The British Virgin Islands are widely regarded as one of the world’s finest sailing destinations. Warm trade winds, crystal-clear turquoise water, protected anchorages and idyllic tropical islands combine to create the perfect Caribbean sailing holiday.
Aboard our comfortable 50-foot monohull yacht, we’ll explore the very best of the British Virgin Islands, from secluded beaches and colourful island villages to the lush rainforest trails of Sage Mountain National Park and the world-famous granite boulders of The Baths on Virgin Gorda.
Days are spent sailing between beautiful islands, swimming and snorkelling in warm Caribbean waters, relaxing on pristine white-sand beaches and discovering hidden anchorages that can only be reached by boat. Evenings offer the chance to experience the laid-back Caribbean lifestyle with waterfront restaurants, fresh local seafood, beach bars and live island music.
Our small-group sailing adventure operates during the quieter season, allowing us to enjoy many of the islands without the crowds, creating a more relaxed and authentic experience.
With easy flights from North America and convenient connections from Europe and the UK, this unforgettable British Virgin Islands sailing adventure offers the perfect blend of sailing, relaxation, tropical scenery and genuine Caribbean hospitality.
Arrive into Lettsome International Airport where your skipper will meet you and escort you to our fabulous hotel. Settle in, explore and we meet for an evening meal together and collect any last minute items needed before we go sailing.
Included: Dinner
After breakfast at our hotel, with a fully provisioned yacht, we will show people to their cabins and you’ll get a full safety briefing. Then its time to hoist the sails and head off on our adventure. Our first night plan (always subject to change depending on where the wind blows) is Norman Island where there is a wonderful anchorage for the evening. Take a snorkel and then back to the boat to scrub up ready for dinner on shore.
Included: All meals
We’ll set off first thing with breakfast on the go, for some snorkelling at The Indians, where there are some particularly impressive rock formations. As we sail the archipelago of the Three Sisters, we sail to Peter Island where we’ll stop for lunch at the Oceans 7 restaurant and onto Cooper Island where we’ll stop and have a barbeque aboard the yacht in Manchioneel Bay. Take a swim to Cistern Point for some snorkeling, take a SUP for a paddle or relax at the Cooper Island Beach Club.
Included: All meals
After breakfast we’ll sail to ‘The Baths’ on the south part of Virgin Gorda. A spectacular array of rocks with natural pools. The afternoon sees us sail to the Marina Cays, where we relax in the marina and swim in a two level pool.
Included: All meals
Today you’ll be heading to North Sound, Virgin Gorda where you will find a little something for everyone. Why not break up your sail with a stop at The Dogs? An excellent snorkeling and diving site as with all National Parks, it is a cluster of three small islets.
After lunch, onward up into the North Sound, to our destination, Leverick Bay, which has everything we could ever need. Spa anyone? Multiple restaurants, excellent bars and live entertainment on most evenings, make this a great place for the night.
Included: All meals
If weather permits, we’ll set sail early to Anegada, sailing past Necker, Sir Richard Bransons Island en route. Anegada is a real treat. We’ll jump in a cab and explore Cow Wreck, Loblolly Bay and the beach club. Wildlife abounds in the form of rock iguanas and flamingos. The fantastic outer reef, Horseshoe Reef, is rich in marine life and perfect for snorkeling or diving and dotted with shipwrecks.
Included: All meals
All going well, we’ll get to sail downwind to Jost Van Dyke. We’ll stop at Monkey point for a snorkel, where there is a lot of marine life such as sponges and incredible coral. We’ll likely see tarpon, yellow jacks and snapper as a matter of course. We continue to Great Harbor on Jost Van Dyke, home to Foxy’s where they are well known for live music and barbeques on the weekends. With this in mind, it makes for a great stop for the whole family. In fact, you can pick up your overnight mooring, then jump in the dinghy and head around the point into White Bay. Enjoy a ‘Painkiller’ at the Soggy Dollar Bar or a Delirious Donkey at Hendo’s Hideout before heading back around to Great Harbor for dinner.
Included: All meals
After a relaxed breakfast we sail around the western end of Tortola and back to the marina. Tonight sees a celebration dinner back at our hotel.
Included: All meals
After breakfast and a relaxing morning, we’ll get you back to the airport in time for your flight back home.
Included: Breakfast
| Dates & Reserve Spot | Duration |
|---|---|
| Saturday 22 May 2027 - Sunday 30 May 2027 Total Cost: $6995 | £5350 | €6250 | 9 days |
We find most of our clients have in their possession already what is needed for a sailing trip. We have broken down here the items into what you’ll need on the yacht and in town. An equipment list of what you will require for your adventure will be sent to you prior to your departure.
Download equipment file
