Top 10 Yacht Charters In Caribbean

yacht charter caribbean
Rachel
Rachel 
Updated

The Caribbean is a premier yachting destination, with 700 tropical islands to discover. The warm climate and beautiful waters are top draws for many sailing enthusiasts. With exclusive resorts, rustic beachfront towns, popular beaches, and deserted islands, the region offers plenty of sun, sand, and sea for all vacationers. It consists of the Bahamas, Bermuda, Cayman Islands, Cuba, Jamaica, Haiti, Dominican Republic, Puerto Rico, Turks and Caicos Islands, as well as the Greater and Lesser Antilles chain of islands. The islands are rich in history and culture, which are reflected in different kinds of dishes that have influences from English, Spanish, French, Dutch, and African cuisines. Uncover endless wonders by sailing. Read on for more information on the top yacht charters in Caribbean.

1. Beautiful catamaran with an "All In Discovery" pass in Saint Barthélemy (from USD 406)

Discover the beautiful islands and coastlines of the Caribbean by renting this double-hulled catamaran that can accommodate up to five guests. The two affable hosts are happy to bring you and your friends for a cruise around the island of St. Barth’s and beyond, with the “All In Discovery” pass that includes all food, drinks, fuel, and harbour dues.

Families with children will love to know that children will get to come onboard for a fun-filled vacation, at a special price.

Beautiful spacious catamaran with possibility to book ALL IN DISCOVERY formula
2 reviews  Wifi Available
yacht 7 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 7
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Host:
they were gracious hosts and wanted us to make their home our home
Read more reviews

2. Spacious catamaran for six in St. Thomas (from USD 1485)

If you love swimming in the crystal clear sea and scuba diving for getting up close with marine life, then this yacht charter is for you. The spacious catamaran sets sail from St. Thomas in the U.S. Virgin Islands. It can accommodate up to six guests and comes with a selection of water toys for you and your friends. The two hosts are both certified USCG Master Captains, as well as PADI scuba instructors and dive masters.

The boat is equipped with brand-new scuba gear, so get ready for the experience of a lifetime. You will have the option to go full board with all meals included or half board with the option to savour local cuisines. There are various customised trip options around the Caribbean, so do discuss your preferences with the hosts.

Floating Oasis in land of Tropical Elegance
4 reviews  Wifi Available
yacht 6 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 6
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
there was a perfect amount of room for the six of us
Cleanliness:
the boat itself was amazing very clean and surprisingly spacious
Location:
he’s was so calm and patient and we grew in our snorkeling experiences
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3. Lovely yacht with an experienced captain in the Bahamas (from USD 2000)

Go on an adventure of a lifetime with a captain who has more than four decades of sailing experience around the Caribbean. Setting off from Cat Island, the boat comes with a gracious captain who is happy to lead a sailing trip and accommodate your wishes as much as possible. While you discover unspoiled islands, deserted beaches, mangrove habitats or splash around in the turquoise waters, the captain will not only ensure a safe and memorable vacation but will also cook all meals on board and provide sailing tips for those who are keen to learn.

Stand-up paddle boards and fishing gear are also included in the charter.

Calvert Catamaran Charters- Sail The Exumas & Out Islands * All Inclusive
4 reviews  Wifi Available
yacht 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Dave is an expert sailor as mentioned in other reviews
I've known Dave Calvert for over 40 years
Host:
We also caught some fish had sushi and fabulous sundowners with live music
What an amazing experience to sail with Dave Calvert
My family and I had the most memorable couple of days on the beautiful Destiny
His wife is a great cook and is always got a smile on
We raced sailboards together while traveling around the US
Location:
Definitely one of my best sailing experiences and keeping memories for a lifetime
going snorkeling or paddle boarding or just riding the dinghy to a hidden channel in the mangrove and discovering the area is a real treat
The meals were well prepared especially the fresh caught tuna and lobster Be sure to visit Conception Island National Park to see the green turtles in Conception Creek
I had never been on a boat like that it really was an experience I want to repeat
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4. Homey yacht with water sports gear in St. Thomas (from USD 1000)

Step on board the “Guiding Light,” a homey and spacious yacht in St. Thomas, the U.S. Virgin Islands, and start your adventure in the Caribbean Sea. The captain customises each trip according to your preferences and offers many ideas and cruising options that he will be happy to share. He is also a great cook and an entertaining host.

There are loads of water sports gear on board the catamaran for guests’ use, and there will be a lot of islands in the Caribbean to explore. All you have to do is bring your swimsuit, sunscreen, and sense of adventure.

"Best vacation ever" on a sailboat in the Caribbean aboard the Guiding Light
20 reviews
yacht 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 5
Refund Policy :

Top guest reviews
Amenities & Room:
the accommodations were comfortable- good sleeping with the breeze and rocking boat
Cleanliness:
shane is delightful clean cut and fun
our clean and cozy quarters were comfortable at night with plenty of ocean breeze
the boat was beautiful sparkling clean and exceedingly comfortable
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5. Luxurious boat with sailing options in the British Virgin Islands (from USD 1929)

Delve into tales of ocean adventures and the thrills of being a yachtie with the hosts on board “Alexis3,” a luxurious catamaran. The boat departs from the British Virgin Islands, and it is captained by a couple. One of your hosts can prepare scrumptious meals for you.

There are many sailing options available that come with different pricing structures, so do discuss your preferences with the hosts. Whatever it is you decide, rest assured that you will be having a glorious vacation on board a beautiful boat for the most memorable trip of a lifetime.

Crewed all inclusive luxury 5* catamaran, special offer 15% off inquire now !
27 reviews  Wifi Available
yacht 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 5
Refund Policy :

Top guest reviews
Cleanliness:
the boat was very clean and spacious and we did not feel on top of each other
Host:
i had the privilege to spent my time in the bvi"s with theo and gussie as my hosts
i just want to personally thank theo and gussie for being the best host and hostess
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6. Pretty yacht with meals and drinks in St. Thomas (from USD 2100)

On board the “Vivo,” you will get to enjoy your vacation in the Caribbean Sea. The captain and crew will ensure your stay is a memorable one. You will depart from St. Thomas in the U.S. Virgin Islands and start exploring the beautiful Caribbean and its many islands and clear waters. Meals, drinks, and water sports toys are provided. All you need to do is sit back and let the warm breeze carry your worries away.

All inclusive charters at an affordable price
1 review  Wifi Available
yacht 8 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 8
Minimum Nights: 5
Refund Policy :

7. Unique boat at a high-end marina in St. Lucia (from USD 338)

If you have never experienced staying on a yacht or at a first-rate marina, then this sailboat is a great introduction into that lifestyle. “YOTA” is a boat docked at Rodney Bay Marina in St. Lucia. This high-end marina offers all the conveniences of a resort, including a swimming pool, shops, cafes, and restaurants.

The yacht has cabins that are perfect for a small family getaway. The host can organise day and sunset cruises around St. Lucia and beyond, so do enquire to find out more.

Sailing Yatch, day trip / houseboat in a first class marina St Lucia
1 review
yacht 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the bedrooms (4 total) are cozy and comfortable with room to stand
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8. Gorgeous sailboat for day cruises in Saint Martin (from USD 950)

Based in Marigot in St. Martin, this sailboat and its captain offer cruises around Saint Martin, Anguilla, and St. Barts for up to four guests for the ultimate sailing adventure. There are also options to just stay on board the yacht while it is docked and go on day and sunset cruises. The best option is to entrust yourselves in the capable hands of the captain and just go on an adventure to discover the best-kept secrets of Saint Martin.

A Moveable Feast on Amazing Grace II
9 reviews
yacht 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
Alex is an experienced sailor and savvy cook too
Our family of 4 (two children aged 2 and 4 plus mom and dad)
Host:
the owner was an extremely exceptional host
had our very first sailing adventure with
We enjoyed our chats with Alex and are so thankful for all he did to make our stay truly enjoyable
He knew where to go what to see and how to best experience many beautiful and authentic locations in St Martin Anguilla
Sailing was peaceful and restorative to the soul
Location:
We have memories to last a life time
This can be a great relaxing way to begin a vacation after a long flight
Read more reviews

9. Sail through the Caribbean

There is no better backdrop for a sailing adventure than the beautiful Caribbean. Warm sea breezes and pristine waters beckon all sun seekers to the many islands and beaches. For the uninitiated or the experienced seafarer, the Caribbean never ceases to amaze. Add this region on your bucket list and set sail with one of the top yacht charters.

10. Fantastic sailboat with water sports toys in St. Thomas (from USD 1426)

Set sail from St. Thomas in the U.S. Virgin Islands with this “Purple Pelican,” a roomy sailboat hosted by a captain who is a USCG certified captain and first Mate. The captain is also a certified culinary chef. The all-inclusive catamaran charter comes with an assortment of water sports toys, so you will have many fun-filled hours on the water.

You will get to wake up to a different scenery each day and explore secret coves and deserted beaches. You will also experience first-rate hospitality during your memorable trip.

The Ultimate Yachting Experience -All Inclusive
10 reviews  Wifi Available
yacht 6 Guests 3 Bedrooms 4 Bathrooms

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
they’re passion for the purple pelican shows and it’s impeccably clean and comfortable
Read more reviews

Classy catamaran with four cabins in St. Thomas

“Eclipse” is a classy catamaran that sets sail from St. Thomas in the U.S. Virgin Islands. It exudes luxury, from bow to stern. It has wide spaces that are all perfectly appointed for guests. There are four guest cabins with ensuite bathrooms and air conditioning. The hosts are incredibly experienced, and you can expect minimum fuss and maximum pampering during your Caribbean vacation.

2017 Lagoon 62' Sailing Catamaran | All-Inclusive | Virgin Islands
5 reviews
yacht 8 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 8
Minimum Nights: 6
Refund Policy :

Top guest reviews
Amenities & Room:
it's huge comfortable and perfect for our group of 8
Host:
her friendly and bubbly personality made us feel at home
Read more reviews
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Rachel loves to travel and experience different cultures, food, festivities and museums around the world. She loves architecture, nature and markets and can be found wandering the many back streets...Read more

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