8—15 Nov '25
Caribbean Sail 2025
Our legendary BVI sailing adventure, where paradise and purpose meet.
Our BVI sailing adventure is Virgin through and through, the perfect balance of challenge, fun and purpose.
You don’t need sailing experience our skippers will show you the ropes while you and your fellow adventurers hoist the sails, cook together, and settle into life onboard. It’s close-quarters living, but that’s part of the fun. Each vessel becomes its own little crew of 6–8, and by the end of the week, it feels like family.
By day, we sail between some of the British Virgin Islands’ most stunning spots. Turquoise bays, hidden coves, white-sand beaches, and lively island towns. Expect chances to swim, snorkel, explore local beach bars, and stretch your legs onshore. There’s time to learn, time to relax, and time to party. Every island brings something new.
Community and camaraderie grow naturally out on the water. You’ll share early-morning coffees on deck, afternoon swims off the stern, and the daily challenges of sailing together. Then each evening, the whole fleet comes together, dozens of sailors swapping stories, sharing their experiences from the day, and celebrating in some of the most beautiful anchorages in the BVI.
Because Virgin Adventures are about purpose as much as play, we dedicate a day to giving back with our partners at Unite BVI. Past projects have included beach cleanups, supporting local schools, and helping community groups across the islands and this year promises to be just as meaningful.
And of course, there’s our iconic celebration party on Richard Branson’s Moskito Island. Dance barefoot in the sand, soak up the sunset, and if we’re lucky Richard himself might swing by. He’s always been an adventurer at heart.
Seven visits in, this sail is already legendary. Sun, sea, sailing, and a generous splash of Virgin party magic.
Adventure highlights
1.A sailor’s tropical paradise
Steady trade winds, crystal-clear waters and sundrenched islands make the BVI a dream for sailors and adventurers alike. With every day bringing a new island, hidden cove and beach bar to discover.
2.No sailing experience necessary
With qualified skippers on every boat who will show you the ropes. It’s a team effort to get from A to B.
3.Celebrate in style
Expect barefoot dancing in the sand, ice-cold drinks and sunsets that melt into the sea.
Adventure with purpose
An impactful purpose is central to all of our adventures. We actively support the communities we visit through fundraising, donations and volunteer experience days.
Bring New Life to a BVI Basketball Court
For our Caribbean Sail in 2025, we'll be partnering with Unite BVI to give back to the local community by helping to restore a much-loved but weather-worn basketball court on Tortola in the British Virgin Islands. Together, we’ll sweep, clean, and repair the space—transforming it into a vibrant hub where local kids and families can gather, play, and connect. It’s a hands-on way to make a lasting impact, celebrate teamwork, and leave something meaningful behind long after the trip ends.
Trip itinerary
Sat 8th Nov '25
Day 1: Arrive in Tortola
Welcome to the British Virgin Islands. You’ll need to make own way to Tortola arriving by Saturday 8th. Our big sail brief is at 6pm. This may be your greatest challenge by ferry or small plane.
You’ll drop your bags at the Sunsail base in Wickhams Cay, sign in, pick up your team shirt, and receive your instructions. Locate your crew and skipper and head to your boat to meet your new crew mates.
Each boat will be given a kitty for all breakfasts, lunches and snacks on board. Once you are together as a crew, head to the local supermarket for supplies. We set up boat WhatsApp groups once boat places are assigned. You are encouraged to start team-building as you prepare your food shopping list for the week.
Early evening we gather for a sunset cocktail and welcome briefing. Let the fun begin!
Sun 9th Nov '25
Day 2: Sail to Virgin Gorda
Today starts with a welcome briefing in the morning (sailing shirts on for the group photo!). All Skippers are required to attend a mandatory safety session covering all the legal and practical aspects of the adventure.
We aim to leave port at 11am. Boats set sail and today it's all about the crew, led by the skipper, getting acquainted with the boat and sailing. A warm-up sail to Virgin Gorda, arriving early afternoon with time to explore the island, swim, snorkel, sunbathe, or whatever your heart desires after all this is your paradise for the week.
Tonight is the legendary White Party as guests of Richard Branson on Moskito, his private island home. As the invitation says, wear white!
Mon 10th Nov '25
Day 3: Sail to Anegada
A glorious day of open-water sailing awaits. It’s a 6-hour open sea crossing to the remote coral atoll of Anegada.
We cross the island using local open-sided buses for dinner at Cow Wreck Beach. We’ll spend the evening dancing on the white sand as the DJ plays all evening before the buses take us back to the boats.
Tue 11th Nov '25
Day 4: Sail to Jost van Dyke
Waking up to beautiful turquoise water never gets old! Today is a mix of sailing and leisure time. Another 6-hour passage, with opportunities to drop anchor in stunning secluded bays for a swim or dinghy run to a beach.
Tonight is our Full Moon Party, bring your florescent party clothes for a fabulous night at the famous Foxy’s Bar.
Wed 12th Nov '25
Day 5: Sail to Norman Island
Today we head to the famous Norman Island, steeped in pirate legend. There’s time to explore the dreamy bays and hidden coves along the way. We anchor at The Bight and head to the stunning Norman Island Beach Club for dinner.
Thu 13th Nov '25
Day 6: Sail to Virgin Gorda
We spend today enjoying a breathtaking 4-hour sail, with opportunities to moor off The Baths, a world heritage site on Gorda.
We sail to our supper tonight, catching the ferry to Saba Rock for dinner. This world class island resort offers the chance to see Tarpin feeding, walk around the exclusive hotel venue and take that famous phone box photograph.
Fri 14th Nov '25
Day 7: Stay on Virgin Gorda
Our final full day is about impact and legacy. This morning we give back with a land-based charity activity. Supporting local community and our charity partner Unite BVI. This is our chance to connect with the community and leave our small mark on the islands.
Tonight’s dinner is at the beautiful Coco Maya, an idyllic setting, overlooking the turquoise waters of the Sir Frances Drake Channel and over to Tortola. Often described as one of the best restaurants in the BVI, tonight is the night to dress to impress. Here we dine on consciously caught BVI seafood and locally sourced produce fused with delightful flavours from South East Asia and Latin America.
Sat 15th Nov '25
Day 8: Sail back to Tortola
It’s an early start but a short sail to return to port. We have to do a few boat chores before we walk the plank for the last time but with hearts full and ready to book your next adventure.
Tickets
Tickets unavailable.
Good to know
What to expect
A fun filled, sun-soaked week surrounded by crystal clear water, good people and barefoot parties under the stars. This is a bucket list opportunity to sail around the BVI and a highlight in our adventure calendar. You will be sharing a cabin, either with a friend if you are travelling with one, or with another sailor. We will work with each sailor to ensure appropriate cabin allocations. Single supplements are available at an additional cost.
Meeting point
Wickhams Cay, Tortola arriving by Saturday 8th. Our briefing is at 6pm.
Nearest airport
Terrance B. Lettsome Airport, Beef Island Airport
Flights
Not included. We meet at the destination. See meeting point for details.
Airport transfers
Not included
What are the sleeping arrangements?
Our adventures take us far and wide; we see the world with new friends and take on challenges that take us out of our comfort zones. Part of the experience comes from living simply, honouring local culture, and embracing new environments. This can mean sleeping in (very) close quarters, from a tent under the stars, a boat cabin on the water, a hammock in the trees, or occasionally a very nice hotel. Shared spaces help foster connections; through shared laughs and whispered secrets, we form incredible friendships.
Accommodation type
Shared cabins, double beds.
Living as crew is part of the adventure, bunking up with a fellow adventurer. Due to the layout of the sailing boats used on this trip, all guests will be allocated shared cabins, and in most cases, this will include sharing a double bed with another guest. Couples together. Friends together. Solo travellers will be paired with another guest of the same gender where possible.
Limited single supplements available (at cost) on request.
What’s included
All meals (except dinner on day of arrival) and boat supplies/costs (food, water, fuel, mooring etc) are included. We will give each boat crew money to buy supplies for breakfasts and lunches but everyone pitches in to making them onboard the boats. All evening meals are included once we leave port. We all dine together in the designated restaurants.
What’s not included
Notable exclusions are flights, transfers and any other travel needed, additional accommodation before or after the trip and alcohol. Travel insurance, visas and travel immunisations. Other personal expenses or additional activities. Getting to Tortola can be challenging, some of the Caribbean airlines can be very unreliable. Allow time to get there. Dinner is not included on the day of arrival.
Do I need any specific experience?
You do not need to have any experience or be qualified in any way to be part of this adventure. Your captain will teach you as you go but everyone will be part of the boat crew and will chip in and help sail the boat. This is a team effort. Some adventurers choose to do a crew competency course (very basic) before they go but this isnʼt essential.
What to pack
You will mainly wear swimwear during the day. Bring suitable clothing for the charity engagement day - old t-shirt, shorts, trainers, raincoat, they are likely to get dirty. One fancy dress outfit - fluorescent. One white party outfit. Suitable evening clothing for our restaurant selections. Lots of sunscreen and a reusable water bottle.
Expected weather conditions
November is the end of hurricane season in the Caribbean. The Weather starts to improve with average temperatures of around 27-30 degrees C. The chance of rainfall and humidity
decreases but there is always a chance of a shower.
Travel essentials
Travel essentials are not included in your package, please make sure you check local requirements before travelling.
- Travel insurance covering adventure activities
- Any required vaccinations
- Valid passport
- Visa
- Entry fees
Are there any restrictions of who can join this adventure
All sailors must be over 18 years of age at the time of sailing. You must be medically fit enough to
cope with life on board a sailing boat, narrow beds, low ceilings and small bathrooms, stepping
access on board from other boats or from pontoons.
How do I stay connected?
Info about how to stay in contact with others, whilst on the trip. ie. Mobile / Internet network availability.
We’re here to help
If you have any questions, just drop us a message and we’ll get back to you.
Ask us anything