BAREFOOT OFFSHORE CARIBBEAN SAILING SCHOOL (BOSS) is the only American Sailing Association (ASA) sailing school in St Vincent & The Grenadines, and is the longest-established (more than 20 years) and most active ASA school in the south-eastern Caribbean.

Beginning in 2018 BOSS became only registered Sail Canada school outside of Canada.

The company, a subsidiary of Barefoot Yacht Charters, is owned and run by folks who have been sailing and living here for 5 generations, and this gives us the unusual advantages of insight and local knowledge that most charter companies, no matter how experienced, simply cannot offer.

We operate in one of the most beautiful cruising grounds in the world, St Vincent & The Grenadines.  The sailing ground is as attractive to well-seasoned sailors as it is to complete novices.

Our Instructors are chosen not only for their professional sailing skills, but also because they’re folks who are good company and can get on with folks of all ages and from all walks of life.