Boat hire in Caribbean with skipper

1384 boats available in Caribbean
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Reviews from our users about their rental

Jeremy
Jeremy
Travelled in February 2026 · 6 people · 10 days
This charter with DYC via Samboat was another great success. Difficult not to really appreciate being given a yacht which was new to the fleet this year, rather than the 3+ year old yacht we’d booked (and paid for).
Alan
Alan
Travelled in February 2026 · 6 people · 9 days
Our trip was good and very windy. We feel the Bali 4.4 is well designed and we liked opening up the back door to go in and out. We were disappointed there wasn’t a blender. Linens and pillows on other charters have been of higher quality. Felt the check in and check out to be more involved than usual. Our boom lift broke and had to sail back to the base to get it repaired. We were happy we had a water maker. The staff at Dream Yacht were very nice and accommodating!
Peter
Peter
Travelled in November 2024 · 8 people · 1 week
The yacht hire was excellent, We hired a 46" Lagoon from Grenada, our base contact, Max provided an excellent handover and made the effort to arrive early to provide an early departure which went over and above his duties. Helpful crew and assisted with departure and entry port guidance which took all the pressure away. I would highly recommend a yacht hire with this company from Grenada.
Liesbeth
Liesbeth
Travelled in April 2023 · 7 people · 1 days
We had a marvelous day on the “Catalpa” with Cyril as our captain! We enjoyed the views, the food, the kayak tour and the snorkling; surely recommended!
David
David
Travelled in April 2023 · 6 people · 1 days
Amazing boat, amazing crew, could not have asked for a better day! We were with 2 small children (ages 3 and 6) and they have a fantastic time, the boat was fully stocked with appropriate safety equipment for their ages and some toys for us to use as well. They provided snacks and drinks, and we visited a few different beaches as well as a wonderful lunch ashore. Would highly recommend a full day!
Andrew
Andrew
Travelled in March 2023 · 4 people · 6 days
We had an incredible time. It was myself, my wife, and our two kids (age 7 and 4). We were onboard with Eymeric for 6 full days. He took really great care of us. He was very accommodating of our needs. The boat was extremely clean and well organized. We were comfortable throughout. He took us to beautiful places. Above all Eymeric is a kind, caring, and friendly skipper. A real joy to spend time.

The best way to explore Caribbean – hire a boat with a skipper

We offer boats with a skipper in Caribbean. skipper fees differ depending on the region and the boat supplier. In this destination, the average price per day for a skipper is $253,86.

There are 1379 boats available for hire with a skipper in Caribbean, each ideal for a specific type of boating experience. The most popular boats are Catamaran, perfect for exploring the area. In this destination, you will find:

How to hire a boat in Caribbean?

SamBoat makes it easy to find the perfect boat from a fleet of 1379 boats available in Caribbean. Whether you choose to contact the owner or book directly online, registration is completely free. You can safely make the payment online.

Budget to hire a boat in Caribbean

Boat hire prices in Caribbean depend on various factors, including the boat's type, size, and the length of the hire period. Seasonal demand and additional services can also affect the final cost.

In Caribbean, listings start at $99,69, while the average hire price is $1 659,97.

Hiring a boat: for how many people?

The boat's passenger capacity depends on its size and load capacity. The boats available in Caribbean offer a maximum capacity between 2 and 180 people.

What is the best season to charter a boat in Caribbean?

The best months for a boat hire in Caribbean are between November - April when the weather is warm and sunny. The water temperature during this time averages around 24-30°C, making it ideal for swimming, snorkelling, and other water activities. If you prefer a more peaceful experience, the shoulder season in October and May offers great conditions with fewer visitors. The weather is still pleasant, and hire options may be more affordable. Whatever the season, Caribbean offers an unforgettable boating adventure.

Where to go by boat in Caribbean?

There are many great places to go boating in Caribbean. Some of the most popular are Guadeloupe, Martinique, Saint Barthélemy, perfect for an unforgettable day on the water. With excellent sailing conditions and beautiful views, it's a must-see. Exploring Caribbean by boat is one of the best ways to experience the region.

Boat responsibly

The sea gives us unique moments. Enjoying it also means respecting it: protecting marine ecosystems, reducing our impact, and preserving the places we explore. Discover how SamBoat is working alongside Fondation de la Mer to protect marine biodiversity, preserve coastal ecosystems, and fight plastic pollution.

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