Boat rental in Caribbean with captain
1447 boats available in Caribbean
Most catamarans and sailing yachts are rented from Saturday to Saturday. Adjust your dates for the best results.
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Reviews from our users about their rental
Christopher
Traveled in August 2026 · 7 people · 1 days
Amazing! We are a family of sailors and were looking for a day cruise that wasn't a cheesy booze cruise with thumping music. Pascal gave us exactly what we were looking for; a real sail. He was a fantastic host, skilled sailor (sailed this boat from France to St. Martin,) his boat was well kept and sea-worthy. We got out of Marigot, killed the motor and sailed to Anguila. Wind was stronger than usual and building above forecast. Waves got choppy but, since he knew the charts and conditions so well, he pivoted and brought us to a much more protected cove. He is an experienced diver so he threw fins on, was the first in the water, and toured us around some rocks, reefs and fish. He dove 20 feet down to grab an urchin shell that my son spotted! He treated our kids like his grandchildren, taught them some French (that's Pascal's first language) and threw out some fishing lines while sailing for the kids to enjoy. I so hope we can connect with him again!
Jay
Traveled in June 2026 · 10 people · 20 days
BVI Yacht Charters is by FAR the best charter experience I’ve had over the past 27 years / 600+ charter days. Having boat issues during a charter is normal, after all it’s a large object floating on salt water; but how they are dealt with by the charter company makes the trip good or bad - BVI Yacht Charters was truly AMAZING. Their staff when the extra distance on everything, from a detailed boat briefing to replacing a frozen folding prop, and a dingy outboard with a failed transmission cable own personal time. I asked the office staff if they had a set of dominoes and she said, “there’s a set on one of the boats” - she went through EVERY boat in their fleet to find the set and brought them to us - AMAZING service from the heart.
Florian
Traveled in June 2026 · 5 people · 2 days
Spacious boat with many modern amenities. Very friendly and welcoming owner. A great experience!
Jeff
Traveled in April 2026 · 6 people · 1 week
Fantastic cruise from St Martin around Anguilla and St Barts. The "Charter Partner" is Moorings, which I didn't recognize when making the booking, and this was our first time chartering with them. Appreciated the professional service and rapid technical support (repair) when there was an issue with the generator onboard. To be honest we've never had the luxury of a boat generator so this was all a bonus to us!
Only thing I'd do differently next time is vessel selection. We had a Beneteau 46.3, which I'm now aware puts space and comfort as higher priority than sail handling. All lines were righed to a single pair of electric winches and the jib is self tacking, so there wasn't much available to do in terms of sail trim. Upwind performance is not good and we motored more than we otherwise would have. The boat was listed as having a gennaker for downwind and it did not.
All and all though an amazing experience and Moorings is a good company to charter from. Will do it again!
Robert
Traveled in April 2026 · 5 people · 1 days
We had an amazing day sailing with Pauline. As a family with three children (8, 10, and 12), we were looking for an authentic sailing experience, and she delivered perfectly. Pauline is very sympathetic and a true professional.
The highlight of the trip for the older kids was participating in the boat maneuvers and steering the yacht.
We had a wonderful swimming stop in a calm, beautiful bay, which was exactly what we needed. We highly recommend Pauline for anyone looking for a great day on the water. Thank you for an unforgettable experience!
Steve
Traveled in March 2026 · 8 people · 1 week
It was great, top notch staff, friendly & attentive. boat was in good shape, well-cleaned and everything in working order.
Allison
Traveled in February 2026 · 3 people · 3 weeks
We had a lovely time sailing on Detelina!! She is a clean, sturdy, well kept vessel. Fabrice was a pleasure to rent from! He is very helpful, informative and fast to communicate. We would highly recommend this rental to anyone. Thank you. Fabrice!!
Andrew
Traveled in February 2026 · 2 people · 4 days
We had a brilliant time on Rothko with a superb skipper who was an excellent sailor, great company and planned an extensive and enjoyable route with us for the 4 days of our charter. Rothko sailed very well but is a little bit tired so could do with some tidying up - things like new cutlery would be relatively inexpensive but would greatly enhance the experience.
Overall these minor matters did not spoil our experience which thanks to the wonderful skipper was absolutely superb and a memory we wIll treasure.
Andrew & Maggie Boyes