Caribbean Sailing Holidays

British Virgin Islands Sailing

British Virgin Islands Sailing
Duration
9 days
Cost
$6995
The British Virgin Islands are widely regarded as one of the world’s finest sailing destinations.

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.

Itinerary & Map

Duration
9 days
Sailing
6 days
Hotel
2 days

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 & Prices

Dates & Reserve SpotDuration
Saturday 22 May 2027 - Sunday 30 May 2027
Total Cost: $6995 | £5350 | €6250
9 days

What you should bring

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

  • 2 pairs of river shorts (longer leg length)
  • 2 swimming costumes or bikinis
  • 2 rash vests (not cotton) or long sleeved top
  • A baseball cap for under the helmet or onboard the yacht to keep sun off – can be purchased from your crew
  • Sunglasses.
  • Chums for fastening your sunglasses to your head – can be purchased from your in country crew.
  • 1 Litre Nalgene / Sigg or similar water bottle.
  • Waterproof camera such as GoPro for the ‘action’ shots
  • Waterproof sunscreen and lip balm SPF30 minimum.
  • White soled boat deck footwear

  • Smart casual evening wear
  • Footwear
  • Underwear and socks
  • Spending money
  • Camera

  • Glasses or Contact lenses. Disposable lenses are ideal.
  • Toiletries. Toothbrush, toothpaste, biodegradable soap and shampoo.
  • Forget the cosmetics and hair dryer! But we do suggest moisturizer.
  • Hand wipes and a small bottle of hand sanitiser.
  • Small pack towel.
  • Headlamp or head torch with spare batteries.
  • Any medication you may be taking.

  • Your favourite book/kindle or a journal for recording your vacation memories.
  • Sketchpad.
  • Binoculars.
  • Photographic or video equipment. We recommend a cleaning kit.
  • Spare memory card.
  • Solar or portable charger.
  • Zip lock bags to keep valuables dry and sand free.

  • The only money that you need to bring is for souvenirs, personal items and alcohol in restaurants. Please remember that many of the countries we visit do offer Credit Card and ATM facilities and for a small charge you can withdraw cash either from your account or Credit Card for convenience.
  • If you wish to pass on a gratuity to your guide we leave this entirely up to you.
  • Basically, we advise you to keep things as light as possible, without skimping on the necessities. It is great to bring back a load of goodies for everybody back at home.

  • Sleeping bags, towels

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