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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:-

SOUTH. Get ready for adventure when you step on board the 180' mega yacht South. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie or game in the sky lounge, working out in the Techno gym with an amazing view, or enjoying the on deck Jacuzzi and watersports. See SOUTH:-

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:-

LIQUID SKY. The 67' sailing catamaran Liquid Sky was launched in 2024 by Fountaine Pajot. With four cabins, she accommodates as many as eight guests, and offers a number of places for you to hang out and enjoy the journey, including on the bow soaking in the in deck Jacuzzi, up on the flybridge taking in the views, or on the aft deck with al fresco dining. See LIQUID SKY:-

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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Caribbean Yacht Charters

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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 .

Jost Van Dyke

Yachts for Charter in the Caribbean

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

DREAM | From EUR€ 2,000,000/wk

95m LURSSEN MEGA YACHT | From EUR€ 1,600,000/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

ROMEA | From EUR€ 1,100,000/wk

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

PHOENIX 2 | From EUR€ 1,000,000/wk

O'PARI | From EUR€ 1,000,000/wk

Caribbean Yacht News

37m luxury explorer yacht OCULUS brand ...

37m Gulf Craft Majesty superyacht ...

65m superyacht ETERNITY available for ...

36m motor yacht Moonshine launched from ...

The caribbean yacht charter specials, special offer location: caribbean/bahamas.

TC | From US$ 149,900.00/wk

15% discount location: caribbean.

AMIGOS | From US$ 250,750.00/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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793  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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Explore the Caribbean

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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 $1,068,000 p/week ♦︎

115m Lurssen

115m   2021

from $2,831,000 p/w eek ♦︎

Black Pearl 14

105m Oceanco

105m   2018

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $758,000 p/w eek ♦︎

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,534,000 p/w eek ♦︎

97m Feadship

97m   2017/2022

from $1,715,000 p/w eek ♦︎

CC-Summer 12

95m Lurssen

from $1,732,000 p/w eek ♦︎

from $1,286,000 p/w eek ♦︎

93m Feadship

from $1,501,000 p/w eek ♦︎

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,068,000 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

from $1,303,000 p/w eek ♦︎

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 $531,000 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   2018/2024

from $980,000 p/w eek ♦︎

Victorious 12

85m Ak Yachts

from $871,000 p/w eek ♦︎

Le Ponant 32

84m   1990/2022

from $488,000 p/w eek ♦︎

Savannah 12

84m Feadship

84m   2015/2020

from $1,072,000 p/w eek ♦︎

Alfa Nero 12

81m Oceanco

81m   2007/2021

from $728,000 p/w eek *

Elements 12

80m Yachtley

from $859,000 p/w eek ♦︎

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 $811,000 p/w eek ♦︎

from $480,000 p/w eek

Huntress 12

76m Lurssen

76m   2009/2022

from $725,000 p/w eek

75m Admiral Yachts

from $965,000 p/w eek ♦︎

75m Feadship

from $900,000 p/w eek *

75m Abeking & Rasmussen

from $880,000 p/w eek

Starburst IV 12

from $983,000 p/w eek ♦︎

74m Nobiskrug

74m   2008/2013

from $561,000 p/w eek ♦︎

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus 12

73m Picchiotti

from $818,000 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 $594,000 p/w eek ♦︎

69m Feadship

69m   2012/2019

from $610,000 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 Alloy Yachts

67m   2011/2019

from $354,000 p/w eek ♦︎

67m Benetti

from $680,000 p/w eek

67m Shadow Marine

67m   2007/2008

from $120,000 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

64m Benetti

64m   2009/2015

from $425,000 p/w eek

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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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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St. thomas, virgin islands, tel: 340-774-5630.

Email: [email protected]

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LUXURY YACHT CHARTERS & SAILING VACATIONS

All-Inclusive Yacht Charters

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.

Kayak, snorkel, sail, scuba dive, paddle-board, fish, island hop, or simply relax aboard a Caribbean yacht charter. We’ve listed just a few reasons below:

Fully Crewed, Catered & Private Sailing Yacht Charters Tailored for You & Your Guests

• Private Sailing Vacation
• Create Your Own Custom Itinerary
• Visit Untouched Islands
• Different Caribbean Destinations
• Unforgettable Memories
• Fully Prepared Meals by Your Own Private Chef
• Underwater Adventures with Sea Life

We Look Forward to Welcoming You Aboard!

Explore Destinations like the British Virgin Islands, St. John, Grenadines, Bahamas, and St. Marten!

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.  For more information, please visit our: Frequently Asked Questions.

Choose a vessel from our inventory:

FEATURED YACHT CHARTERS

• Sleeps 12 Guests
• 7 Kings, 1 Twin

• 157′ Mega Yacht
• 2 Kings, 2 Queens,
• 2 Doubles, 2 Twins, 2 pullman

• Sleeps 8 Guests
• 3 Queens, 1 Twin

BLUE HORIZON

• Sleeps 6 Guests
• 2 Kings, 1 Queen

POPULAR YACHT DESTINATIONS

Other Yacht Charter Destinations

• Florida Key’s
• St. Thomas, USVI
• British Virgin Islands

DAY CHARTER BOAT RENTALS

Scout in the Virgin Islands

Full-day charters 9:30 – 4:30 PM. US Virgin Islands or the British Virgin Islands $1800. Bar hop or visit exclusive beaches while you stop and snorkel along the way!

Our 38′ Scout comfortably holds 6+ passengers, allowing plenty of room to lay out on the sun deck or relax in the shade while enjoying a drink and listening to your favorite music.

1/2 Day or Full Day Charters

• Captain and Crew
• Complementary snorkel equipment and fins
• Coolers stocked with Ice, water and assorted beer.
• Abundance of cushioned seating and lounging areas in shade or sun.
• Dry storage for your personal items and gear.
• Full size restroom
• All required USCG approved safety equipment, and extra features not required by law.
• Food, Liquor, Fuel and Crew Gratuity is NOT included.

Fishing in the Virgin Islands

Everyday is a great day to book a fishing excursion. We can give you the fishing trip of a lifetime. Whether you are an experienced fisherman or just getting started the  mahi-mahi, tuna, wahoo, and big marlin await.

We have all the latest and best fishing gear, outriggers, navigation and sonar, along with some of the best and most experienced captains in the islands. Whether you choose a half day (3.5 hours) or a full day (7 hours) off shore trip, you’re guaranteed to have a good time.

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Book with the Caribbean specialists. For over 19 years we have been a leading yacht charter brokerage connecting groups like yours with the best crewed yachts available for charter in the Caribbean including the Virgin Islands / BVIs / USVIs, Leewards, Grenadines and Bahamas.

Utilize out firsthand knowledge about available charter yachts, crews and locations to book the best yacht and crew for your budget and travel style.

Start planning your vacation today!

Sail away to white sand beaches, consistent Caribbean trade winds, clear blue water, sheltered island bays great for cruising, world-class dive sites, award winning yachts and crew, and sunshine every day of the year.

Power Yachts

Specials and last minute discounts:.

These crewed catamaran charter specials are available for new reservations sailing from St Thomas or Tortola in the Virgin Islands, or elsewhere in the Caribbean. Contact us now for further information and a no-obligation quote.

See all of the current crewed yacht charter specials and discounts.

Our customers say it best. Check out their feedback.

Stephen M, aboard Catamaran Salty Dog , February 2024  sailing the Virgin Islands

Max M, aboard Catamaran Moon Shadow , February 2024  sailing the British Virgin Islands

Mackie M, aboard Catamaran Gambit , January 2024  sailing the British Virgin Islands

> See all of our crewed yacht charter reviews

Caribbean Yacht Charter Vacations

A crewed Caribbean yacht charter offers you the freedom to explore this tropical paradise without limits and at your own pace.

With accommodation, a professional captain, a personal chef, all meals, cocktails, wine, beer, snacks, fuel, equipment, and water toys included, few other vacations offer such an extraordinary experience and value.

Itineraries are completely flexible within your cruising area. Sail the diverse US and British Virgin Islands, the undeveloped and resort islands of the Caribbean Grenadines, or charter a luxury power yacht to cruise St. Martin, St. Barts, and Antigua in the Caribbean Leeward Islands.

Sailing Direction's charter brokers help you book a private crewed yacht in the Caribbean for any group size and budget. Whether you're looking for a family sailing vacation, a couple's adventure holiday, a BVI yacht charter, or a honeymoon or anniversary celebration - we've got you covered for an unforgettable crewed yacht charter experience.

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Our Featured Fully Crewed Yachts

Featured yachts.

catamarans · 2023 · 10 gUESTS · 5 cabins · 80 ft.

catamarans · 2023 · 8 gUESTS · 4 cabins · 80 ft.

TWIN FLAME 77

Catamarans · 2019 · 8 guests · 4 cabins · 77 ft..

catamarans · 2024 · 8 gUESTS · 4 cabins · 77 ft.

C'EST LA VIE

Catamarans · 2022 · 8 guests · 4 cabins · 67 ft..

catamarans · 2021 · 8 gUESTS · 4 cabins · 67 ft.

JUSTIFIED HORIZONS

Catamarans · 2021 · 10 guests · 5 cabins · 65 ft..

catamarans · 2023 · 8 gUESTS · 4 cabins · 65 ft.

catamarans · 2024 · 10 gUESTS · 5 cabins · 65 ft.

catamarans · 2021 · 8 gUESTS · 4 cabins · 61 ft.

PORT TO VINO Samana 59

Catamarans · 2023 · 8 guests · 4 cabins · 59 ft..

catamarans · 2016 · 6 gUESTS · 3 cabins · 56 ft.

catamarans · 2024 · 8 gUESTS · 4 cabins · 55 ft.

ISLAND HOPPIN' 55

Yacht types & options, discover our yachts.

Luxurious and comfortable, these catamarans offer spaciousness, stability, and privacy with multiple cabins, ideal for family or group charters.

Combining speed with luxury, powered catamarans are perfect for efficient island exploration, featuring modern amenities and stability for family or group adventures.

Synonymous with speed and elegance, motor yachts provide a sophisticated and fast sea journey, equipped with luxurious amenities for comfortable, stylish exploration.

Monohull Sailing Yachts

Monohull sailing yachts offer a classic, wind-powered adventure with exciting heeling while sailing. They embody charm, traditional features, and a unique character.

Choose Your Adventure

Find the perfect place.

Discover the British Virgin Islands with Carefree Yacht Charters. They offer tailored, private yacht experiences, leveraging their extensive knowledge of the region. The BVI charms with its natural beauty, ideal for a variety of activities.

Enjoy exceptional snorkeling and diving, vibrant coral reefs, and diverse marine life. Water sports enthusiasts will love kayaking, paddleboarding, and sailing. On land, explore scenic hiking trails and unique attractions like The Baths. Relax on picturesque beaches and savor local Caribbean cuisine.

US Virgin Islands

The US Virgin Islands (USVI) offers a blend of natural beauty and vibrant culture. These islands are a paradise for yacht enthusiasts, with crystal-clear waters ideal for snorkeling, diving, and other water activities. The picturesque island of St. John is a gem, not to be missed.

Indulge in the rich history, enjoy local Caribbean cuisine, and explore the lush, scenic landscapes. The USVI's blend of serene beaches, bustling towns, and protected coves makes it an ideal spot for those seeking a diverse and enriching locale to explore.

St. Maarten | St. Barts

St. Maarten/St. Barts offers a captivating yacht charter experience, combining Caribbean allure with chic European charm. Saint Maarten, with its dual Dutch and French influence, is renowned for fine dining and its Euro-style beaches. The waters around the islands are ideal for snorkeling, and a range of water sports. St. Barts adds a touch of French luxury, with pristine beaches and exclusive boutiques.

This region is a perfect mix for those seeking adventure, relaxation, and a taste of unique cultural blends on their yacht journey.

The Grenadines, a jewel in the Caribbean, offer a unique yachting experience. Known for their unspoiled beauty, these islands boast crystal clear waters, perfect for snorkeling and exploration. A haven for sailing enthusiasts, you'll enjoy serene anchorages plus a new island each day. Ashore, quaint villages, pristine beaches, plus local culture and cuisine await.

The blend of natural tranquility and authentic island culture makes the Grenadines an ideal choice for those seeking a peaceful yet adventurous experience.

The Bahamas, with its stunning azure waters and myriad islands, provide an idyllic setting like none other. This tropical paradise offers an array of activities from snorkeling in crystal-clear waters to exploring vibrant coral reefs and rich marine life. The stretch of unspoiled islands and beaches that make up the Exumas, are known for their relaxed atmosphere, allowing visitors to truly unwind.

With a blend of adventure and tranquility, the Bahamas is a perfect choice for those seeking a picturesque and serene destination.

Embrace Carefree Journeys, Customized Bliss

Select your ideal yacht experience.

Whether you're seeking a tranquil family escape or a spirited getaway with friends, our customized, all-inclusive yacht experiences are perfectly crafted in order to turn your vacation dreams into reality.

Family-Friendly Adventures - Cherished Memories Await

Embark on a family charter where adventurous fun, attention to safety, and unforgettable experiences merge, creating magical moments for every member of your family.

Group Charters - Unite, Explore, Celebrate

Experience the ultimate group adventure on our charters, where friends or colleagues can connect and create lasting memories amidst the breathtaking beauty of the islands.

Adventure Charters - Embark on a Sea of Excitement

Set sail on an adventure charter designed for thrill-seekers, featuring an array of dynamic water sports and exploration activities that promise fun and excitement.

Why Choose Us

25 years of crafting exceptional yacht charters.

Each charter with us offers an experience of a lifetime, where every detail is carefully curated to ensure unparalleled comfort and exclusivity. Our skilled crews dedicate themselves to your service, promising a seamless adventure that transcends the ordinary.

exceptional experiences

“i couldn’t wait to email you it was by far everyone's “best vacation ever”. this is coming from people that have been to amazing destinations and five star resorts, etc. i had high expectations coming in because of the reviews but this was all exceeded", “let me describe our charter in one word: "unbelievable." this was our first catamaran charter, but i can definitely say it won't be our last. thanks for all your help and guidance and we will contact you again when we plan our next charter.", "i just wanted to reach out and thank you one more time for everything. i think you truly helped us pick the perfect boat for us. we really appreciate the level of service you provided. it made it all so easy", frequently asked questions.

Explore our Frequently Asked Questions to find helpful insights and answers, ensuring a smooth and informed planning process for your ultimate yachting experience.

What Is A Crewed Yacht Charter?

A crewed yacht charter is an exclusive vacation experience aboard a private yacht, complete with a dedicated crew. They personalize your itinerary based on your activities of interest and dining preferences. Whether you wish for an adventurous journey or a relaxed getaway, the choice is entirely up to you.

Why Use A Yacht Charter Broker?

A yacht charter broker offers invaluable, unbiased, and professional advice. They are knowledgeable about the yachts, crews, and destinations they recommend. Brokers, especially those affiliated with organizations like CYBA (Charter Yacht Brokers Association), adhere to stringent ethical and fiduciary standards.

How Early Should I Book A Crewed Charter?

Booking early is highly recommended, as popular yachts and crews can be reserved months in advance, especially during holidays and spring break. To ensure you get your preferred yacht and crew, we suggest planning your charter 6 to 12 months ahead, or even earlier.

How Do I Book A Crewed Yacht Charter?

Booking with Carefree Yacht Charters involves a simple 3-step process: selecting a suitable yacht and crew, placing a hold on your chosen yacht while discussing contract and travel details, and finalizing your charter with a signed contract and deposit.

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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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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.

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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.

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All-Inclusive Crewed Yacht Charters

It's time to getaway relax escape cruise, all inclusive crewed yacht charters, british virgin islands | bahamas | st. martin | st. barts | the grenadines.

Starting at $28,000 p/wk

Starting at $120,000 p/wk

WHISKEY BUSINESS

Starting at $12,700 p/wk

Starting at $27,000 p/wk

ALL INCLUSIVE

Crewed caribbean yacht charters, sheer yachting is a no charge booking concierge service for all-inclusive private, crewed yacht charters in the caribbean. each yacht has a permanent crew of at least 2 (captain & chef) or more depending on the size and amenities available onboard. your crew provides top luxury service, prepares all meals, and handles the yacht’s course. the knowledge of these experienced crew members make all the difference when perfecting a yacht vacation., sheer luxury, in any destination, from the alluring waters of the british virgin islands to the volcanic peaks of the grenadines, our crewed caribbean yacht charters are available wherever your bucket list takes you., what to expect, on your crewed charter yacht, our luxury charter yachts in the caribbean bring you an ultimate, all-inclusive vacation aboard your own private yacht. each of our boats is complete with a professional captain and gourmet chef. enjoy spacious accommodations, personalized itinerary, and premium amenities for your closest friends and family..

Many yacht rentals in the Caribbean rely heavily on charter yacht brokers, like Sheer Yachting, to book charters and handle the entire booking process. Finding an experienced and professional yacht charter broker is key, and this service comes at absolutely no charge to you!

Your sheer yachting charter broker, michelle, will facilitate the entire booking process between you and the caribbean yacht charter of your choice. with hundreds of yachts throughout the area to choose from, your broker’s extensive insight is pertinent to finding the perfect crewed charter yacht for your needs., check out our blog ....

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Booking is easy, with sheer yachting, find your yacht.

Let us know what you're looking for and we will find you the perfect match! We will contact the yachts to confirm pricing & availability.

Lock in your Dates

Reserve your charter dates by telling your broker to place a complimentary 10 day hold on the yacht of your choice.

sign a contract

Confirm your charter by signing a standard charter agreement and paying a 25% deposit. Then, do you happy dance; you're booked!

Get ready to go!

Fill out a preference sheet provided by your broker so your crew can stock the yacht with all of your favorite foods & drinks!

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What does 'All Inclusive' mean?

All inclusive rates typically include: all your breakfasts, lunches, dinners, snacks and Standard Ship's Bar, which includes your alcoholic and non alcoholic beverages. Excluded are airport transfers costs, onshore excursions and tours, as well as any food or beverages purchased ashore. Although optional, crew gratuity is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

What does 'Plus Expenses' mean?

Included are the Yacht and its onboard equipment as well as the Captain, Chef and Crew’s services.Excluded are food and beverages, fuel for the yacht and its tender, any dockage, airport transfers costs, onshore excursions and tours, as well as any cruising permits, licenses and other charter related expenses. Crew gratuity, although optional is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

The Best Crewed Yachts ‍ For Your Perfect Vacation.

Plan Your Next Adventure

Book an unforgettable yacht charter vacation.

Sail Play Dine Yacht Charters is here to help you plan a trip you’ll never forget. Experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed charter yacht in the US and British Virgin Islands, Bahamas, and beyond! We take care of your every need to match you with the right boat and crew at the best rate guaranteed. We offer a large range of boats that suit every budget and our trusted service comes at no extra cost to you!

How it Works

Tell us about your perfect vacation. Destination, preferences, budget, who will be joining you, and what you would like to see and do.

Our team will be in touch with an initial proposal that we’ll refine together. The yacht charter vacation proposal will include our top recommendations tailor-made to match your interests.

Once you decide on your preferred yacht, we can put a complementary hold to secure your dates while you finalize your travel plans. Complete your reservation by paying a deposit fee.

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Plus Expenses

Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

All Inclusive

All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

Book with Confidence.

This was one of the very best trips we’ve ever taken and by far the best vacation we’ve taken in the Caribbean.  We have been to many islands and resorts over the last 30 years; all wonderful experiences, but pale in comparison to this vacation.

Beatriz was great in assisting us to choose the right catamaran for 8 of us including two kids on relative short notice and very helpful In answering all kinds of question about the boat, the crew , contract and the possible route.Definitely recommend you use their expertise in choosing your boat and crew  as I will also do the next time I do a charter in the islands .

Jorge Canellas

Fabiola took all the time I needed to choose the perfect yacht vacation for my friends and I for my special birthday.  In the end, all of my needs were met and we had the vacation of a lifetime.  She was extremely patient in explaining all the ins and outs and what to look for as I was choosing the perfect yacht and I so appreciate that.  She also made all the paperwork and pre-vacation planning a breeze.  Thank you Sail Play Dine Yacht Charters!

Esther Kuznetz

Beatriz & Sail Play Dine was wonderful to work with. Top notch service and answered my endless questions regarding this type of vacation that was completely new to me. I highly recommend them!

Karen Skayhan

Why Choose Sail Play Dine?

Our trusted service comes at no extra cost to you! Our commission is paid by the yacht owner and there is no additional cost to you.

Our recommendations are personalized and hand selected. We look forward to working with you to make the right choice.

We are with you every step of the way. Before, during and after your vacation, to make sure it is unforgettable. We are available 24/7 by phone, text, whatsapp, social media or email. Or you could send us a message in a bottle, and we’d respond to that.

Where would you like to go

Incredible destinations, tailored to your dream vacation.

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Frequently Asked Questions

Absolutely! In fact, we recommend it. This type of vacation is typically booked 12-18 months in advance, especially when booking during school vacation (Spring Break) and holidays (Christmas and NYE).

Yes, you can! While most charter yacht pricing is based on a weeklong charter, some yachts offer daily rates, allowing you to customize the duration of your trip. However, please note that some yachts may apply a surcharge for charters shorter than 6 nights. The flexibility of charter durations varies by yacht. We’ll discuss your specific needs and give you recommendations.

The Caribbean is a great destination year-round. Temperatures range from around 79°F in December to March to around 84°F from May to October. Winds are slightly higher in winter, and rates may be higher during holiday weeks, particularly from Thanksgiving through Easter. Christmas and New Year's charters are often booked well in advance.

It's unlikely. The rates on Sail Play Dine are provided directly by the charter yacht management. We are promptly informed of any discounts or special offers. Our team at Sail Play Dine maintains strong relationships with all yacht agents. If you're looking for a better rate, contact us, and we'll work with the agents on your behalf to explore available options.

Crewed yacht charters range from $20,000 to $100,000 per week, depending on the yacht's size, age, and capacity. Fees may be all-inclusive or include additional running expenses and APA (Advanced Provisioning Allowance) for luxury motor yachts.

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Caribbean motor yacht.

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

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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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BVI Yacht Charters

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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Don't take our word for it, just some of our over 1000 great testimonials..

Ready, Set, Sail

We were a team of four, and we booked a sailboat last minute with the expert help from the staff at BVI Yacht Charters. They were incredibly helpful and professional, and were invested in getting us on a boat and afloat in short order! The staff, the vessel, the weather, and the winds were a dream. ... Read More »

Perfect from start to finish

The title says it all. This was my first time chartering a boat anywhere ever and I cannot imagine having had a better experience. From check in to check out everyone at BVIYC was extremely friendly, helpful and knowledgeable and the boat was in absolutely perfect shape. I am counting down the days ... Read More »

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READY. SET. SAIL THE FLORIDA KEYS

At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Crewed and Bareboat Charter, ASA Sailing Instruction and Yacht Management. Experience the best of sailing the Florida Keys with a well maintained fleet of yachts, local knowledge and expertise, a warm island welcome and the personal touches of a luxury yacht charter.

Captained Charter

Sit back, relax, and let the professionals do all the work. Charter the yacht of your choice and connect with one of our experienced crew for your carefree sailing vacation in the Florida Keys. Want a full-service chef, we can help with that too!

Learn to Sail

Let us show you the ropes. Do you dream of owning or bareboat chartering your own sailing yacht one day? We are an accredited ASA Sailing School offering fully private courses for high quality one on one time with your instructor. Customize your itinerary and turn your Florida Keys sailing vacation into a great educational opportunity for you and your family.

Bareboat Charter

Raise the sails. With a bareboat charter i f you have the experience, then enjoy the freedom of captaining your own yacht on your own Florida Keys adventure. Explore our fleet of sailing monohulls and catamarans.

Yacht Management

If you are dreaming of enjoying the luxury of keeping your yacht in paradise then join our curated fleet of well maintained charter yachts. We will be happy to consult with you about our yacht management options in the Florida Keys.

[email protected] 305-934-5295

KEEP IN TOUCH

Destination and charter fleet updates, special offers, and more

Call Us Today 1 (844) 410-SAIL (7245)

Provisioned Charters for Discriminating Guests

Tell Us Where You Want To Go – We Will Plan The Rest.

Sailing Yacht Charters

Celebrate life with a journey on the water. We help you find a boat & Captain to fit your budget and needs. Plan a getaway.

Yacht Sales

We are licensed and bonded Yacht brokers specializing in the in catamarans by Bali. While our home port is Florida our boats travel From Florida to New England and Back each year to offer qualified buyers the “try before you buy” experience through a variety of charter programs

Captain Services

Buying or selling a boat? Let us help you coordinate your sea trial, survey, and delivery. Tell us what you need. We are here to help. 

About Sailicity Yacht Sales & Charter

Let your journey begin with Sailicity with all-inclusive sailing experiences. We foster the spirit of sailing and craft personalized and unique voyages tailored to discriminating guests. Tell us where you want to go, and we will plan the rest. We partner with an array of dynamic fleets designed to combine luxury lifestyle and the travel freedom of a memorable sailing experience. We have the privilege to provide guests with alternative social gatherings by hosting socially distant events on the sea, making all feel safe and exclusive.

Our Charter Concierge will craft private charters from half-day, weekend, or up to 14-day voyages. We have multiple types of charters; that sail anywhere in Florida along the Atlantic coast in the spring and fall with our Summer base in New England and our Winter Home in the Caribbean. Sailicity’s concierge service removes the headaches of planning and will take care of all the small details with industry-leading experts.

Our mission is to provide you the sailing experience of your dream. Make an appointment to speak to a Charter Concierge at no cost.

Contact a Charter Concierge to Learn More

Your Charter Concierge will help you create an experience you and your family will never forget. Celebrating a special occasion? Take the family on vacation? Explore incredible sights you can only see by water? We are here to help!

Celebrate Life with us on the Water

We amplified the concept of micro weddings with the creation of Weddings on the Water. Our venue focuses on personalized details for a brief ceremony at anchor for the bride and groom and up to 10 additional guests. 

We will provide wedding planning services, coordinating Florist, Videographer, Photographer, and Caterers to create a memorable experience. The Ceremony can be followed by cruises to resort destinations around Florida’s Gulf.

It took years of planning and effort to get to this point in your life.  There is no better way to celebrate and say thank you to the people who helped you get here. Your day has come, and we strive to meet all your expectations when planning your retirement holiday. 

Your celebration may be a catered dinner and sunset sail or a weeklong excursion, combining sailing, golf, dining, and tennis as we traverse Florida’s Gulf coast and visit some of our finest resorts.

Birthdays & more

Celebrate the time of your life with the people you love aboard a well-appointed crew yacht. Whether it is a milestone or not, let our special event planner help you celebrate in style. 

We will suggest menu options and provision for day cruises for up to 12 guests or overnight retreats for up to three couples. It can be the most memorable celebration of life.   Birthday yacht charters originate from the Vinoy Marina in St. Petersburg, FL, or Key Bight in Key West.

Why Sailicity Charters & Yacht Sales?

We remove the headaches of planning and will take care of the small details with industry-leading experts. We pride ourselves on taking the time to listen to your needs because WE CARE & have a passion for sailing.

We offer the chance to climb aboard the best boats from world-class manufacturers. Our boats combine maximum comfort blended with high performance.

It takes years of experience to know the different types of sailing vessels and how to determine which one is best for you. We are here to guide you to ensure you receive the best value on the type of boat you want.

We’re sailors. We are here to give you a sailing charter experience you will never forget. Start planning your sail today.

The possibilities are endless! Our beautiful Bali Catamarans are always based at ports during high season in the region. Our Concierge Service will help you plan your sailing adventure and build itineraries that are all about you.

A bareboat charter or demise charter is an arrangement for the chartering or hiring of a ship or boat, whereby no crew or provisions are included as part of the agreement; instead, the people who rent the vessel from the owner are responsible for taking care of such things. We are happy to arrange bareboat charters for qualified sailors who choose to go it alone. However, our specialty is to help you connect with knowledgeable captains and competent crew members to enhance your sailing experience by organizing your provisioning, planning your sailing itineraries, helping you manage meals and the galley and keeping you safe during your sailing adventure. Learn More .

Learn more about yacht ownership here .