Boat hire in Caribbean with skipper

1307 boats available in Caribbean
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The reviews from our users on 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.

Hire a boat with a skipper in Caribbean

You can hire a boat with a skipper in Caribbean. As an expert in the region, they can guide you to the best spots. The cost of hiring a skipper depends on the location and the boat owner. In Caribbean, the average daily rate for a skipper is $243,53.

There are 1307 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:

Hiring a boat easily in Caribbean

Search for a boat using the various filters available. Once you find a boat that suits your needs, you can directly contact the owner to confirm the hire. After making the payment, you can arrange a meeting with the owner to perform the inspection and sign the hire agreement.

Price to hire a boat in Caribbean?

The cost of a boat hire in Caribbean varies depending on factors such as boat type, size, hire duration, and seasonal demand. Larger boats and luxury models usually have higher hire prices.

Starting at $100,14, you can access the lowest prices for boat hire. For a more typical experience, you can expect to pay an average of $1 705,86 per day.

How many people can board a boat?

The boat's passenger capacity depends on its size and load capacity. The boats available in Caribbean offer a maximum capacity between 4 and 180 people.

What are the best months to hire a boat in Caribbean?

If you're planning to hire a boat in Caribbean, the best time to go is between November - April, when the weather is at its best. The water temperature during this period is around 24-30°C, making it ideal for swimming and relaxing in the sun. The shoulder season, in October and May, is also a great choice for those who prefer fewer crowds while still enjoying good weather. Whether you choose the peak or shoulder season, Caribbean offers a fantastic boating experience. With crystal clear waters and breathtaking landscapes, it's the perfect destination for a boat trip.

Top places to go boating in Caribbean

Sailing in Caribbean offers a variety of amazing places to visit. Some of the most popular spots include Guadeloupe, Martinique, Saint Barthélemy, which offer great boating conditions. Whether you're planning a relaxing day on the water or an extended trip, there are plenty of options. Wherever you go, Caribbean is a perfect sailing destination.

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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