Discover Your Passion: Learn to Sail
Learn to Sail in the British Virgin Islands – Flotilla Adventure
Dates: November 13– November 21, 2026
Cost: $3,500 per person (double occupancy per cabin, with a private head & shower)
Deposit: 50% required at booking
Balance Due: September 1, 2026
Join the Ultimate 9-Day Sailing Experience!
Set sail with us in the stunning British Virgin Islands, whether you want your own boat or prefer to share with others. Certified ASA instructors can be on board, guiding you through ASA 101, 103, 104, and 114 certifications as you explore one of the world’s best sailing destinations. Don’t need certifications? Charter captains are available by request.
For more information, contact our Flotilla Director
Richard Darmanin at +1 (858) 214-8575 or Learn to Sail San Diego.
Why the BVI?
- The British Virgin Islands offer a dreamlike sailing adventure with:
- Crystal-clear Caribbean waters and spectacular anchorages
- Legendary beach bars like Foxy’s and The Soggy Dollar
- Snorkeling & swimming at The Baths of Virgin Gorda
- Overnight anchoring in Savanna Bay with a beach party
- Fresh lobster dinner under the stars on Anegada Island
- Painkiller cocktails & dancing to live calypso beats
- Beach parties, water sports competitions, & unforgettable memories!
What’s Included?
- Choice of monohull or catamaran
- Private cabin (double occupancy) with en-suite bathroom
- Generator, A/C, and water maker
- Cruising permits, taxes, and boat insurance
- Fuel, water, dinghy with outboard motor
- Stand-up paddleboard (per boat) & snorkeling gear
- Mooring fees & provisioned meals onboard
- Welcome reception & exclusive flotilla swag
What’s Not Included?
- Travel to/from Tortola Island
- Airport transfers to the marina
- Meals & drinks ashore
- Crew gratuities
- Optional ASA certification courses with expert instructors
Secure your spot today and experience the best sailing adventure of 2026!
Ready to sail? Contact us to book your cabin now!
Itinerary | November 13-21, 2026
Pre-Arrival in Tortola (optional): November 12
- Arrive in Tortola, BVI, the day before the trip
- Book your hotel, airport transfer or car rental
- Enjoy exploring the island and beautiful beaches!
Day 1: November 13
Arrival in Paradise
- Arrive in Tortola, BVI. Check-in begins at 2 pm, Dream Yachts Charter at Hodge’s Creek Marina. Taxi from the airport to the marina takes 15 minutes.
- Provisioning of any personally preferred items at One Market, 10 minutes from the marina by taxi.
- Meet your crew at the Welcome Reception at 6 pm at Capriccio di Mare Trattoria, located at the marina. We will be providing salad, pizza, wine, and beer.
- Overnight stay onboard at the marina, soaking in the anticipation of the adventure ahead.
Day 2: November 14
Exploring The Baths & Sail to Virgin Gorda Sound
- Sail to The Baths, Virgin Gorda – moor, hike and explore, swim, snorkel, and enjoy lunch.
- Afternoon sail to Virgin Gorda– anchor off Prickly Pear Island, and enjoy beach and water sports
- Dinner onboard under the stars
Day 3: November 15
The Beauty of Virgin Gorda Sound
- Full day in Virgin Gorda Sound, explore pristine beaches, snorkel, and challenge friends to a paddleboard race.
- Sunset drinks (sundowners) followed by a delicious dinner ashore at the iconic Saba Rock.
Day 4: November 16
Anegada – Lobster & Island Vibes
- Sail to the remote and breathtaking Anegada Island – moor and explore its untouched beaches.
- Relax, soak in the scenery, and enjoy sundowners at sunset.
- Dinner ashore at Potter’s – famous for their grilled Anegada lobster!
Day 5: November 17
Little Jost Van Dyke
- Sail to Little Jost Van Dyke, anchor in Machineel Bay, and enjoy the beach and snorkel
- Dinner ashore
Day 6: November 18
Jost Van Dyke – Beach Bars & Dancing
- Sail to White Bay, home of the legendary Soggy Dollar Bar, and enjoy the beach and snorkeling.
- Evening: Dinner & dancing at the world-famous Foxy’s Beach Bar – island vibes guaranteed!
Day 7: November 19
Norman Island
- Sail to the Indians for snorkeling
- Pick up a mooring all in The Blight
- snorkeling in the caves
- Dinner on The Willy-T
Day 8: November 20
Peter Island
- Sail to Peter Island’s Great Harbor – anchor in paradise.
- Enjoy a final day of water sports, swimming, and relaxation.
- Dinner onboard
Day 9: November 21
Return to Tortola
- Sail back to Hodge’s Creek Marina to arrive at the fuel dock by 7:00 am
- Refuel, dock, and disembark by 10:00 am
- Say your goodbyes – until the next adventure!
Flotilla Director
Captain Richard Darmanin
Captain Richard began sailing at age eight off the coast of Puerto Rico in a Sunfish. By 16, he was racing Hobie Cats competitively and soon competed in prestigious events, including the Around Puerto Rico Race and the Middle Sea Race in Malta.

Earn certifications while exploring one of the world’s premier sailing destinations.
- ASA 101 – Basic Keelboat
- ASA 103 – Basic Coastal Cruising
- ASA 104 – Bareboat Cruising
- ASA 114 – Catamaran Certification
Contact us for pricing!