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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
Remember When
162ft / 48m
Sweet Escape
130ft / 39m
116ft / 34m
Caribbean Catamaran Charters
105ft / 31m
Serenity Now
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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766 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 $1,078,000 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 $762,000 p/w eek ♦︎
Carinthia VII 12
97m Lurssen
97m 2002/2023
from $1,525,000 p/w eek ♦︎
97m Feadship
97m 2017/2022
from $1,742,000 p/w eek ♦︎
Madsummer 12
95m Lurssen
from $1,307,000 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 $1,078,000 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
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 $539,000 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 $981,000 p/w eek ♦︎
Victorious 12
85m Ak Yachts
from $871,000 p/w eek ♦︎
Le Ponant 32
84m 1990/2022
from $496,000 p/w eek ♦︎
Savannah 12
84m Feadship
84m 2015/2020
from $1,089,000 p/w eek ♦︎
Alfa Nero 12
81m Oceanco
81m 2007/2021
from $728,000 p/w eek *
Sea Eagle 11
81m Royal Huisman
81m 2020/2022
from $599,000 p/w eek ♦︎
Elements 12
80m Yachtley
from $872,000 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 $817,000 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
from $980,000 p/w eek ♦︎
75m Feadship
from $900,000 p/w eek *
75m Abeking & Rasmussen
from $880,000 p/w eek
from $991,000 p/w eek ♦︎
74m Nobiskrug
74m 2008/2013
from $566,000 p/w eek ♦︎
73m Delta Marine
73m 2006/2015
from $525,000 p/w eek
Nautilus 12
73m Picchiotti
from $816,000 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 $593,000 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
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 *
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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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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.
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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.
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Our customers say it best. Check out their feedback.
The crew was wonderful. Kayla and Chris fit in with our family perfectly and made us feel comfortable and at home aboard Felix. Their humor and knowledge were both greatly appreciated!
The food was fantastic; Chris truly spoiled us! I personally have a challenging diet with several allergies and he made sure every meal felt complete vs feeling like an “allergy friendly” meal. And it was all delicious!
The yacht was very comfortable and clean. It had all of the accommodations we needed - nothing was missing... I enjoyed the various different viewpoints to sit or lounge at while we went from island to island.
Kress S, aboard Catamaran Felix , November 2023 sailing the Virgin Islands
Melody D, aboard Catamaran Excess , January 2023 sailing the British Virgin Islands
Mathieu C, aboard Catamaran Cashmere , December 2022 sailing the Caribbean Leeward 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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CARIBBEAN YACHT CHARTERS
Caribbean yacht charters, is synonym to tropical paradise and an excellent sailing destination. White sandy beaches, clear waters and palm trees make Caribbean bareboat charter an unforgettable sailing experience. Islands surrounded by the Atlantic Ocean and Caribbean sea, provide numerous destinations.
Rent a Boat in Caribbean: 1297 Available
Robertson caine 51 pc power boat charter (2015).
from 23-Mar to 30-Mar 24
Rent a boat Oceanis 43 (2009) in Grenada
Sailboat Dufour 412 GL (2018) for rent in Antigua
from 17-Aug to 24-Aug 24
Dufour 412 GL sailboat charter (2018)
Rent a boat Dufour 390 GL (2019) in Guadeloupe
Sailboat Dufour 460 GL (2018) for rent in Guadeloupe
Dufour 425 GL sailboat charter (2012)
from 01-Jun to 08-Jun 24
Rent a boat Dufour 460 GL (2018) in Guadeloupe
Sailboat Dufour 390 GL (2019) for rent in Antigua
Oceanis 41.1 sailboat charter (2018)
Caribbean Yacht Charter Reviews with 12knots
Matthew Gunnison
“Thanks for helping to coordinate!”
It was terrific, thanks. Sail Marine is a great outfit. Thanks for helping to coordinate! Best, Matt
YACHT CHARTERS
Flori Grottoli
“Spanish Virgin Islands are stunning / March 2019 / Puerto Rico / Dufour 412”
The experience was beautiful and the Spanish Virgin Islands are stunning! Even though we started off with a few setbacks (had to switch boats because of technical issues), the marina made good and was very accommodating....they did the very best they…
Greg Spalek
United States
“Relied on 12knots' team for 3 of my voyages”
I've relied on this 12knots' team for 3 of my voyages (Mexico, Tahiti and Croatia). Their website is very good to browse and they stand behind their portal. They are always fast to respond to questions/concerns. It is always a pleasure to deal with J…
Ven Dobrinov
“Everything was perfect!”
Dear Grigory, Everything was perfect! Thank you :) Please see the attached photo.
“Everyone had a very nice time”
Thank you - it was a really nice experience. You were very helpful during our departure and arrival. The boat was amazing, well outfitted, and everyone had a very nice time. I'll be sure to send you some photos over the weekend. We also have some dro…
“Everything was fine”
Every time I ordered a boat using 12 knots everything was fine. Every question was answered, support provided.
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Sailing Around Windward and Leeward Islands of the Caribbean
The Caribbean covers a huge region of widely spread islands 2,000 miles (3,218 km) long.
The larger ones have become sovereign countries with broad range of amenities for sailors, while the smaller ones still preserve its untouched rural charm and tranquility.
From the western tip of Cuba to the Leewards in the east, then south to the top of South America and along Venezuela’s north coast – this chain of islands has created a hook-like shape around the Caribbean Sea. Location like this is always an enticing bait for sailing - perfect climate and array of diverse cultures, customs, cuisines and experiences, water sports and an unlimited number of other attractions.
Planning sailing vacations in Caribbean, you may wish to consider these groupings of the islands as points of your itinerary, as they contain many popular cruising areas and harbor stops. There is no doubt that in the scope of Caribbean bareboat or skippered yacht charters both groups have their charms and countless reasons to explore, which definitely makes it a great sailing destination.
Caribbean yacht rentals
12 Knots offers eleven yacht charter bases in the Caribbean region, each with unique individual character, providing sailing experience for everyone, from a novice to an experienced sailor. This region comprises more than 700 hundred islands and islets, so you can choose Caribbean sailing vacations with shot and easy hops or more challenging passages.
Taking Caribbean sailing vacations, you will find warm and steady trade winds in picturesque surroundings; discover plenty of great bars and authentic cuisine!
It’s up to you, choosing between the Leeward Caribbean islands with short and easy hops with line-of-sight sailing and the Windward with more challenging open water passages. Wherever you go, you will return home relaxed, refreshed and ready to start planning your next Caribbean sailing adventure.
The Windward islands
Windward Islands located at the southern end of the Caribbean island chain and stretch for over 300 miles to the south-eastern end of the Caribbean Sea. The Windward Islands are simply called so due to their position as they are exposed to the northeast trade winds. For experienced sailors, it can be right choice to sail among the four main islands: Martinique, St. Lucia, St. Vincent and Grenada. They lay far apart each other allowing open ocean sailing and while steady easterly trade winds, make passages north or south easy. With constant 12 to 25 knots wind, Caribbean sailing is among best in the world. Night anchorages in peaceful and protected areas give sailors freedom to explore and soak up British and French island culture. The islands of St. Lucia, St. Vincent and Grenada were British colonies until they gained independence during the 1970s. Martinique is still an overseas department of France.
The climate of the Windward Islands is definitely a marine one.
When tropical heat reaches its peak, steady trade winds and daily sea breezes come to rescue.
Typically, dry and wet seasons go hand in hand here. Although the priority of more rainfalls is given to the eastern side of the islands mainly due to the prevailing north-east trade winds there.
The islands east of Puerto Rico were called “Windward Islands” by the Spanish, while the islands south of Puerto Rico were named as “Leewards “. And Dominica positions itself right on the border line between the Windward and the Leeward Islands.
Long time ago some of the islands used to be French colonies, subsequently gained its name as The French Antilles.
The population of the Windward Islands is mostly of African origin, with some exceptions of Chinese and Caucasians. The present day Windward Islands will welcome tourists with upscale resorts, stunning beaches and pleasant sunny weather.
After cruising through the Windward Islands, you may wish to set sails to the Leeward Islands.
The Leeward islands
The Leeward islands are located on the eastern edge of the Caribbean Sea and form the northeastern boundary between Caribbean and Atlantic Ocean, extending from Puerto Rico to the Windward Islands, forming part of the Lesser Antilles chain.
Although 700 miles long stretch of these magnificent isles mostly constitute the whole body of the Leewards, it provides the abundance of enjoyment: quaint fishing spots, ancient ruins and delicious authentic cuisine.
Blessed with balmy temperatures all around the year, The Leeward Islands are called leeward because they're away from the wind or downwind (in the "lee"). Leeward group of Caribbean islands includes: the U.S. Virgin Islands, the British Virgin Islands, Anguilla, Saint Martin, Saint-Barthelemy, Saba, Sint Eustatius, Saint Kitts, Nevis, Barbuda, Antiqua, Redonda, Montserrat and Guadeloupe.
One of two "sister islands", St Kitts and Nevis, provides a brilliant Caribbean experience, from their picture-perfect beaches and volcanic mountains to friendly locals and layers of history to explore. For the water sport lovers, there are numerous aquatic activities that include fishing, diving, windsurfing and surfing.
St.Kitts and Nevis
Switch from sailing to inland for a change and St.Kitts and Nevis will deliver the most exceptional hiking in the Caribbean. The dormant volcano of Mount Liamuiga is considered to be the toughest to climb. And with the experienced guide you may even try to descend in its crater!
The unspoiled landscape of dry littoral forest and rainforest will present memorable show of fauna and flora. Many plants are of culinary and medical use, and some even used in black magic, as informative guides would point out its botanical value.
The wild life-lovers will not be disappointed with variety of different types of exotic animals.
Actually, the Great Salt Pond has become famous for its largest habitat of green velvet monkeys.
St. Kitts and Nevis will keep you captivated with majestic view of huge conical shells, remains of old sugar mills, along with some other plantation ruins, built in the 18 th century.
Back to water activities, and tourists will be pleased with what these two island can offer: deep-water fishing, snorkeling, scuba diving and more.
Then in order to satisfy your growing appetite visit two popular restaurants: Carambola and the Shipwreck Bar and Grill to enjoy its delicious local meals.
A yacht charter in the Caribbean Leeward Islands offers sailors an unrivalled remarkable experience. Enjoy tropical landscapes, pristine palm-lined beaches and azure waters — all the joys of marine life.
Sailing over the Leeward Islands may have all the pleasures to offer: the Tropical rainforests, glittering coral reefs, and luxury sand beaches. That’s probably why most of the known tourist resorts on these islands play a critical role in their economy, as do banking and fishing. Many of them also rely on their status as a tax haven to promote offshore financial services as a source of government revenue. But there is much more to discover in the Leeward Islands. These Caribbean islands provide great variety of yachts for charter and pleasant sailing vacations. Most of the Leeward Islands are located close to each other with moderate winds from 10 to 15 knots and rather low wavers. BVI is the most popular area for Caribbean charters either bareboat or luxury crewed vacations. This is the right place for the novice sailor’s easy passages in line-of-sight sailing.
The climate of the Caribbean Leeward Islands can be described as tropical, but much drier than in Windward Islands. Though the climate does vary from island to island and can even be different in different parts of the same island. Rainfall increases with elevation and in more southerly latitudes. In some cases trade winds look like refreshing tonic to the tropical heat. There is minor seasonal variation, although the second half of the year, the wet season, is slightly warmer and rainier. The best time for sailing in the Caribbean may be the first half of the year. At this time the temperatures usually range between 81°F (27°C) and 95°F(35°C). Annual rainfall averages about 40 to 50 inches (1016 to 1270 mm). Keep in mind, that nearly every island had been severely damaged by hurricane activity in its recent history.
English is the most widespread language all around the islands, plus many of the people speak French and Dutch on the St Martin Island. Both English-based and French-based Creole are also spoken. The prevailing currency is The East Caribbean dollar. But St Martin is odd man out again, circulating the Netherlands Antilles guilder in the Dutch area and the Euro in the French region. Nevertheless, the US dollar is widely accepted throughout the islands.
If you eager to take part in sporting activities, then you may be pleased to know that cricket is widely played and followed in the former British territories. Besides, as in the rest of the Caribbean, music is also always a big part of local life. Enjoy the magical sounds of calypso, soca, steelpan, reggae, salsa and jazz — all of the mentioned has their adherents.
During your Caribbean yacht charter, you may wish to participate in some major holiday celebrations, including the St Kitts Christmas, New Year carnaval, the annual music festival, as well as Anguilla’s Emancipation Day and Culturama festival on August 1st.
The culture of the Leeward Islands is varied by different influences, including French, Dutch and West Indian. Due to that sailing around the Leeward Islands provides a wonderful choice of cuisine and some great restaurants to satisfy your affection for the finest dishes. By the way, the island of Anguilla offers true gastronomic feasts. When sailing in the Caribbean Leeward Islands, be sure to try freshly caught lobsters with a glass of wine.
Sailing the Caribbean With 12 Knots
So, while planning a Caribbean charter it is highly recommended to decide on how many islands you would like to visit in a given time frame. Research Caribbean boat rentals and determine which island you would like to have as a starting base. Then you can plan an itinerary for the week or ten days, taking into consideration distances between the islands and activities you would like to have, like island tracking, scuba diving, snorkeling, volcano hiking, or even shopping.
12 Knots team will give you plenty of useful information not only on the bareboat charter in Caribbean, but also itineraries, places of interest and peculiarities of each island.
Taking a yacht charter in the Caribbean is just a perfect combination of sailing and relaxation, authentic culture and a range of water sport activities. In a few words, this area may always offer something for everyone in these amazing islands’ surrounding.
Frequently Asked Questions about yachting in Caribbean
How much does it cost to rent a yacht in caribbean , how many boats are available for rent in caribbean , what are the main yacht charter bases in caribbean , what boats are available for charter in caribbean .
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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.
booking is easy
With sheer yachting, find your yacht.
Tell us what yacht you are interested in or let us help you find the perfect match! We will contact the yacht to secure pricing and availability.
sign contract
Reserve your travel dates by signing a standard yacht charter agreement and placing a deposit. Then, do your happy dance, you're booked!
Get ready to go!
A preference sheet will be sent to you by your charter specialist and crew will provision the yacht with all of your favorite foods and drinks.
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Let's Get In touch
Fill out the contact form below and we will get back to you as soon as possible! Call +1 (321) 372-9139 for immediate assistance.
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SEARCH OUR FLEET
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.
- Motor Yachts
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?
Tips & articles browse the latest articles from our blog., sailing in greece vs. sailing in croatia.
What are the highlights of sailing in Greece vs, Croatia? Do you need clarification about choosing the right Mediterranean destination for a vacation? Greece and Croatia are the two most popular yachting locations. The biggest Sailboat Charter fleets in the world enable you to take advantage of your time at sea, and their coastlines are […]
Affordable Charter Yachts
You can find many affordable charter yachts in the Caribbean. It’s a good time to treat you and your family to life’s finer things by planning a sailing vacation in the Caribbean. The first step is finding an experienced charter yacht broker that can assist in finding you a yacht that fits your requirements. A […]
Gourmet Luncheon Aboard OUTTA TOUCH
Built right here in America OUTTA TOUCH in the year 2000. Her lovely lines are to me what a sea going proper luxury yacht should look like. Her interior joinery work is bar none the best I have seen. The yacht offers luxurious ensuite accommodations for 8 guests. Her spacious full width master cabin has […]
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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 !
Crewed Yachts
FIND AND CHARTER A CREWED YACHT
Destination
HOW IT WORKS
1. describe your dream trip.
Tell us about your perfect vacation. Destination, preferences, budget, who will be joining you, and what you would like to see and do.
2. RECEIVE A PROPOSAL
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.
3. BOOK YOUR PERFECT VACATION
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.
LIMITED TIME OFFERS
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BOOK WITH CONFIDENCE. NOW, AND FOREVER.
Whether you want to book an escape for right away or for the end of next year, we can arrange it. Just let us know when and where you want to go, and we’ll do the rest. That’s why we’re here. Ready to help. Ready to reassure. And ready to get you the trip you deserve.
Download the ultimate all-inclusive yacht charter vacation guide.
Why choose sail play dine.
SOME OF THE REASONS TO BOOK WITH US
WE'RE A FEE-FREE SERVICE
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.
WE'RE FULL OF IDEAS
Our recommendations are personalized and hand selected. We look forward to working with you to make the right choice.
WE'VE GOT YOUR BACK
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
BRITISH VIRGIN ISLANDS
The British Virgin Islands’ sprawling volcanic archipelago is the true essence of the Caribbean. Here, relaxation and discovery go hand in hand among the mango trees, coconut palms and silky beaches. Adventure is at the drop of an anchor as you set foot onto uninhabited islands during island-hopping escapes and witness an underwater world of unspoiled reefs and unique wreck dives.
US VIRGIN ISLANDS
The Virgin Islands is a great sailing vacation destination for first time sailors and families as there are many crewed private yachts available to charter and the light trade winds and protected bays make for a fun, safe playground for kids and adults alike.
Pristine beaches, warm blue seas, and sizzling scents – the Bahamas, the super tropical neighbor of nearby Florida, are a luxury traveler's dream. And with more than 700 islands and 2,400 cays, this is a true Caribbean playground.
ST VINCENT AND THE GRENADINES
A cluster of islands each more breathtakingly beautiful than the last, St Vincent and the Grenadines has always been there to indulge our need to island hop. Bequia, Canouan, Mayreau, Petite St Vincent, the Tobago Cays; we can think of nothing better than a luxury vacation in the Grenadines spent sailing around these stunning islands where our only concern would be where to drop anchor for an afternoon swim.
Yacht Charter Bookings
St. thomas, virgin islands, tel: 340-774-5630.
Email: [email protected]
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Catamaran Yachts
Luxury catamaran yacht charters, all-inclusive, fully crewed, catered & private catamaran yachts..
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St Thomas’ New Beach Resort Has a Private-Island Feel
The Caribbean’s Must-Visit Yacht Show Is Coming to St Thomas
The Virgin Islands Boating Expo will take place May 10-12, 2024 at Yacht Haven Grande St. Thomas, the USVI’s top yachting destination.
This boutique destination show, hosted by the Virgin Islands Professional Charter Association, ticks the top three boxes of what yacht buyers today want in a yacht sales experience: the ability to yacht shop, wine and dine, and stay and play — making for a unique kind of boat show-meets-food-festival event.
“We welcome our attendees, both the public and those flying into our award-winning destination, to visit with yacht dealers, manufacturers, exhibitors, and our local and global vendors,” said Joseph Boschulte, USVI Commissioner of Tourism. “Experience the best of what the U.S. Virgin Islands offers on land and sea and shop for a yacht while you’re here.”
Yacht shoppers can take advantage of duty-free tax benefits when buying in the USVI.
It’s another major event for the Yacht Haven Grande Marina, which saw a major boom during the pandemic and continues to be a premier yachting jump-off point in the broader region.
The Government of the Virgin Islands also supports infrastructure on shore to maintain charter business interests such as an Economic Development Commission Tax Incentive Program for charter yachts.
Charter company professionals, financial companies and Marine Expo vendors with global and local products will be on hand to talk about charter management opportunities in the USVI.
The latest models of top brands will be on site, including Bali, Lagoon, Fountaine Pajot, Leopard, McConaghy, Azimut and Boston Whaler, to name a few.
Yacht buyers benefit from St. Thomas as a hub destination for transport ships delivering yachts from foreign manufacturing facilities.
Attendees can walk the docks, tour the yachts, meet the professional crew and receive a fully immersive experience on board, with the opportunity to test-sail directly from the show berth through the scenic Charlotte Amalie harbor to world-class cruising grounds.
“Teaming up with Waypoints Yacht Charters, our luxury yacht charter sister company, we will bring attendees a dynamic duo that not only meets but exceeds market expectations,” said Laurent Fabre, vice president of sales and marketing for Fort Lauderdale, FL-based Atlantic Cruising Yachts, which will feature two stunning Fountaine Pajot catamarans, the Aura 51 and Alegria 67. “Discover the epitome of luxury and performance as our Yacht Consultants unveil the revolutionary Fountaine Pajot Smart Electric propulsion system, designed to enhance the experience for private owners and elevate charter fleet operations.”
Daily yacht viewings combine with live music and cultural performances, starting with the Exhibitor’s Opening Ceremony & Reception on May 9, from 5-7 p.m.
VIBE and Cutlass & Cane, Yacht Haven Grande St. Thomas’ newest restaurant, have partnered to produce a curated Food & Wine Experience, with lunch served daily from 12-3 p.m. including wine pairings.
Yacht Haven Grande is also home to Blue 11, which has been featured in the 50 Best Restaurants in the Caribbean ranking.
All attendees can also visit a variety of pop-up bars featuring many beverages distributed by West Indies Company, including St. Croix, U.S. Virgin Islands-made Mutiny Island Vodka, the world’s first and finest Island Vodka made from breadfruit and Caribbean rainwater and St. Thomas-crafted Leatherback Brewing Company’s products, which offers craft beer made with Caribbean-grown ingredients.
American Airlines Begins New Ocho Rios, Jamaica Flights, With a Nod to James Bond
Ian Fleming began writing the book that would become Casino Royale at his seaside villa in the town of Oracabessa, Jamaica in February 1952. It was here on the outskirts of Ocho Rios that Fleming would forge the story of […]
A New All-Inclusive W Hotel Is Opening This Year in Punta Cana
The first-ever all-inclusive W Hotel in the Caribbean is opening this year in Punta Cana, Dominican Republic, Caribbean Journal has learned. The hotel, part of a broad expansion for parent company Marriott International, is on the list of expected 2024 […]
Why Grenada Is a New Caribbean Luxury Hotspot
From its world-renowned chocolate to its pristine beaches to a region-leading focus on sustainability, Grenada is as fascinating and unique as destination as you’ll find in the Caribbean. But in the last few years, the lush Eastern Caribberan island has […]
St Thomas Carnival Is Set for April
Pageants, J’ouvert parties, parties and parades are on the agenda for he 2024 edition of St Thomas Carnival in the US Virgin Islands. And this year’s St Thomas Carnival now has a date, running from April 28 to May 5, […]
The Cool List: the Coolest Hotels in the Caribbean for 2024
They’re different. They’re fun, they’re colorful, they’re unique. They’re themselves. The Caribbean has no shortage of cool hotels and in this, Caribbean Journal’s 12th annual Cool List, we highlight the places that hit you in a different way, that do […]
The 25 Best Beaches in the Caribbean to Visit in 2024
Let’s be frank. The best beach in the Caribbean is the one you’re on right now. That means choosing our favorite beaches in the Caribbean each year is an almost impossible task — and one that, we admit, is completely […]
Sign up for Caribbean Journal's free newsletter for a daily dose of beaches, hotels, rum and the best Caribbean travel information on the net.
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Sailing a Yacht in the Caribbean. Whether you're chasing the Winter sun, looking for a romantic vacation spot, or a fun-filled place for all the family, the Caribbean is the ideal yacht charter destination! The Caribbean enjoys beautiful sunshine and hot temperatures between 75.2-89.6 degrees fahrenheit all year round.
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 ...
On a Caribbean sailing vacation you'll experience your nautical dreams in a unique and thrilling way. Set sail aboard your private charter yacht from one of seven island bases, each with their distinct history, delicious cuisine and culture waiting to be discovered. Whether you want calm, protected waters and short island hops or exhilarating ...
Caribbean yacht charters - Private Caribbean charters with crew; Personalized service, tailored just to you. Proven specialists available 7 days a week. Caribbean catamarans, Sailboat and mega yacht charters. ... Although typically offering smaller spaces for guests, sailboats deliver a truly unique caribbean charter vacations . See some yachts:-
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.
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 ...
Caribbean Grenadines. View live availability for crewed, all-inclusive catamarans, power, and sailing yachts available for charter vacations in the BVIs, US Virgin Islands, and other Caribbean islands. We are a crewed yacht charter brokerage working with excellent yachts in the Caribbean and Bahamas for over 14 years.
Caribbean yacht rentals. 12 Knots offers eleven yacht charter bases in the Caribbean region, each with unique individual character, providing sailing experience for everyone, from a novice to an experienced sailor. This region comprises more than 700 hundred islands and islets, so you can choose Caribbean sailing vacations with shot and easy ...
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 ...
Caribbean sailing itinerary. Our local base teams have all the expert knowledge to help you plan your Caribbean sailing vacations. They've prepared exciting Caribbean yacht charter itinerary suggestions, whether you want to sail for a week, 10 or 14 days. Choose your destination and see our itinerary ideas.
Catamaran Charters in the Caribbean. Our world-class sail catamarans and power yachts are manufactured by award-winning yacht builders Robertson & Caine. Our fleet of catamarans in the Caribbean feature spacious layouts, modern amenities, easy maneuverability, and are some of the newest yachts in the industry.
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 ...
Welcome and thank you for choosing Charter Smarter! We are committed to offering you an all-inclusive vacation of a lifetime in either the Virgin Islands or Bahamas! Feel free to browse our charter yachts, start a Live Chat, submit an Inquiry Form or Call us at (844) 204-9846 to get underway! Our team is standing by!
Welcome to MyCaribbean Charters, where we offer exclusive access to the most luxurious and breathtaking yacht charters in the Caribbean. With years of experience in the industry, we are experts in providing bespoke yacht charter solutions that cater to the specific needs and preferences of our clients.
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 ...
All Inclusive Yacht Charters. Gourmet Cuisine. Fully Stocked Bar. Air Conditioning Comfortable Cablins. Watersports & Activities. Large & Spacious Living Areas. Catered Services with Crew. All-Inclusive Yacht Charters are tailored specifically for each charter guest. Gourmet Cuisine, Fully Stocked Bar, Watersports & Catered Services with Crew.
Sail Play Dine Yacht Charters offers all-inclusive crewed yacht sailing vacations in the British and US Virgin Islands, Bahamas and other destinations in the Caribbean. top of page. Home. Find My Yacht. Blog. Contact +1 954-228-2864. ... The yacht charter vacation proposal will include our top recommendations tailor-made to match your interests ...
Tel: 340-774-5630. Fully Crewed, Catered & Private Catamarans. Luxury Yacht Charters in both the US and British Virgin islands. Choose from our fleet and Customize your trip.
The San Blas islands are a group of islands in the Caribbean Sea, belonging to Panama. One of Microsoft's most popular wallpapers, the one with the deserted island in the blue lagoon, was taken in the San Blas Islands. There are 378 tiny islands within the archipelago, scattered in an area of about 100 square miles.
Undoubtedly, yacht charters provide an unforgettable experience; being on a yacht is an exclusive and luxurious experience unlike any other. If you're looking to explore the Mediterranean, adventure along the North American Coast, find a piece of paradise in the Caribbean or explore exotic and beautiful destinations in Southeast Asia, the Indian Ocean or South Pacific while in the comforts ...
Offering a variety of itineraries and yachts for sailing yacht vacations to the Windward Islands of the Caribbean - Martinique, St. Lucia, Grenadines, Grenada. [email protected]. 1-800-263-4202 ... Sail Oasis is a subsidiary of Oasis Marigot and offers Caribbean sailing charter vacations to the Windward Islands of the Caribbean, including ...
The Virgin Islands Boating Expo will take place May 10-12, 2024 at Yacht Haven Grande St. Thomas, the USVI's top yachting destination.
Crewed Yacht Charters. A luxury crewed yacht charter delivers the ultimate all-inclusive vacation on the water aboard your own private sail yacht or power catamaran. Throughout your crewed charter, you'll enjoy the nautical skills and local knowledge of your captain, while your gourmet chef surprises you again and again with delectable meals ...