Rent A Boat In The Caribbean - Updated 2024

| 4 min read

The Caribbean is the home of beautiful mountains, coral reefs, sand beaches, good food, and music. It is like a painting of thousands of islands which attract adventure seekers and paradise hunters. There are approximately 7,000 islands in the Caribbean archipelago. The top islands include the Dominican Republic, Cuba, Jamaica, Puerto Rico, and many more. The Caribbean has been known to be one of the best locations for vacations, honeymoons, and retirees. It is said to be a place where you can enjoy swimming in their beautiful beaches, hike in the greenest forests, feel the sand on picturesque beaches, taste the best spicy food, and witness unique species of animals. You can find almost any kind of adventure in the Caribbean. You can explore the Caribbean by cruising on the sea while enjoying a full adventure. Read on and find out where to rent a boat in the Caribbean.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 05, 2024.

1. Spacious sailing catamaran (from USD 2300)

Explore the islands of the Bahamas chain from Cat Island to the Exumas or Conception Island on a beautiful yacht, Destiny III. It is 950 square feet wide (88.26 square meters). This yacht is perfect for a small group of up to six on a vacation. It has three bedrooms, the master cabin and two guest cabins all with queen-sized beds. Each bedroom includes bedsheets and towels. There is also air conditioning in every room which will surely make your stay more comfortable. It can accommodate up to six people. You do not have to worry about your meals for this package is inclusive of three meals a day and snacks with beverages. You and your group will be accompanied by Captain Dave Calvert who has sailed the Bahamas for almost four decades. If you plan to have water activities, fishing gear and snorkeling gear are provided. There are some house rules like parties or events, smoking, and pets are not allowed.

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CAT ISLAND, Cat Island, Bahamas
1262.31 km (784.4 mi) from Coral World Ocean Park
house boat 6 Guests 3 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
Dave is an expert sailor as mentioned in other reviews
I've known Dave Calvert for over 40 years
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
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
Read more reviews
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2. Entheos: a luxurious catamaran (from USD 1200)

The Entheos yacht has a large saloon area and a cockpit that’s perfect for dining and entertainment. This package requires a minimum stay of two nights. There are two spacious queen cabins, that share a shower and toilet, and they can accommodate four guests. There are also two trampolines for lounging if you simply want to relax and enjoy the sun or sip a cocktail at night. You do not need to worry because the cabins will be serviced during your whole stay and you will be accompanied by Captain Bertie and Host Teresa. They will be sure to keep your stay comfortable and unforgettable. This trip is also inclusive of water sports like paddleboarding, paddleboard skiing, and snorkeling. One unique feature about this yacht is you can hold parties/events and there are designated smoking areas.

Stayed at this property?

9.42 km (5.9 mi) from Coral World Ocean Park
9 reviews   Wifi Available
Boat 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 4
Refund Policy :

Top guest reviews
Amenities & Room:
Teresa is not a cook - she is an extraordinary chef Everything done was done with our best interests in mind
she is a talented cook
and we had an excellent time and throughly enjoyed our time on the water and all the beautiful places we visited
The boat is well equipped for several days on the water is very comfortable and exceptionally clean and well maintained
Only regret was that we did not reserve more days
They taught my son how to play dominoes and steer the boat
Teresa is a fabulous cook and never cease to amaze us with the variety of food of excellent
beachcombed paddle boarded relaxed and star gazed
and she kept the boat spotlessly clean
We were never bored for a minute
All the Virgin Islands are recoperating extremely fast from last years hurricanes Lots of new and reopened restaurants and bars
We enjoyed all the fun activities offered throughout the week by Bertie and Teresa was the best cook ever
what a fantastic experience Teresa and Bertie are a great couple
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

3. The Amazing Grace II (from USD 950)

The Amazing Grace II package offers three options for your vacation. If you want to spend a couple of nights on the yacht, choose the stayaboard only option. If you want to go day sailing, choose the daysail option. If you want the whole package of exploring and sailing, choose the standard rate. It has two bedrooms with two queen-sized beds accommodating up to four people. It is perfect for families and/or couples. The yacht has a fully equipped kitchen where you can cook your own meals. It includes sources of entertainment before you rest and go to sleep, like a television, library, and music stereo. House rules are no parties, no pets, and no smoking.

Stayed at this property?
Marigot, Collectivité de Saint-Martin, Saint Martin
190.47 km (118.4 mi) from Coral World Ocean Park
house boat 4 Guests 2 Bedrooms 2 Bathrooms

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)
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
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
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Enjoy smooth sailing in the Caribbean

Do not forget to check out these fully equipped houseboats when planning your trip to the beautiful Caribbean. Make sure to explore the best parts of the amazing islands. Enjoy a unique vacation by sailing the Caribbean Sea or simply staying in a boat. Start planning your vacation today.

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Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Summer, a student-writer from the Philippines, uses her writing to delve into the unexplored and learn about new places. Her aspiration is to explore the world extensively, making the most of each...Read more

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