• Specials: Discounts Available

    MONOHULL
    Feb 5-11
    Feb 12-18
    Mar 5-11
    Mar 12-18

    CATAMARAN
    Feb 5-11
    Feb 26-Mar 4
    Mar 5-11
    Mar 12-18

    Our Schedule

  • FULLY OPERATIONAL FOR 2022 and 2023

    BOSS operates throughout the year, including the traditional “hurricane season”. At 13° North, SVG is south of the path of most named storms. In the rare event that your course is disrupted, BOSS will rebook you for missed time on a subsequent course.

  • Upcoming Sailing Adventures

    Intra-Caribbean Advanced and Offshore Course, Jan 29-Feb 4 2023

    More Info

  • SVG has discontinued Covid vaccination and test requirements

    100% of our instructors are fully vaccinated.

    More Info

  • Barefoot Offshore Sailing School

    BOSS is a family business, owned and run by yachtsmen, one of whom is a former America’s Cup sailor whose family has lived here in St Vincent & the Grenadines for many generations.

    Learn More
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Barefoot Offshore Caribbean Sailing School

Learn to sail and cruise in the Caribbean’s most pristine and exciting sailing ground. Enjoy perfect sailing conditions all year.  Our instructors are ASA and/or Sail Canada qualified and provide a safe, fun, professional approach to your learning experience.

Details on the Courses we offer

View our Course Schedule

Details on Offshore and Advanced Sailing Adventures

sailing school caribbean
Barefoot Offshore Sailing School

Learn to sail in a true sailors paradise!

Come Sail with Us!

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Sailing School Enquiry
Welcome! Let us know if you are interested, and we will be happy to provide further information.
Would you like us to inform you by email of special opportunities and discounts? (We never share your email address with 3rd parties)
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Our Instructors, some of whom have been with us for many years, are not only certified American Sailing Association and Sail Canada Instructors,  but also people who know the islands intimately and are able to get along with folks of all ages and from all walks of life.

Our Team

If you really wish to learn how to sail, this is hands down, the best place on the planet! We did out courses almost 5 years ago and now enjoy our annual bareboat charter every year in SVG paradise!

Excellent sailing school. I completed ASA 101 to 104 with my significant other in April 2017. Fantastic instruction, excellent hands on experience, highly recommend this school. I have the bug now! I want to go sailing every day!

“Fabulous week – great fun on the sea, discovering islands, whilst learning to sail with great company!  Highly recommended!  Many thanks to the team!” – Michael Depping, Monohull

Barefoot Offshore Sailing School offers excellent well trained instructors in a hands on sailing setting. The instruction is rigorous with the perfect balance of relaxation and exploration of the wonderful Grenadines. The courses have increased my sailing aptitude and confidence.  Advanced course, April 2022