Boat rental in Caribbean with captain

1286 boats available in Caribbean
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The reviews from our users about their rental

Jay
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
Florian
Traveled in June 2026 · 5 people · 2 days
Spacious boat with many modern amenities. Very friendly and welcoming owner. A great experience!
Jeff
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
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
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
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
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
Pascal
Pascal
Traveled in February 2026 · 4 people · 1 days
A warm welcome and attentive service to the group's preferences. The host offered several destination and activity options from which we chose. He provided excellent entertainment without being intrusive throughout the entire voyage. You can even participate in raising the sails like a sailor if you wish. We had our best dive in Martinique in a spot inaccessible by car, which he showed us while we were at anchor. We were thrilled to sail among a pod of over 20 dolphins who even came to play with our catamaran. The boat had plenty of space for our group. The only drawback was that there were two sun loungers on deck, one of which had a broken backrest, making it less comfortable. Overall, we greatly appreciated our host and his boat. Highly recommended.

Can I rent a boat with a captain in Caribbean?

You can rent a boat with a captain in Caribbean. As an expert in the region, they can guide you to the best spots. The cost of hiring a captain depends on the location and the boat owner. In Caribbean, the average daily rate for a captain is $250,31.

A wide range of boats is available for rent with a captain in Caribbean, suited for different types of trips on the water. Catamaran are the most commonly rented boats in this destination. However, others are also available:

How to book a boat in Caribbean?

Choose your sailing date, and if you need a captain, search through the 1301 available listings at Caribbean. Once your booking is confirmed, you must pay the deposit, sign the rental contract, and you're good to go. At the end of your rental, you can leave a review about your experience.

Rental rates for boats in Caribbean

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

In Caribbean, listings start at $100,35, while the average rental price is $1 715,25.

What is the maximum number of people allowed on board?

In Caribbean, the maximum capacity of rental boats ranges from 4 to 180 people.

What is the best time of year to rent a boat in Caribbean?

If you’re planning to rent 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.

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.

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