The calendar below lists currently scheduled ASA, Sail Canada, BOSS and Instructor Development courses for Barefoot Offshore Sailing School. You can search by Category (ASA, Sail Canada, 106/Advanced, 108/Offshore) and desired month/year. Scroll down to the Sailing School Enquiry form to express your interest in a specific course, enquire about availability, and proceed toward a booking. If you have specific technical questions, email our Sailing School Coordinator (bookings@barefootyachts.com) who will get back to you shortly.
Unless otherwise indicated, courses run from 0900 Sunday through noon the following Saturday. In general, ASA courses are offered year-round. Sail Canada courses are offered November through April, subject to availability of Sail Canada instructors on base.
Upcoming Learn-n-Cruise dates
| Week | Monohull ASA 101–104 · Sail Canada Basic & Intermediate | Catamaran ASA 101–114 · Sail Canada + Catamaran Endorsement |
|---|---|---|
| Sun 8 Nov 2026 – Sat 14 Nov | Open | Open |
| Sun 15 Nov 2026 – Sat 21 Nov | Open | Open |
| Sun 22 Nov 2026 – Sat 28 Nov | Open | Open |
| Sun 29 Nov 2026 – Sat 5 Dec | Open | Open |
| Sun 6 Dec 2026 – Sat 12 Dec | Open | Open |
| Sun 13 Dec 2026 – Sat 19 Dec | Open | Open |
| Sun 20 Dec 2026 – Sat 26 Dec | Open | Open |
| Sun 27 Dec 2026 – Sat 2 Jan | Open | Open |
| Sun 3 Jan 2027 – Sat 9 Jan | Open | Open |
| Sun 10 Jan 2027 – Sat 16 Jan | Open | Open |
| Sun 17 Jan 2027 – Sat 23 Jan | Open | Open |
| Sun 24 Jan 2027 – Sat 30 Jan | Open | Open |
| Sun 31 Jan 2027 – Sat 6 Feb | Open | Open |
| Sun 7 Feb 2027 – Sat 13 Feb | Open | Open |
| Sun 14 Feb 2027 – Sat 20 Feb | Open | Open |
| Sun 21 Feb 2027 – Sat 27 Feb | Open | Open |
Dates come from our booking system and are updated daily (last updated Sun 1 Nov 2026).
If you can’t find a date that works for you, let us know, we are always open to scheduling additional courses.
Course categories
| Category | Certifications available |
|---|---|
| ASA Monohull | 101, 103, 104 |
| ASA Multihull | 101, 103, 104, 114 |
| 106/Advanced | ASA 106 and 105(exam) and Sail Canada Advanced Cruising |
| 108 /Offshore | ASA108 and 107/117 (exam), Sail Canada Offshore Cruising |
| SC Monohull | Sail Canada Basic and Intermediate Cruising |
| SC Multihull | Sail Canada Basic and Intermediate Cruising, with the Catamaran Endorsement |
Advanced Cruising (ASA 106 and Sail Canada Advanced)
| Dates | Route | Boat Type | Capacity | Link |
|---|---|---|---|---|
| Nov 29–Dec 5, 2026 | St. Vincent → Sint Maarten | Cat | Up to 6 participants | More info |
| Jan 17–23, 2027 | St. Vincent → Antigua | Cat | Up to 6 participants | More info |
Offshore Cruising (ASA 108 and Sail Canada Offshore)
| Dates | Adventure | Type of Boat | Capacity | Link |
|---|---|---|---|---|
| Nov 29–Dec 5, 2026 | Late 2026, Leg 1 | Cat | Up to 6 participants per leg | More info |
| Dec 6–12, 2026 | Late 2026, Leg 2 | Cat | Up to 6 participants per leg | More info |
| Jan 17–23, 2027 | January 2027, Leg 1 | Cat | Up to 6 participants per leg | More info |
| Jan 24–30, 2027 | January 2027, Leg 2 | Cat | Up to 6 participants per leg | More info |
BOSS Instructor Development Clinics
| Dates | Certifications available | Link |
|---|---|---|
| Jan 31–Feb 3, 2027 | Sail Canada Instructor clinic including Intermediate, catamaran endorsement, and ASA crossover | More info |
| Jan 31–Feb 3, 2027 | ASA 206, SC Advanced and SC Crossover | More info |
| Jan 31–Feb 3, 2027 | ASA Instructor clinic including ASA 204, 214, 205. | More info |
Until confirmed, course dates and availability are subject to change. We require a minimum number of bookings in order to confirm a particular course.