Discover the breathtaking British Virgin Islands, where steady trade winds, crystal-clear waters, and short passages between islands create the perfect sailing destination. Each day brings a new adventure, from snorkeling vibrant reefs and hiking scenic trails to relaxing on pristine beaches and enjoying authentic Caribbean cuisine. With islands just a few hours apart, you’ll spend less time underway and more time exploring everything the BVIs have to offer.
Since 1959, Annapolis Sailing School has helped sailors build confidence through hands-on, real-world instruction. During this vacation, you’ll have the opportunity to earn ASA 104 Bareboat Cruising or ASA 114 Cruising Catamaran certification while sailing in ideal cruising conditions. Training is offered aboard 48-foot monohulls and 46–48-foot catamarans, giving you the practical experience and confidence to charter your own boat on future adventures.
The Learn-to-Sail Vacation with Annapolis Sailing School offers :
Arrive at Cooper Island and settle into a peaceful anchorage known for crystal-clear water and excellent snorkeling just steps from your yacht.
Sail to North Sound, where you’ll find waterfront dining at Bitter End Yacht Club and Saba Rock, with opportunities to explore Gorda Peak and The Baths National Park.
Spend another day exploring North Sound, relaxing on the water, enjoying local restaurants, or venturing ashore to discover more of Virgin Gorda’s natural beauty.
Cruise to the unique coral island of Anegada, where pristine beaches, moped adventures, and a traditional lobster dinner await.
Enjoy a full day discovering Anegada’s secluded beaches, turquoise waters, and laid-back island atmosphere at your own pace.
Sail the longest passage of the trip before rewarding yourself with a visit to the famous Bubbly Pool and an evening at the legendary Foxy’s Bar.
End your adventure at Norman Island with incredible snorkeling, hidden coves, and the chance to jump from the iconic floating bar, the Willie T.
Please Note. This itinerary is meant to serve as an example, however, it is important to note that the actual itinerary is subject to change due to weather conditions or circumstances beyond our control.
