The Best Sailboat Rentals in St. Thomas

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

The trip was great! Christian and Nicole were our captain. and they are the sweetest. They brought us to the best spots where we saw Turtles, stingrays, and even an eagle ray! The spot for lunch was amazing! They were so patient with our whole family, would highly recommend this trip we wish we could do this everyday.

Luxury Sailing Catamaran for up to 12

Our family of 5 had an amazing day with Aaron! He had great communication leading up to our day. Everything about the day was great! He made us feel very at home on his beautiful boat and our day was so much fun! He was a great host!

46' Oyster Sailboat in St. Thomas, Virgin Islands

Such a sweet couple and wonderful Mediterranean cuisine! A splendid way to end a week in paradise, not enough superlatives AND an opportunity To sail on an Oyster… WOOHOO!

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

Brandon and Laura provided a terrific experience for our group, working with us to provide an ideal itinerary, and curating a diverse set of fun experiences. Highly recommend!

Luxury Sailing Catamaran for up to 12

Great trip from beginning to end. So much better than packed group charters or the expensive private charters that are offered in the usvi.

46' Oyster Sailboat in St. Thomas, Virgin Islands

BOOK NOW! this sail was one of the greatest experiences we have had on the water. The boat was beautiful, comfortable, and sailed like a dream. The food was DELICIOUS! The drinks - amazing! The service was unmatched. Shana and Nicholas made sure to make our day we so special. We found some great snorkeling spots, enjoyed a sail around the islands, and a gorgeous sunset. We feel blessed to have been a part of their sail today - we will be back!! Communication 10/10. On time 10/10. Kind and great hosts 10/10!!!