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Sailboats
Set sail with these traditional wind-powered boats
$10-$1,000
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$1,300
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$165-$250
Fishing Charters
Let a captain do the driving while you do the fishing
$1,300
AG
Alise
Private Powercat 40 from and to Anguilla
We had an absolutely wonderful time aboard this yacht. From the moment we stepped on board, the captain and crew made us feel welcome, comfortable, and completely taken care of. The crew went above and beyond to ensure every detail was perfect. Their attentiveness, positive attitude, and genuine hospitality truly stood out. Whether it was keeping everything spotless, serving us with care, or anticipating our needs before we even asked, they made the trip feel effortless and relaxing. The yacht itself was beautiful and well-maintained, providing the perfect setting for an unforgettable experience. We couldn’t have asked for a better day on the water. Thank you to the captain and crew for such a memorable time. We would highly recommend this experience to anyone and would love to return again!
AE
Adrian
Luxury Afloat In Antigua Onboard Jeanneau Sun Odyssey 519 Sailboat
What a special time! The crew of Joshua and Kieran were fantastic company. We did all the things we wanted and could fit in. Learnt a bit of sailing, went swimming, saw turtles. Had lunch at a lovely local place near Falkirk Bay and returned seeing a magical sunset. An experience we will never forget.
DW
David
46' Oyster Sailboat in St. Thomas, Virgin Islands
What a great trip! Our family of 6 had a great time sailing to Christmas Cove where we swam, snorkeled, and enjoyed the sun. Nick and Shana were great - great drinks and an excellent lunch. They communicated and planned well and made sure we had a great time. They were sweet with our kids and made sure to accommodate dietary requests. Highly recommend!
RC
Rocco
Private powercat 40 around saint martin, pinel, tintamarre and anguilla
Our captain did an amazing job navigating the rough seas. Everyone felt comfortable and enjoyed the experience. His recommendations for beaches to visit and how to experience the most of our time at the Anguilla beaches was perfect. He also made a great recommendation for lunch as well. He was very accommodating to our request as well. Chloe, the first mate was incredible. She made fantastic drinks, maintained the boat and was always there to assist our group in any way. Thank you both for a great day.

James
Luxury Afloat In Antigua Onboard Jeanneau Sun Odyssey 519 Sailboat
Skipper Joshua and crew Kieran were absolutely great. We had a breezy day (26 knots occasionally) with plenty of white caps. They didn't push anything too far, so everyone remained comfortable. The boat was clean and in good condition electric winches made life easier and all the ropes and sheets look liked they had been used, which isn't always the case out here. We discovered some magical beaches - it was one of the main highlights of our visit to Antigua. Thanks again guys!

Jocelyn
PRIVATE POWERCAT 40 AROUND SAINT MARTIN, PINEL, TINTAMARRE AND ANGUILLA
If we could give Captain Joe and Chloe, 100 stars, we would. We had the best time with them on the boat, they showed us all around the island, their hospitality is unmatched. We enjoyed it so much, we ended up booking the boat for two days instead of one. I would highly recommend them for the best experience in Saint Maarten!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

August 01, 2023
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October 09, 2023
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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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