Barefoot Offshore Sailing School
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BOSS High-level Offshore Cruising

This unique course takes you beyond the ASA and Sail Canada Offshore Cruising standards, learning high-level cruising skills on a performance yacht in the southern Caribbean.  The instructor team includes an experienced ocean racer, and the only offshore instructor certified by both ASA and Sail Canada.  It includes extensive online training in advance of the on-water component.

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BOSS Advanced Couples Cruising

The course is designed to teach cruising couples the advanced techniques developed by the best singlehanded sailors in the world. This will help to keep you and your partner safe and allow you both to get the most out of your boat whether on day sails or passage making. In short, if you planning to finally take that epic voyage as a couple, and looking to build from solid fundamentals to advanced sailing techniques, this course is for YOU.

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BOSS Emergency Navigation

Coming in summer 2022, this course will teach you how to get home even if all your electronic devices fail when you are at sea.

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BOSS Diesel Engine and Rig-tuning Courses

Before or after taking one of our on-water courses, these one-day courses offered at the Barefoot base provide hands-on familiarization with important practical skills relating to keeping your diesel engine running, and ensuring your rig stays up!

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  • Intra-Caribbean Offshore Course
  • Offshore Cruising (ASA 108, Sail Canada Offshore, BOSS High-level Offshore Cruising)
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  • Short Handed Cruising Course Couples Cruising – Coastal, Offshore
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Recent News

  • Last Minute Sailing School Sale
  • Sailing from Croatia to St. Vincent, Leg 3 (2022 and 2023)
  • Sailing from Croatia to St. Vincent, Leg 2 (November 2022)
  • Sailing from Croatia to St. Vincent, Leg 1 (October 2022)
  • ASA Clinic

BOSS Last Minute Discounts

Periodically, BOSS offers last minute discounts when there are available spaces on courses as follows:

6 Weeks 5% discount save up to $135
4 Weeks 10% discount, save up to $270
2 weeks 15% discount, save up to $405
To view available discounts, monitor the “Specials” slider on the BOSS homepage

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  • Sailing from Croatia to St. Vincent, Leg 2 (November 2022)

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