fellow travelers have prepared for this trip with personally decorated T-shirts celebrating the importance of this voyage. The simplest ones say ICON INAUGURAL ’24 on the back and the family name on the front. Others attest to an over-the-top love of cruise ships: WARNING! MAY START TALKING ABOUT CRUISING . Still others are artisanally designed and celebrate lifetimes spent married while cruising (on ships, of course). A couple possibly in their 90s are wearing shirts whose backs feature a drawing of a cruise liner, two flamingos with ostensibly male and female characteristics, and the legend “ HUSBAND AND WIFE Cruising Partners FOR LIFE WE MAY NOT HAVE IT All Together BUT TOGETHER WE HAVE IT ALL .” (The words not in all caps have been written in cursive.) A real journalist or a more intrepid conversationalist would have gone up to the couple and asked them to explain the longevity of their marriage vis-à-vis their love of cruising. But instead I head to my mall suite, take off my meatball T-shirt, and allow the first tears of the cruise to roll down my cheeks slowly enough that I briefly fall asleep amid the moisture and salt.

I WAKE UP with a hangover. Oh God. Right. I cannot believe all of that happened last night. A name floats into my cobwebbed, nauseated brain: “Ayn Rand.” Jesus Christ.

I breakfast alone at the Coastal Kitchen. The coffee tastes fine and the eggs came out of a bird. The ship rolls slightly this morning; I can feel it in my thighs and my schlong, the parts of me that are most receptive to danger.

I had a dangerous conversation last night. After the sun set and we were at least 50 miles from shore (most modern cruise ships sail at about 23 miles an hour), I lay in bed softly hiccupping, my arms stretched out exactly like Jesus on the cross, the sound of the distant waves missing from my mall-facing suite, replaced by the hum of air-conditioning and children shouting in Spanish through the vents of my two bathrooms. I decided this passivity was unacceptable. As an immigrant, I feel duty-bound to complete the tasks I am paid for, which means reaching out and trying to understand my fellow cruisers. So I put on a normal James Perse T-shirt and headed for one of the bars on the Royal Promenade—the Schooner Bar, it was called, if memory serves correctly.

I sat at the bar for a martini and two Negronis. An old man with thick, hairy forearms drank next to me, very silent and Hemingwaylike, while a dreadlocked piano player tinkled out a series of excellent Elton John covers. To my right, a young white couple—he in floral shorts, she in a light, summery miniskirt with a fearsome diamond ring, neither of them in football regalia—chatted with an elderly couple. Do it , I commanded myself. Open your mouth. Speak! Speak without being spoken to. Initiate. A sentence fragment caught my ear from the young woman, “Cherry Hill.” This is a suburb of Philadelphia in New Jersey, and I had once been there for a reading at a synagogue. “Excuse me,” I said gently to her. “Did you just mention Cherry Hill? It’s a lovely place.”

As it turned out, the couple now lived in Fort Lauderdale (the number of Floridians on the cruise surprised me, given that Southern Florida is itself a kind of cruise ship, albeit one slowly sinking), but soon they were talking with me exclusively—the man potbellied, with a chin like a hard-boiled egg; the woman as svelte as if she were one of the many Ukrainian members of the crew—the elderly couple next to them forgotten. This felt as groundbreaking as the first time I dared to address an American in his native tongue, as a child on a bus in Queens (“On my foot you are standing, Mister”).

“I don’t want to talk politics,” the man said. “But they’re going to eighty-six Biden and put Michelle in.”

I considered the contradictions of his opening conversational gambit, but decided to play along. “People like Michelle,” I said, testing the waters. The husband sneered, but the wife charitably put forward that the former first lady was “more personable” than Joe Biden. “They’re gonna eighty-six Biden,” the husband repeated. “He can’t put a sentence together.”

After I mentioned that I was a writer—though I presented myself as a writer of teleplays instead of novels and articles such as this one—the husband told me his favorite writer was Ayn Rand. “Ayn Rand, she came here with nothing,” the husband said. “I work with a lot of Cubans, so …” I wondered if I should mention what I usually do to ingratiate myself with Republicans or libertarians: the fact that my finances improved after pass-through corporations were taxed differently under Donald Trump. Instead, I ordered another drink and the couple did the same, and I told him that Rand and I were born in the same city, St. Petersburg/Leningrad, and that my family also came here with nothing. Now the bonding and drinking began in earnest, and several more rounds appeared. Until it all fell apart.

Read: Gary Shteyngart on watching Russian television for five days straight

My new friend, whom I will refer to as Ayn, called out to a buddy of his across the bar, and suddenly a young couple, both covered in tattoos, appeared next to us. “He fucking punked me,” Ayn’s frat-boy-like friend called out as he put his arm around Ayn, while his sizable partner sizzled up to Mrs. Rand. Both of them had a look I have never seen on land—their eyes projecting absence and enmity in equal measure. In the ’90s, I drank with Russian soldiers fresh from Chechnya and wandered the streets of wartime Zagreb, but I have never seen such undisguised hostility toward both me and perhaps the universe at large. I was briefly introduced to this psychopathic pair, but neither of them wanted to have anything to do with me, and the tattooed woman would not even reveal her Christian name to me (she pretended to have the same first name as Mrs. Rand). To impress his tattooed friends, Ayn made fun of the fact that as a television writer, I’d worked on the series Succession (which, it would turn out, practically nobody on the ship had watched), instead of the far more palatable, in his eyes, zombie drama of last year. And then my new friends drifted away from me into an angry private conversation—“He punked me!”—as I ordered another drink for myself, scared of the dead-eyed arrivals whose gaze never registered in the dim wattage of the Schooner Bar, whose terrifying voices and hollow laughs grated like unoiled gears against the crooning of “Goodbye Yellow Brick Road.”

But today is a new day for me and my hangover. After breakfast, I explore the ship’s so-called neighborhoods . There’s the AquaDome, where one can find a food hall and an acrobatic sound-and-light aquatic show. Central Park has a premium steak house, a sushi joint, and a used Rolex that can be bought for $8,000 on land here proudly offered at $17,000. There’s the aforementioned Royal Promenade, where I had drunk with the Rands, and where a pair of dueling pianos duel well into the night. There’s Surfside, a kids’ neighborhood full of sugary garbage, which looks out onto the frothy trail that the behemoth leaves behind itself. Thrill Island refers to the collection of tubes that clutter the ass of the ship and offer passengers six waterslides and a surfing simulation. There’s the Hideaway, an adult zone that plays music from a vomit-slathered, Brit-filled Alicante nightclub circa 1996 and proves a big favorite with groups of young Latin American customers. And, most hurtfully, there’s the Suite Neighborhood.

I say hurtfully because as a Suite passenger I should be here, though my particular suite is far from the others. Whereas I am stuck amid the riffraff of Deck 11, this section is on the highborn Decks 16 and 17, and in passing, I peek into the spacious, tall-ceilinged staterooms from the hallway, dazzled by the glint of the waves and sun. For $75,000, one multifloor suite even comes with its own slide between floors, so that a family may enjoy this particular terror in private. There is a quiet splendor to the Suite Neighborhood. I see fewer stickers and signs and drawings than in my own neighborhood—for example, MIKE AND DIANA PROUDLY SERVED U.S. MARINE CORPS RETIRED . No one here needs to announce their branch of service or rank; they are simply Suites, and this is where they belong. Once again, despite my hard work and perseverance, I have been disallowed from the true American elite. Once again, I am “Not our class, dear.” I am reminded of watching The Love Boat on my grandmother’s Zenith, which either was given to her or we found in the trash (I get our many malfunctioning Zeniths confused) and whose tube got so hot, I would put little chunks of government cheese on a thin tissue atop it to give our welfare treat a pleasant, Reagan-era gooeyness. I could not understand English well enough then to catch the nuances of that seafaring program, but I knew that there were differences in the status of the passengers, and that sometimes those differences made them sad. Still, this ship, this plenty—every few steps, there are complimentary nachos or milkshakes or gyros on offer—was the fatty fuel of my childhood dreams. If only I had remained a child.

I walk around the outdoor decks looking for company. There is a middle-aged African American couple who always seem to be asleep in each other’s arms, probably exhausted from the late capitalism they regularly encounter on land. There is far more diversity on this ship than I expected. Many couples are a testament to Loving v. Virginia , and there is a large group of folks whose T-shirts read MELANIN AT SEA / IT’S THE MELANIN FOR ME . I smile when I see them, but then some young kids from the group makes Mr. Washy Washy do a cruel, caricatured “Burger Dance” (today he is in his burger getup), and I think, Well, so much for intersectionality .

At the infinity pool on Deck 17, I spot some elderly women who could be ethnic and from my part of the world, and so I jump in. I am proved correct! Many of them seem to be originally from Queens (“Corona was still great when it was all Italian”), though they are now spread across the tristate area. We bond over the way “Ron-kon-koma” sounds when announced in Penn Station.

“Everyone is here for a different reason,” one of them tells me. She and her ex-husband last sailed together four years ago to prove to themselves that their marriage was truly over. Her 15-year-old son lost his virginity to “an Irish young lady” while their ship was moored in Ravenna, Italy. The gaggle of old-timers competes to tell me their favorite cruising stories and tips. “A guy proposed in Central Park a couple of years ago”—many Royal Caribbean ships apparently have this ridiculous communal area—“and she ran away screaming!” “If you’re diamond-class, you get four drinks for free.” “A different kind of passenger sails out of Bayonne.” (This, perhaps, is racially coded.) “Sometimes, if you tip the bartender $5, your next drink will be free.”

“Everyone’s here for a different reason,” the woman whose marriage ended on a cruise tells me again. “Some people are here for bad reasons—the drinkers and the gamblers. Some people are here for medical reasons.” I have seen more than a few oxygen tanks and at least one woman clearly undergoing very serious chemo. Some T-shirts celebrate good news about a cancer diagnosis. This might be someone’s last cruise or week on Earth. For these women, who have spent months, if not years, at sea, cruising is a ritual as well as a life cycle: first love, last love, marriage, divorce, death.

Read: The last place on Earth any tourist should go

I have talked with these women for so long, tonight I promise myself that after a sad solitary dinner I will not try to seek out company at the bars in the mall or the adult-themed Hideaway. I have enough material to fulfill my duties to this publication. As I approach my orphaned suite, I run into the aggro young people who stole Mr. and Mrs. Rand away from me the night before. The tattooed apparitions pass me without a glance. She is singing something violent about “Stuttering Stanley” (a character in a popular horror movie, as I discover with my complimentary VOOM SM Surf & Stream Internet at Sea) and he’s loudly shouting about “all the money I’ve lost,” presumably at the casino in the bowels of the ship.

So these bent psychos out of a Cormac McCarthy novel are angrily inhabiting my deck. As I mewl myself to sleep, I envision a limited series for HBO or some other streamer, a kind of low-rent White Lotus , where several aggressive couples conspire to throw a shy intellectual interloper overboard. I type the scenario into my phone. As I fall asleep, I think of what the woman who recently divorced her husband and whose son became a man through the good offices of the Irish Republic told me while I was hoisting myself out of the infinity pool. “I’m here because I’m an explorer. I’m here because I’m trying something new.” What if I allowed myself to believe in her fantasy?

“YOU REALLY STARTED AT THE TOP,” they tell me. I’m at the Coastal Kitchen for my eggs and corned-beef hash, and the maître d’ has slotted me in between two couples. Fueled by coffee or perhaps intrigued by my relative youth, they strike up a conversation with me. As always, people are shocked that this is my first cruise. They contrast the Icon favorably with all the preceding liners in the Royal Caribbean fleet, usually commenting on the efficiency of the elevators that hurl us from deck to deck (as in many large corporate buildings, the elevators ask you to choose a floor and then direct you to one of many lifts). The couple to my right, from Palo Alto—he refers to his “porn mustache” and calls his wife “my cougar” because she is two years older—tell me they are “Pandemic Pinnacles.”

This is the day that my eyes will be opened. Pinnacles , it is explained to me over translucent cantaloupe, have sailed with Royal Caribbean for 700 ungodly nights. Pandemic Pinnacles took advantage of the two-for-one accrual rate of Pinnacle points during the pandemic, when sailing on a cruise ship was even more ill-advised, to catapult themselves into Pinnacle status.

Because of the importance of the inaugural voyage of the world’s largest cruise liner, more than 200 Pinnacles are on this ship, a startling number, it seems. Mrs. Palo Alto takes out a golden badge that I have seen affixed over many a breast, which reads CROWN AND ANCHOR SOCIETY along with her name. This is the coveted badge of the Pinnacle. “You should hear all the whining in Guest Services,” her husband tells me. Apparently, the Pinnacles who are not also Suites like us are all trying to use their status to get into Coastal Kitchen, our elite restaurant. Even a Pinnacle needs to be a Suite to access this level of corned-beef hash.

“We’re just baby Pinnacles,” Mrs. Palo Alto tells me, describing a kind of internal class struggle among the Pinnacle elite for ever higher status.

And now I understand what the maître d’ was saying to me on the first day of my cruise. He wasn’t saying “ pendejo .” He was saying “Pinnacle.” The dining room was for Pinnacles only, all those older people rolling in like the tide on their motorized scooters.

And now I understand something else: This whole thing is a cult. And like most cults, it can’t help but mirror the endless American fight for status. Like Keith Raniere’s NXIVM, where different-colored sashes were given out to connote rank among Raniere’s branded acolytes, this is an endless competition among Pinnacles, Suites, Diamond-Plusers, and facing-the-mall, no-balcony purple SeaPass Card peasants, not to mention the many distinctions within each category. The more you cruise, the higher your status. No wonder a section of the Royal Promenade is devoted to getting passengers to book their next cruise during the one they should be enjoying now. No wonder desperate Royal Caribbean offers (“FINAL HOURS”) crowded my email account weeks before I set sail. No wonder the ship’s jewelry store, the Royal Bling, is selling a $100,000 golden chalice that will entitle its owner to drink free on Royal Caribbean cruises for life. (One passenger was already gaming out whether her 28-year-old son was young enough to “just about earn out” on the chalice or if that ship had sailed.) No wonder this ship was sold out months before departure , and we had to pay $19,000 for a horrid suite away from the Suite Neighborhood. No wonder the most mythical hero of Royal Caribbean lore is someone named Super Mario, who has cruised so often, he now has his own working desk on many ships. This whole experience is part cult, part nautical pyramid scheme.

From the June 2014 issue: Ship of wonks

“The toilets are amazing,” the Palo Altos are telling me. “One flush and you’re done.” “They don’t understand how energy-efficient these ships are,” the husband of the other couple is telling me. “They got the LNG”—liquefied natural gas, which is supposed to make the Icon a boon to the environment (a concept widely disputed and sometimes ridiculed by environmentalists).

But I’m thinking along a different line of attack as I spear my last pallid slice of melon. For my streaming limited series, a Pinnacle would have to get killed by either an outright peasant or a Suite without an ocean view. I tell my breakfast companions my idea.

“Oh, for sure a Pinnacle would have to be killed,” Mr. Palo Alto, the Pandemic Pinnacle, says, touching his porn mustache thoughtfully as his wife nods.

“THAT’S RIGHT, IT’S your time, buddy!” Hubert, my fun-loving Panamanian cabin attendant, shouts as I step out of my suite in a robe. “Take it easy, buddy!”

I have come up with a new dressing strategy. Instead of trying to impress with my choice of T-shirts, I have decided to start wearing a robe, as one does at a resort property on land, with a proper spa and hammam. The response among my fellow cruisers has been ecstatic. “Look at you in the robe!” Mr. Rand cries out as we pass each other by the Thrill Island aqua park. “You’re living the cruise life! You know, you really drank me under the table that night.” I laugh as we part ways, but my soul cries out, Please spend more time with me, Mr. and Mrs. Rand; I so need the company .

In my white robe, I am a stately presence, a refugee from a better limited series, a one-man crossover episode. (Only Suites are granted these robes to begin with.) Today, I will try many of the activities these ships have on offer to provide their clientele with a sense of never-ceasing motion. Because I am already at Thrill Island, I decide to climb the staircase to what looks like a mast on an old-fashioned ship (terrified, because I am afraid of heights) to try a ride called “Storm Chasers,” which is part of the “Category 6” water park, named in honor of one of the storms that may someday do away with the Port of Miami entirely. Storm Chasers consists of falling from the “mast” down a long, twisting neon tube filled with water, like being the camera inside your own colonoscopy, as you hold on to the handles of a mat, hoping not to die. The tube then flops you down headfirst into a trough of water, a Royal Caribbean baptism. It both knocks my breath out and makes me sad.

In keeping with the aquatic theme, I attend a show at the AquaDome. To the sound of “Live and Let Die,” a man in a harness gyrates to and fro in the sultry air. I saw something very similar in the back rooms of the famed Berghain club in early-aughts Berlin. Soon another harnessed man is gyrating next to the first. Ja , I think to myself, I know how this ends. Now will come the fisting , natürlich . But the show soon devolves into the usual Marvel-film-grade nonsense, with too much light and sound signifying nichts . If any fisting is happening, it is probably in the Suite Neighborhood, inside a cabin marked with an upside-down pineapple, which I understand means a couple are ready to swing, and I will see none of it.

I go to the ice show, which is a kind of homage—if that’s possible—to the periodic table, done with the style and pomp and masterful precision that would please the likes of Kim Jong Un, if only he could afford Royal Caribbean talent. At one point, the dancers skate to the theme song of Succession . “See that!” I want to say to my fellow Suites—at “cultural” events, we have a special section reserved for us away from the commoners—“ Succession ! It’s even better than the zombie show! Open your minds!”

Finally, I visit a comedy revue in an enormous and too brightly lit version of an “intimate,” per Royal Caribbean literature, “Manhattan comedy club.” Many of the jokes are about the cruising life. “I’ve lived on ships for 20 years,” one of the middle-aged comedians says. “I can only see so many Filipino homosexuals dressed as a taco.” He pauses while the audience laughs. “I am so fired tonight,” he says. He segues into a Trump impression and then Biden falling asleep at the microphone, which gets the most laughs. “Anyone here from Fort Leonard Wood?” another comedian asks. Half the crowd seems to cheer. As I fall asleep that night, I realize another connection I have failed to make, and one that may explain some of the diversity on this vessel—many of its passengers have served in the military.

As a coddled passenger with a suite, I feel like I am starting to understand what it means to have a rank and be constantly reminded of it. There are many espresso makers , I think as I look across the expanse of my officer-grade quarters before closing my eyes, but this one is mine .

A shocking sight greets me beyond the pools of Deck 17 as I saunter over to the Coastal Kitchen for my morning intake of slightly sour Americanos. A tiny city beneath a series of perfectly pressed green mountains. Land! We have docked for a brief respite in Basseterre, the capital of St. Kitts and Nevis. I wolf down my egg scramble to be one of the first passengers off the ship. Once past the gangway, I barely refrain from kissing the ground. I rush into the sights and sounds of this scruffy island city, sampling incredible conch curry and buckets of non-Starbucks coffee. How wonderful it is to be where God intended humans to be: on land. After all, I am neither a fish nor a mall rat. This is my natural environment. Basseterre may not be Havana, but there are signs of human ingenuity and desire everywhere you look. The Black Table Grill Has been Relocated to Soho Village, Market Street, Directly Behind of, Gary’s Fruits and Flower Shop. Signed. THE PORK MAN reads a sign stuck to a wall. Now, that is how you write a sign. A real sign, not the come-ons for overpriced Rolexes that blink across the screens of the Royal Promenade.

“Hey, tie your shoestring!” a pair of laughing ladies shout to me across the street.

“Thank you!” I shout back. Shoestring! “Thank you very much.”

A man in Independence Square Park comes by and asks if I want to play with his monkey. I haven’t heard that pickup line since the Penn Station of the 1980s. But then he pulls a real monkey out of a bag. The monkey is wearing a diaper and looks insane. Wonderful , I think, just wonderful! There is so much life here. I email my editor asking if I can remain on St. Kitts and allow the Icon to sail off into the horizon without me. I have even priced a flight home at less than $300, and I have enough material from the first four days on the cruise to write the entire story. “It would be funny …” my editor replies. “Now get on the boat.”

As I slink back to the ship after my brief jailbreak, the locals stand under umbrellas to gaze at and photograph the boat that towers over their small capital city. The limousines of the prime minister and his lackeys are parked beside the gangway. St. Kitts, I’ve been told, is one of the few islands that would allow a ship of this size to dock.

“We hear about all the waterslides,” a sweet young server in one of the cafés told me. “We wish we could go on the ship, but we have to work.”

“I want to stay on your island,” I replied. “I love it here.”

But she didn’t understand how I could possibly mean that.

“WASHY, WASHY, so you don’t get stinky, stinky!” kids are singing outside the AquaDome, while their adult minders look on in disapproval, perhaps worried that Mr. Washy Washy is grooming them into a life of gayness. I heard a southern couple skip the buffet entirely out of fear of Mr. Washy Washy.

Meanwhile, I have found a new watering hole for myself, the Swim & Tonic, the biggest swim-up bar on any cruise ship in the world. Drinking next to full-size, nearly naked Americans takes away one’s own self-consciousness. The men have curvaceous mom bodies. The women are equally un-shy about their sprawling physiques.

Today I’ve befriended a bald man with many children who tells me that all of the little trinkets that Royal Caribbean has left us in our staterooms and suites are worth a fortune on eBay. “Eighty dollars for the water bottle, 60 for the lanyard,” the man says. “This is a cult.”

“Tell me about it,” I say. There is, however, a clientele for whom this cruise makes perfect sense. For a large middle-class family (he works in “supply chains”), seven days in a lower-tier cabin—which starts at $1,800 a person—allow the parents to drop off their children in Surfside, where I imagine many young Filipina crew members will take care of them, while the parents are free to get drunk at a swim-up bar and maybe even get intimate in their cabin. Cruise ships have become, for a certain kind of hardworking family, a form of subsidized child care.

There is another man I would like to befriend at the Swim & Tonic, a tall, bald fellow who is perpetually inebriated and who wears a necklace studded with little rubber duckies in sunglasses, which, I am told, is a sort of secret handshake for cruise aficionados. Tomorrow, I will spend more time with him, but first the ship docks at St. Thomas, in the U.S. Virgin Islands. Charlotte Amalie, the capital, is more charming in name than in presence, but I still all but jump off the ship to score a juicy oxtail and plantains at the well-known Petite Pump Room, overlooking the harbor. From one of the highest points in the small city, the Icon of the Seas appears bigger than the surrounding hills.

I usually tan very evenly, but something about the discombobulation of life at sea makes me forget the regular application of sunscreen. As I walk down the streets of Charlotte Amalie in my fluorescent Icon of the Seas cap, an old Rastafarian stares me down. “Redneck,” he hisses.

“No,” I want to tell him, as I bring a hand up to my red neck, “that’s not who I am at all. On my island, Mannahatta, as Whitman would have it, I am an interesting person living within an engaging artistic milieu. I do not wish to use the Caribbean as a dumping ground for the cruise-ship industry. I love the work of Derek Walcott. You don’t understand. I am not a redneck. And if I am, they did this to me.” They meaning Royal Caribbean? Its passengers? The Rands?

“They did this to me!”

Back on the Icon, some older matrons are muttering about a run-in with passengers from the Celebrity cruise ship docked next to us, the Celebrity Apex. Although Celebrity Cruises is also owned by Royal Caribbean, I am made to understand that there is a deep fratricidal beef between passengers of the two lines. “We met a woman from the Apex,” one matron says, “and she says it was a small ship and there was nothing to do. Her face was as tight as a 19-year-old’s, she had so much surgery.” With those words, and beneath a cloudy sky, humidity shrouding our weathered faces and red necks, we set sail once again, hopefully in the direction of home.

THERE ARE BARELY 48 HOURS LEFT to the cruise, and the Icon of the Seas’ passengers are salty. They know how to work the elevators. They know the Washy Washy song by heart. They understand that the chicken gyro at “Feta Mediterranean,” in the AquaDome Market, is the least problematic form of chicken on the ship.

The passengers have shed their INAUGURAL CRUISE T-shirts and are now starting to evince political opinions. There are caps pledging to make America great again and T-shirts that celebrate words sometimes attributed to Patrick Henry: “The Constitution is not an instrument for the government to restrain the people; it is an instrument for the people to restrain the government.” With their preponderance of FAMILY FLAG FAITH FRIENDS FIREARMS T-shirts, the tables by the crepe station sometimes resemble the Capitol Rotunda on January 6. The Real Anthony Fauci , by Robert F. Kennedy Jr., appears to be a popular form of literature, especially among young men with very complicated versions of the American flag on their T-shirts. Other opinions blend the personal and the political. “Someone needs to kill Washy guy, right?” a well-dressed man in the elevator tells me, his gray eyes radiating nothing. “Just beat him to death. Am I right?” I overhear the male member of a young couple whisper, “There goes that freak” as I saunter by in my white spa robe, and I decide to retire it for the rest of the cruise.

I visit the Royal Bling to see up close the $100,000 golden chalice that entitles you to free drinks on Royal Caribbean forever. The pleasant Serbian saleslady explains that the chalice is actually gold-plated and covered in white zirconia instead of diamonds, as it would otherwise cost $1 million. “If you already have everything,” she explains, “this is one more thing you can get.”

I believe that anyone who works for Royal Caribbean should be entitled to immediate American citizenship. They already speak English better than most of the passengers and, per the Serbian lady’s sales pitch above, better understand what America is as well. Crew members like my Panamanian cabin attendant seem to work 24 hours a day. A waiter from New Delhi tells me that his contract is six months and three weeks long. After a cruise ends, he says, “in a few hours, we start again for the next cruise.” At the end of the half a year at sea, he is allowed a two-to-three-month stay at home with his family. As of 2019, the median income for crew members was somewhere in the vicinity of $20,000, according to a major business publication. Royal Caribbean would not share the current median salary for its crew members, but I am certain that it amounts to a fraction of the cost of a Royal Bling gold-plated, zirconia-studded chalice.

And because most of the Icon’s hyper-sanitized spaces are just a frittata away from being a Delta lounge, one forgets that there are actual sailors on this ship, charged with the herculean task of docking it in port. “Having driven 100,000-ton aircraft carriers throughout my career,” retired Admiral James G. Stavridis, the former NATO Supreme Allied Commander Europe, writes to me, “I’m not sure I would even know where to begin with trying to control a sea monster like this one nearly three times the size.” (I first met Stavridis while touring Army bases in Germany more than a decade ago.)

Today, I decide to head to the hot tub near Swim & Tonic, where some of the ship’s drunkest reprobates seem to gather (the other tubs are filled with families and couples). The talk here, like everywhere else on the ship, concerns football, a sport about which I know nothing. It is apparent that four teams have recently competed in some kind of finals for the year, and that two of them will now face off in the championship. Often when people on the Icon speak, I will try to repeat the last thing they said with a laugh or a nod of disbelief. “Yes, 20-yard line! Ha!” “Oh my God, of course, scrimmage.”

Soon we are joined in the hot tub by the late-middle-age drunk guy with the duck necklace. He is wearing a bucket hat with the legend HAWKEYES , which, I soon gather, is yet another football team. “All right, who turned me in?” Duck Necklace says as he plops into the tub beside us. “I get a call in the morning,” he says. “It’s security. Can you come down to the dining room by 10 a.m.? You need to stay away from the members of this religious family.” Apparently, the gregarious Duck Necklace had photobombed the wrong people. There are several families who present as evangelical Christians or practicing Muslims on the ship. One man, evidently, was not happy that Duck Necklace had made contact with his relatives. “It’s because of religious stuff; he was offended. I put my arm around 20 people a day.”

Everyone laughs. “They asked me three times if I needed medication,” he says of the security people who apparently interrogated him in full view of others having breakfast.

Another hot-tub denizen suggests that he should have asked for fentanyl. After a few more drinks, Duck Necklace begins to muse about what it would be like to fall off the ship. “I’m 62 and I’m ready to go,” he says. “I just don’t want a shark to eat me. I’m a huge God guy. I’m a Bible guy. There’s some Mayan theory squaring science stuff with religion. There is so much more to life on Earth.” We all nod into our Red Stripes.

“I never get off the ship when we dock,” he says. He tells us he lost $6,000 in the casino the other day. Later, I look him up, and it appears that on land, he’s a financial adviser in a crisp gray suit, probably a pillar of his North Chicago community.

THE OCEAN IS TEEMING with fascinating life, but on the surface it has little to teach us. The waves come and go. The horizon remains ever far away.

I am constantly told by my fellow passengers that “everybody here has a story.” Yes, I want to reply, but everybody everywhere has a story. You, the reader of this essay, have a story, and yet you’re not inclined to jump on a cruise ship and, like Duck Necklace, tell your story to others at great pitch and volume. Maybe what they’re saying is that everybody on this ship wants to have a bigger, more coherent, more interesting story than the one they’ve been given. Maybe that’s why there’s so much signage on the doors around me attesting to marriages spent on the sea. Maybe that’s why the Royal Caribbean newsletter slipped under my door tells me that “this isn’t a vacation day spent—it’s bragging rights earned.” Maybe that’s why I’m so lonely.

Today is a big day for Icon passengers. Today the ship docks at Royal Caribbean’s own Bahamian island, the Perfect Day at CocoCay. (This appears to be the actual name of the island.) A comedian at the nightclub opined on what his perfect day at CocoCay would look like—receiving oral sex while learning that his ex-wife had been killed in a car crash (big laughter). But the reality of the island is far less humorous than that.

One of the ethnic tristate ladies in the infinity pool told me that she loved CocoCay because it had exactly the same things that could be found on the ship itself. This proves to be correct. It is like the Icon, but with sand. The same tired burgers, the same colorful tubes conveying children and water from Point A to B. The same swim-up bar at its Hideaway ($140 for admittance, no children allowed; Royal Caribbean must be printing money off its clientele). “There was almost a fight at The Wizard of Oz ,” I overhear an elderly woman tell her companion on a chaise lounge. Apparently one of the passengers began recording Royal Caribbean’s intellectual property and “three guys came after him.”

I walk down a pathway to the center of the island, where a sign reads DO NOT ENTER: YOU HAVE REACHED THE BOUNDARY OF ADVENTURE . I hear an animal scampering in the bushes. A Royal Caribbean worker in an enormous golf cart soon chases me down and takes me back to the Hideaway, where I run into Mrs. Rand in a bikini. She becomes livid telling me about an altercation she had the other day with a woman over a towel and a deck chair. We Suites have special towel privileges; we do not have to hand over our SeaPass Card to score a towel. But the Rands are not Suites. “People are so entitled here,” Mrs. Rand says. “It’s like the airport with all its classes.” “You see,” I want to say, “this is where your husband’s love of Ayn Rand runs into the cruelties and arbitrary indignities of unbridled capitalism.” Instead we make plans to meet for a final drink in the Schooner Bar tonight (the Rands will stand me up).

Back on the ship, I try to do laps, but the pool (the largest on any cruise ship, naturally) is fully trashed with the detritus of American life: candy wrappers, a slowly dissolving tortilla chip, napkins. I take an extra-long shower in my suite, then walk around the perimeter of the ship on a kind of exercise track, past all the alluring lifeboats in their yellow-and-white livery. Maybe there is a dystopian angle to the HBO series that I will surely end up pitching, one with shades of WALL-E or Snowpiercer . In a collapsed world, a Royal Caribbean–like cruise liner sails from port to port, collecting new shipmates and supplies in exchange for the precious energy it has on board. (The actual Icon features a new technology that converts passengers’ poop into enough energy to power the waterslides . In the series, this shitty technology would be greatly expanded.) A very young woman (18? 19?), smart and lonely, who has only known life on the ship, walks along the same track as I do now, contemplating jumping off into the surf left by its wake. I picture reusing Duck Necklace’s words in the opening shot of the pilot. The girl is walking around the track, her eyes on the horizon; maybe she’s highborn—a Suite—and we hear the voice-over: “I’m 19 and I’m ready to go. I just don’t want a shark to eat me.”

Before the cruise is finished, I talk to Mr. Washy Washy, or Nielbert of the Philippines. He is a sweet, gentle man, and I thank him for the earworm of a song he has given me and for keeping us safe from the dreaded norovirus. “This is very important to me, getting people to wash their hands,” he tells me in his burger getup. He has dreams, as an artist and a performer, but they are limited in scope. One day he wants to dress up as a piece of bacon for the morning shift.

THE MAIDEN VOYAGE OF THE TITANIC (the Icon of the Seas is five times as large as that doomed vessel) at least offered its passengers an exciting ending to their cruise, but when I wake up on the eighth day, all I see are the gray ghosts that populate Miami’s condo skyline. Throughout my voyage, my writer friends wrote in to commiserate with me. Sloane Crosley, who once covered a three-day spa mini-cruise for Vogue , tells me she felt “so very alone … I found it very untethering.” Gideon Lewis-Kraus writes in an Instagram comment: “When Gary is done I think it’s time this genre was taken out back and shot.” And he is right. To badly paraphrase Adorno: After this, no more cruise stories. It is unfair to put a thinking person on a cruise ship. Writers typically have difficult childhoods, and it is cruel to remind them of the inherent loneliness that drove them to writing in the first place. It is also unseemly to write about the kind of people who go on cruises. Our country does not provide the education and upbringing that allow its citizens an interior life. For the creative class to point fingers at the large, breasty gentlemen adrift in tortilla-chip-laden pools of water is to gather a sour harvest of low-hanging fruit.

A day or two before I got off the ship, I decided to make use of my balcony, which I had avoided because I thought the view would only depress me further. What I found shocked me. My suite did not look out on Central Park after all. This entire time, I had been living in the ship’s Disneyland, Surfside, the neighborhood full of screaming toddlers consuming milkshakes and candy. And as I leaned out over my balcony, I beheld a slight vista of the sea and surf that I thought I had been missing. It had been there all along. The sea was frothy and infinite and blue-green beneath the span of a seagull’s wing. And though it had been trod hard by the world’s largest cruise ship, it remained.

This article appears in the May 2024 print edition with the headline “A Meatball at Sea.” When you buy a book using a link on this page, we receive a commission. Thank you for supporting The Atlantic.