The Best Sailboat Rentals Near Jost Van Dyke

Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches

We had an absolutely amazing experience with Captain Hugo and Marian! From start to finish, they were incredibly personable, welcoming, and made us feel right at home. Leading up to the charter, their communication was outstanding…they were proactive, responsive, and made everything seamless and stress-free. On the day of the charter, they truly went above and beyond, especially with our children. They were attentive, engaging, and made sure the kids were not only having fun but also safe and well cared for. That meant the world to us as parents. Their energy, professionalism, and genuine care made this experience unforgettable. We’ll absolutely be booking with them again and bringing more friends along next time we visit. Highly recommend!

Private San Juan Bay Cruise 37' Sailboat

Captain Luis & Andrea were incredible. My group enjoyed their energy and appreciation and even though we dealt with some rain and gray sky’s, our experience was phenomenal. I would not only recommend Luis, but I would take another trip out with him when I return to PR. We had an exceptional time at sea. Gracias por todo y hasta la próxima.

Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

We had a great time on the Pisces. Captain Judi and Callia were a great crew to be with. They took us to two different snorkeling spots that were great. Callia looked after us in the water and followed us to make sure we were all safe and got back to the boat. She also makes a great, and strong, Pisces punch. The Pisces was in great shape and fit my family of 10 very comfortably. Next time we are in St Thomas I will certainly book with them again.

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!

Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'

Jose was the best Captain! He took us to Icacos, Palomino, a ride by Palominito, and a ride by Islets Marina! Great food and drinks… Had a blast! Couldn’t have asked for a better experience!!!

Private Tours- Snorkeling at Palomino & Beach Time at Icacos Island- Mako 29'

José and first mate were phenomenal! Seas were a little choppy on the ride over but the ride was very smoother as they had the bow trimmed up. Lunch, snorkeling, swimming, fishing - couldn’t ask for more for us and our four year old. They watched him and fished while my wife and I snorkeled.