Sail the Caribbean seas on a British Virgin Islands sailing adventure

Life sounds pretty darn good when your day's biggest dilemma is deciding which deserted island to check out next. But this isn’t some strange far-off mirage – the British Virgin Islands happen to be the latest destination in the Intrepid Sailing catalogue. Discover for yourself the world-renowned beauty of this fabulous archipelago on a one-week high sea adventure that will have you snorkelling, hiking and settling into the slow-paced Caribbean way of life. Navigate The Baths of Virgin Gorda, swim among sea turtles in Dead Man's Bay, laze on pure white sands and take in sunsets from any number of atmospheric drinking holes. This week-long Caribbean Sailing adventure really is as idyllic as getaways get.

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Terms & Conditions

Tortola, British Virgin Islands
Tortola, British Virgin Islands
British Virgin Islands
Physical rating
Min 15
Group size
Min 1, Max 8

Why you'll love this trip

  • The snorkelling is top-notch in the British Virgin Islands. Explore a world of sparkling blue waters, coral reefs and sea grass beds, looking out for barracuda, minnows and other exotic tropical fish

  • Whether it's strolling through mangrove forest to find a bubbling natural jacuzzi, or hard-core trekking to the island's highest point, Jost Van Dyke is a hiker's dream, with scenic walks for all skill levels

  • Spend time at the number-one drawcard of the British Virgin Islands – The Baths, a magnificent geological oddity that doubles as a super-sweet swimming spot

  • With plenty of leisure time, you can while away the hours sipping cocktails in a beach hammock, or simply marvel at the splendour of the blue-sky Carribean from the deck of your yacht

  • The beauty of sailing is that each day is unique and, while we have a destination to reach, if the weather changes or something takes the group’s fancy, we can be flexible on the day's itinerary

Is this trip right for you?

  • As the majority of this trip takes place on a sailing boat, you’ll need to feel comfortable with moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others. Your friendly crew will be able to help with the effects of sea sickness if needed.

  • A zodiac is used to transport passengers from the boat to the mainland, with landings taking place at piers (dry landings) as well as on beaches (wet landings). Zodiacs can sometimes be awkward to climb in and out of, but a sense of humour and can-do attitude is all you need.

  • This is an adventure on board a real yacht, which means living spaces, cabins, bathrooms and showers need to be shared with other passengers. Sleeping quarters can be quite compact, but you will be spending the majority of your time above board in the open air.

  • Time on the water also means time in the sun. Remember to pack sun protection, such as sun screen and a hat, and drink plenty of water to keep hydrated. See ‘Essential Trip Information’ below for a full packing list.

  • Please note that smooth sailing is dependent on the weather, so itinerary changes may occur at the last minute if the weather becomes unfavourable. If any changes are made, you can trust in your knowledgeable skipper to choose an alternative route or activity.

  • Due to the size of the yachts, sound carries easily from one side to the other and can wake your fellow travellers. If you’re planning to have a late night, it’s a good idea to head into town and experience the local night life.


Your adventure begins with a welcome meeting at 2 pm on Day 1. The meeting point is at the bar above the Dream Yacht Charter office in Hodge Creek Marina, located at Maya Cove in the East End of Tortola. After meeting your group and skipper, you'll go shopping for provisions. Then you will board your 'home' for the next seven days. After a safety briefing, set sail for your first destination – Trellis Bay on Beef Island. Here you will enjoy some delicious typical island food for dinner at a local bar.

Notes: If you are unable to make the scheduled meeting time, please contact your skipper on +1 284 346 5135. As space on board the boat is very limited, particularly in the cabins, please bring only a small backpack. There are very few places to store luggage in Tortola; if you do need to leave a bag at a hotel or the marina (possibly for a small fee), it's best not to leave any valuables behind.

The beauty of sailing is that each day is unique and, while we have a destination to reach, if the weather changes or something takes the group’s fancy, we are flexible on the day's itinerary. The itinerary is subject to change and may vary depending on weather and berth availability. Your skipper will make the final call to ensure your safety at all times.
  • Overnight boat (1 night)
Meals Included
There are no meals included on this day.
Special Information
Your skipper will collect the trip kitty of US$120 at the pre-departure meeting today.
Your second stop is an easy-to-reach but stunning location – 'The Baths'. Located at the southern tip of Virgin Gorda (Spanish for 'Fat Virgin'), this is one of the most awesome sights of the British Virgin Islands. There are conflicting theories as to how these incredible rock formations were created. Some say it was from a meteor shower, others say it was volcanic activity. In the afternoon you'll sail to Gorda Sound, where you will find several restaurants and beach bars. There are also excellent local hiking trails which offer great views of the surrounding islands. Dinner on Saba Rock is a good option – its bar and restaurant are perched on a coral reef, making for a unique dining experience.

The next morning, head to the Spanish-named island of Anegada ('Drowned Land'). This is the only coral island in the Virgin Islands’ volcanic chain, and is surrounded by beautiful coral reefs. Among these are Horseshoe Reef, the third-largest reef in the Eastern Carribean. Enjoy secluded sandy beaches, protected by the shelter of the reef. If you're lucky, you might spot a flamingo or two. For dinner, you might like to try the famous Anegada Lobster.

Next it's on to Diamond Cay, a beautiful little spot where the smaller of the Foxy restaurants, Foxy's Taboo, is located. Many famous musicians have played here, and it still gets some notable names these days. If the timing's right, there might be a good show on this evening. From here you can walk for 15 minutes or so through the mangroves to the Bubbly Pool, a naturally formed jacuzzi nestled in the rocks by the ocean. Sometimes the pool is calm and clear, and sometimes it becomes a bubbling spa. On occasion it can be unsafe, if the neighbouring waters are rough, so make sure you exercise caution.

In the morning, head to Sandy Cay (Sandy Spit) for some snorkelling and swimming in the crystal clear waters and shallow reef. Here you'll find two lone coconut palms and no doubt some hermit crabs scurrying along the white sand. Also visit Green Cay for some more snorkelling – you might see anything from juvenile angel fish and glassy minnows to whole schools of barracuda. Or you can just sit back and relax on one of the best beaches in the BVIs, sheltered by a surrounding reef. Perhaps enjoy a drink at the Soggy Dollar bar, located in the protected White Bay on Jost Van Dyke Island. In the early afternoon, set sail for Soper's Hole, Tortola, to stock up on supplies for the rest of the trip.

Travel to the Bight at Norman Island and stop off at 'The Caves' for a leisurely snorkel in the warm Caribbean waters among the coral and tropical fish. Rumour has it there's pirate treasure hidden in these caves, bays and wrecks. Norman Island and The Caves became famous as the inspiration for Robert Louis Stevenson's novel 'Treasure Island'. By the time you reach Norman Island, chances are your crew will be ready to visit the William Thornton Floating Bar and Restaurant, a nice spot for a sunset cocktail. You can also perhaps enjoy a beach barbeque on Salt Island if it's a nice day (if the weather turns, you can use the barbeque on the boat).

Proceed to Peter Island, setting anchor at Dead Man's Bay, and enjoy a swim at this world-class beach. Look out for Dead Chest Island, a large rocky outcrop north-east of Dead Man’s Bay. The name 'Dead Man's Bay' comes from the legend that Blackbeard's pirates drowned while swimming ashore after their captain marooned them on a nearby island as punishment. Snorkel and explore the lush grass beds here, looking out for sea turtles (just keep your distance if you see one, because they're easily spooked). Your last night in paradise is spent moored at Cooper Island Eco resort. Perhaps enjoy some dinner at the Cooper Island Beach Club Restaurant where you can kick back on the outdoor sofas on deck and take in the Carribean sunset with your fellow travellers.
  • Overnight boat (6 nights)
Optional Activities
  • Hobie Cat rental (per hour) - USD50
Meals Included
There are no meals included on this day.
After breakfast you will head back to the charter base at Tortola where the trip ends on arrival (around 8 am). If you're flying out tonight, it's important not to book a departure for any earlier than midday, to allow for any delays in returning to Tortola.
Meals Included
There are no meals included on this day.


No meals are included on this tour




Overnight boat (7 nights)

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Important notes

This trip is run by one of our trusted partner operators and the skipper has been supplied by them.

Essential trip information

Want an in-depth insight into this trip? Essential Trip Information provides a detailed itinerary, visa info, how to get to your hotel, what's included - pretty much everything you need to know about this adventure and more.


Our British Virgin Islands Sailing Adventure trips score an average of 4.56 out of 5 based on 9 reviews in the last year.

British Virgin Islands Sailing Adventure, April 2017

Mark Jahn

British Virgin Islands Sailing Adventure, March 2017

Brett Scott