Barefoot Offshore Sailing School
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ASA Monohull Learn-n-Cruise

ASA Monohull Learn-’N-Cruise covers ASA 101, 103 and 104 certifications.  ASA 104 Bareboat Cruising is recognised by most charter companies around the world as a Captain’s Licence for charter purposes. As the most active and longest-established ASA sailing school in the south-eastern Caribbean, we run this course most weeks of the year.

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ASA Catamaran Learn-n-Cruise

(Includes ASA 101, 103, 104 & 114) There are no pre-requisites required for this class. As for the ASA Monohull Learn-n-Cruise course, the week starts with the basics and goes through to the 104 certification, recognised as a bareboat skipper’s licence – but with the additional experience of cruising on a 38-to-45 foot catamaran and achieving the 114 cruising catamaran certification.

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ASA Advanced Learn-n-Cruise

(ASA 106, ASA 105 exam) If you already hold the ASA 101, 103 and 104 certifications and are interested in furthering your sailing skills, then the ASA Advanced Coastal Cruising course that we offer is the next logical step. This week-long cruise includes night sailing in the Grenadines. Prerequisites: ASA 104 Bareboat Cruisine, plus some cruising experience.  For 106 certification, if you don’t already have ASA 105, you can write the ASA 105 Coastal Navigation exam on the course.

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  • Barefoot Offshore Sailing School
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ASA Offshore Cruising

(ASA 108, ASA 107 or 117 exam)   ASA 108 Offshore Cruising provides a structured way for a sailor to acquire the knowledge, skills, and experience to plan and implement a significant offshore passage.  For ASA 108 certification, if you don’t already have ASA 107 or 117, you can write one or other of these exams on the course.

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      • Canada – Caribbean Sailing Adventures Fall 2025
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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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