Earn your ASA 104
Earn your bareboat charter license with the ASA 104 course.

Caribbean Paradise Awaits: Earn your ASA certifications sailing through turquoise waters and pristine islands. Leave work behind at the dock.
Flexible cancellation up to 90 days before your course.
Real departures, live availability — hold your spot below.

Departing from The Moorings in Road Town, Tortola, our students — from complete beginners earning their ASA 101 to experienced sailors pursuing ASA 103, 104, 105, 106, or the ASA 114 catamaran endorsement — master Caribbean sailing techniques among the world's most legendary cruising grounds. Navigate the steady trade winds of the Sir Francis Drake Channel over seven days aboard a modern cruising yacht. You'll learn coastal navigation, anchoring in crystal-clear bays, night sailing, and passage planning — earning globally recognized ASA certifications that qualify you for bareboat charters worldwide. The British Virgin Islands offer the perfect training ground: protected waters, consistent trade winds, and island hops short enough to perfect your skills while exploring The Baths, Anegada's pristine beaches, and the legendary Soggy Dollar Bar.
“Since age 17, I have been teaching others to sail, combining a strong focus on safety with a relaxed, encouraging coaching style. My goal is to help you thrive in your sailing ambitions while enjoying the most beautiful waters!”
Top-ranked on TripAdvisor with hundreds of five-star reviews, trusted by students from over 40 countries, and the premier ASA-certified sailing school in the Caribbean.
Complete beginners start with ASA 101 (Basic Keelboat), while more experienced sailors progress through ASA 103, 104, 105, and 106 — typically two levels per week.
Want to skipper a catamaran? Add the ASA 114 Cruising Catamaran endorsement on our cat courses.
Earn your IPC (International Proficiency Certificate) eligibility once you complete ASA 104 — required for chartering in many international waters.
Navigate through the Sir Francis Drake Channel to Virgin Gorda, Anegada, and Jost Van Dyke — mastering anchoring in turquoise bays and sailing in the steady trade winds that make the BVI one of the world's top charter destinations.
Build the confidence to skipper your own yacht while developing leadership, decision-making, and problem-solving skills. Leave the Caribbean as a different person than you arrived.
With only 4-6 students per yacht, enjoy personalized instruction and form bonds with your crew — many students leave as lifelong friends and future sailing buddies, planning reunion charters.
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Every morning begins with possibility. You'll wake to sunlight sparkling across the turquoise waters of the Caribbean, perhaps anchored in a protected bay near Cooper Island or swinging on a mooring ball in Virgin Gorda's North Sound. After the 7-7-7 morning routine and a swim off the stern, you'll enjoy coffee on deck while your instructor briefs the day's passage over charts.
Your afternoons might find you mastering anchoring techniques in a secluded bay off Norman Island, or practicing sail trim as you navigate the Sir Francis Drake Channel with the trade winds filling your sails. As the sun sets over the Caribbean, you'll share fresh lobster dinners with your crew at Anegada's beach restaurants or sip Painkillers at the legendary Soggy Dollar Bar, planning tomorrow's adventure under a canopy of stars.


The British Virgin Islands are the Caribbean's ultimate sailing classroom. With over 60 islands, cays, and rocks scattered across protected waters, the BVI offers the perfect balance of challenge and beauty. The steady northeast trade winds of 15-20 knots create ideal learning conditions, while short island hops mean you're never far from a protected anchorage.
The Sir Francis Drake Channel serves as your training ground — a wide, deep passage named after the legendary explorer, offering consistent winds and stunning views of the surrounding islands. Protected bays like The Bight at Norman Island and North Sound at Virgin Gorda provide safe spaces to practice anchoring, while reef navigation near Anegada builds real offshore skills.
Our carefully planned routes take you through the BVI's most iconic waters — from the boulder-strewn pools of The Baths to the sunset cocktails at Foxy's on Jost Van Dyke. You'll anchor in bays where pirates once hid, snorkel reefs teeming with tropical fish, and experience a uniquely Caribbean blend of adventure, natural beauty, and rum-soaked celebrations.


From sunrise yoga to sunset cocktails — here's what a typical day looks like on your British Virgin Islands sailing adventure.
| Time | Activity | What You'll Learn | Vibe |
|---|---|---|---|
| 07:00 | The 7-7-7 Morning Routine | 7min breathing practice, 7min meditation, 7min workout — the Sailing Virgins way | Zen |
| 07:30 | Turquoise Swim | Dive into crystal-clear Caribbean waters from the swim platform | Zen |
| 08:00 | Caribbean Breakfast | Fresh tropical fruit, local coffee, and crew bonding on deck | Social |
| 09:30 | Theory Session | Charts, trade wind patterns, and passage planning for today's sail | Academic |
| 11:00 | Up Anchor & Sail | Drills: Tacking through the Sir Francis Drake Channel, sail trim in trade winds | Active |
| 13:00 | Beach Bar Lunch | Anchor off a beach bar for fresh Caribbean fare and a quick swim | Social |
| 16:00 | Anchoring Practice | Master anchoring techniques in protected Caribbean bays | High Focus |
| 19:00 | Soggy Dollar Sundowner | Painkillers at the legendary Soggy Dollar Bar, course debrief under the stars | Celebration |
7min breathing practice, 7min meditation, 7min workout — the Sailing Virgins way
ZenDive into crystal-clear Caribbean waters from the swim platform
ZenFresh tropical fruit, local coffee, and crew bonding on deck
SocialCharts, trade wind patterns, and passage planning for today's sail
AcademicDrills: Tacking through the Sir Francis Drake Channel, sail trim in trade winds
ActiveAnchor off a beach bar for fresh Caribbean fare and a quick swim
SocialMaster anchoring techniques in protected Caribbean bays
High FocusPainkillers at the legendary Soggy Dollar Bar, course debrief under the stars
CelebrationExperience what a week of sailing looks like through the eyes of our students and instructors.
90 seconds of pure sailing adventure in British Virgin Islands
Our instructors aren't just certified — they're passionate sailors who know British Virgin Islands inside and out.
Senior Instructor
“Adam's engineering background means he can explain not just what to do, but why — and he creates a crew family atmosphere from day one.”
— Sailing Virgins Team
Sail through the legendary British Virgin Islands on this 7-day Caribbean adventure. From The Moorings in Road Town, you'll explore turquoise bays, coral reefs, and some of the world's most famous sailing destinations.
Meet us at The Moorings in Road Town, Tortola. Today you'll meet your instructor and fellow sailors, board the boat, and receive your safety briefings. After getting to know your new home for the week, you'll have your first sail of the week — a short hop across to Peter Island's Little Harbour, where you'll anchor in crystal-clear waters for your first night aboard.
Your next great story is waiting to begin.
Don't let another summer slip by without making this dream a reality.
Join our British Virgin Islands sailing school and set sail on an unforgettable adventure!
Flexible cancellation up to 90 days before your course.
Compare BVI with St. Martin and discover more Caribbean sailing adventures.
Absolutely! The BVI is widely considered the best place in the world to learn sailing. Protected waters in the Sir Francis Drake Channel, consistent 15-20 knot trade winds, and short island hops create perfect learning conditions for complete beginners and experienced sailors alike.
The BVI offers ASA 101 (Basic Keelboat) through ASA 106 (Advanced Coastal Cruising), plus the ASA 114 catamaran endorsement. You'll earn certifications through daily hands-on learning and practical exercises, completing written and practical exams at the end of the week.
The BVI enjoys near-perfect sailing conditions from November to June. Expect steady trade winds of 15-20 knots, warm temperatures around 80°F (27°C), and mostly sunny skies. The dry season (December-May) is ideal for sailing.
BVI sailing courses start at $3,790 for a 7-day liveaboard course including accommodation aboard a modern yacht, expert ASA instruction, certification fees, and the adventure of a lifetime. Visit our courses page for current pricing and availability.
Pack light! Quick-drying clothes, swimwear, reef-safe sunscreen, polarized sunglasses, a light rain jacket, and a soft duffel bag (no hard luggage). Bring water shoes for beach bars and island exploring.
No prior experience needed! Many of our most passionate sailors started as complete beginners in the BVI. The protected waters and steady trade winds create perfect learning conditions. Our instructors love teaching newbies.
We'll provision the boat with fresh Caribbean staples before departure. Expect tropical fruits, fresh seafood, and plenty of snacks. You'll also enjoy meals at legendary beach bars like Soggy Dollar and local restaurants on the islands.
Your course starts at The Moorings in Road Town, Tortola — your booking confirmation has the exact start time. We recommend arriving the day before. Fly into Terrance B. Lettsome Airport (EIS) or connect via St. Thomas (STT) with a ferry to Tortola. The course ends before noon on the final day.
Earn your bareboat charter license with the ASA 104 course.
Advance your coastal cruising skills with ASA 103.
Compare Caribbean sailing destinations and find your perfect trip.
Sail the Caribbean from St. Martin with ASA-certified instruction.