Sail Jester

Sail Jester is a full-service sailing company offering a wide range of sailing adventures in the Virgin Islands. We offer Full Day Sails, Half Day Sails, Sunset Cruises, Snorkel Excursions, St. John and the Surrounding Cays Private and Custom Sailing Charters, and Cruise Ship Excursions.

Sail with the Jester and have a day full of fun and adventure. This is the perfect way to spend your day on the water. You'll help us sail our way to the Caribbean, learn something new, or just enjoy a day out on the water without all the hassle of planning it yourself.