Barefoot Offshore Sailing School
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Advanced Adventures

1. Canada-Caribbean Sailing Adventure, Montreal to Martinique, starting Oct 8, 2025. This three-leg adventure starts from Montreal, heading for Martinique via Halifax and Bermuda.

For full details, click here: https://barefootyachts.com/boss/sailing_courses/sailing-adventures/offshore-adventures/canada-caribbean-fall-2025/

  • Adaptive Cruise
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  • Intra-Caribbean Offshore Course
  • Offshore Cruising (ASA 108, Sail Canada Offshore, BOSS High-level Offshore Cruising)
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      • Canada – Caribbean Sailing Adventures Fall 2025
      • Caribbean Sailing Adventure 2025
      • France – TransAtlantic Sailing Adventures Early 2025
      • Mediterranean – Trans-Atlantic Sailing Adventures Fall 2022
      • Mediterranean – Trans-Atlantic Sailing Adventures Fall 2023
  • Short Handed Cruising Course Couples Cruising – Coastal, Offshore
  • Advanced Coastal Cruising Learn-n-Cruise
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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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BOSS Recent Posts

  • 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)

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