December 2026 - February 2027

Sailing Holiday British Virgin Islands

Picture this: turquoise sea under steady trade winds, swaying palms welcoming your arrival—and no fighting for dock space or queuing for mojitos. That’s sailing in the British Virgin Islands, Seascape‑style. It’s the Caribbean uncluttered: easy‑going barefoot days hopping from one picture‑postcard anchorage to the next—Virgin Gorda’s famous Baths, seafood lunches in Anegada, impromptu beach‑bar jam sessions in Jost Van Dyke.

British Virgin Islands Sailing Holiday

Virgin Gorda is stunning, you might want to hike to the Baths and explore the hidden beaches nearby. Anegada is a standout—flat, wild, and ringed with coral reefs—perfect for a lobster dinner. Then we make our way west, anchoring in quiet bays at places like Guana Island and Great Harbour. These less-visited spots offer crystal-clear snorkeling and unforgettable sunsets, before we sail back toward Tortola with one last stop at Norman Island for a swim through caves and a toast at the floating bar.

* Mentioned islands are indicative, as the routes we plan and the islands we visit always depend on sailing conditions. As true Seascapers we always make sure you’ll have the trip of a lifetime.

Sailing Schedule British Virgin Islands, Caribbean

December 2026 - January 2027

WeekDatesType
53December 30 – January 6Share boat NYE cruiseFULL
01January 6 – 13Private charterFULL
02January 13 – 20Private charter
03January 20 – 27Share boatFULL
04January 27 – February 3Private charter
05February 3 – 10Private charterFULL
06February 10 – 17Shareboat
07February 17 – 24Private charterFULL

British Virgin Islands sailing holidays for solo travelers & private groups

All British Virgin Islands sailing holiday itineraries are available for everyone. Traveling solo, with your partner or a friend? Hop on board of one of the ‘share boat‘ weeks together with other fellow travellers. The other option is to book a private charter week for your own private group, which is available for up to 10 persons.

share boat

6 days, 7 nights

For individuals, couples, or friends travelling together – join likeminded adventurers on one of our share boat weeks. On a BVI share boat, you always book an entire cabin as the boat only has double beds. Prices are per cabin, for 2 persons.

$ 5500

private charter

6 days, 7 nights

Already have your own group? Charter the whole boat with our skipper and first time to have the time of your life with your private group of maximum 10 persons.

$ 25000

Arrival

The boat will be available to you on Wednesday evening before your charter starts, from 6:00 PM. You will stay on board Wednesday night and we will plan to sail Thursday morning.

Getting There

The boat is located in Nanny Cay Marina, Tortola. The most popular way to get there, is to fly to St. Thomas airport (STT), and then take a scheduled ferry to Tortola. You could also choose a private water taxi that gets you straight to the marina. Another option is to book a flight directly to Tortola, and then take a taxi to the marina.

Itinerary

Take a look at the map and our sample itinerary to get an idea of possible island we visit. We will discuss the ideal itinerary when you get on board based on the latest weather forecast and your personal preferences.

Departure

On the last Tuesday night of your charter, you stay on board of the boat on anchor. We return to the marina very early onWednesday morning. Disembarkation is Wednesday morning by 9:00 AM.

What we offer in comparison to chartering your own sailing boat

Charting your own boat is one way to do it. But when you add up all the ‘mandatory extras’ you’re required to pay on top- check in and out fees, cleaning fees, skipper and first mate, mooring fees, diesel costs… The list goes on and it gets expensive. Sailing with Seascape Sailing makes more sense and is better value because we believe in a ‘no hidden costs’ price. It takes the stress out of planning your dream vacation in the BVIs, we handle all the organising. You just show up and relax!  
 
What’s included with us by default, and is add-on price elsewhere:
  • Experienced captain / local guide with good knowledge of the islands, best bays and snorkeling spots, best places to eat out. 
  • First mate
  • All soft drinks, provisioning for breakfast, lunches, and 2 evening meals
  • Complimentary welcome drinks happy hour, we’ll have cold beers and home made rum punch on board when you arrive
  • Paddle board and floating noodles
  • Snorkeling equipment 
  • All local cruising taxes, mooring fees, skipper fees, provisioning, diesel etc. 

Catamaran Fountaine Pajot Saba 50 – 2020

We love Fountaine Pajot catamarans because they do actually sail really well. And we’re always super keen to get the sails up and the engines off. We know this boat very well as we sailed it during the 2025-2026 season. The catamaran has 6 cabins for 2 people (all doubles with ensuite bathroom) and can accommodate up to 10 people divided over 5 cabins, the 6th cabin is accommodated by the skipper and first mate. View all technical specifications (pdf)

How to book

For share boat, please mention which cabin you would like to book (see boat layout photo below). Cabins 1, 4, and 5 are the largest and will usually sell out first. On the moment of booking, we ask for a deposit payment of 50% of the charter fee. The remaining 50% is due 90 days before departure. You can read our full terms & conditions and cancellation policy here.

Sample Itinerary

After breakfast we’ll be heading out to get an early start and tack up the Sir Francis Drake Channel to The Baths on the southern end of Virgin Gorda. You can spend the whole day exploring the tunnels, caves and crystal-clear pools. Enjoy a little lunch on board before heading back across the channel towards Marina Cay for the night.

We sail north to Saba Rock and Oil Nut Bay area both gorgeous stops for chilling and swimming, tonight we BBQ on board!

If the weather permits, today we sail to Anegada. In addition to the beautiful white beaches, you will fall in love with the Roseate Flamingos, rare rock iguanas, manmade conch islands and splendid plant species like sea lavender. The fantastic outer reef, Horseshoe Reef, is rich in marine life and perfect for snorkeling or diving and dotted with shipwrecks. Anegada is the most scenic water sports playground in the region, especially for kiteboarders and paddle boarders alike. And for Dinner…? Lobster of course!  
We sail southwest to the Dog islands, the great Dog famous for the amazing snorkeling. We have lunch there before casting off for our overnight stop at either the Scrub Islands or a mooring ball at Marina Cay. Dinner ashore somewhere or perhaps on the boat, we let you choose!
WeekDatesDestinationTypeAvailability
01January 6 – 13British Virgin IslandsPrivate charterFULL
02January 13 – 20British Virgin IslandsPrivate charter
04January 27 – February 3British Virgin IslandsPrivate charter
06February 3 – 10British Virgin IslandsPrivate charterFULL
07February 17 – 24British Virgin IslandsPrivate charterFULL
22June 4 – 10Greece, DodecanesePrivate charterFULL
23June 11 – 17Greece, DodecanesePrivate charterFULL
24June 18 – 24Greece, DodecanesePrivate charterFULL
25June 25 – July 1Greece, DodecanesePrivate charterFULL
27July 9 – 15Greece, DodecanesePrivate charterFULL
28July 16 – 22Greece, DodecanesePrivate charter
29July 23 – 29Greece, DodecanesePrivate charter
31August 6 – 12Greece, DodecanesePrivate charter
32August 13 – 19Greece, DodecanesePrivate charter
33August 20 – 26Greece, DodecanesePrivate charter
36September 10 – 16Greece, DodecanesePrivate charterFULL
37September 17 – 28Greece, Dodecanese, 12 daysPrivate charterFULL
40October 8 – 14Greece, DodecanesePrivate charter
41October 15 – 21Greece, DodecanesePrivate charter
As the sun rises, we’ll have an early start sailing west, Towards Jost Van Dyke, We’re stopping a for lunch and morning snorkel at Monkey Point, Guana Island. Monkey Point is another national park, with an abundance of marine life. Yellowtail snappers, bluestriped grunts and yellow jacks, along with turtles and tarpon call this home. After lunch we continue to Great Harbor on Jost Van Dyke, home to Foxy’s where they are well known for live music and barbecues on the weekends. With this in mind, it makes for a great stop for the night. if anyone is up for it, we’ll take the dinghy and head around the point into White Bay. Enjoy a ‘Painkiller’ at the Soggy Dollar Bar before heading back around to Great Harbor for dinner.
WeekDatesDestinationTypeAvailability
01January 6 – 13British Virgin IslandsPrivate charterFULL
02January 13 – 20British Virgin IslandsPrivate charter
04January 27 – February 3British Virgin IslandsPrivate charter
06February 3 – 10British Virgin IslandsPrivate charterFULL
07February 17 – 24British Virgin IslandsPrivate charterFULL
22June 4 – 10Greece, DodecanesePrivate charterFULL
23June 11 – 17Greece, DodecanesePrivate charterFULL
24June 18 – 24Greece, DodecanesePrivate charterFULL
25June 25 – July 1Greece, DodecanesePrivate charterFULL
27July 9 – 15Greece, DodecanesePrivate charterFULL
28July 16 – 22Greece, DodecanesePrivate charter
29July 23 – 29Greece, DodecanesePrivate charter
31August 6 – 12Greece, DodecanesePrivate charter
32August 13 – 19Greece, DodecanesePrivate charter
33August 20 – 26Greece, DodecanesePrivate charter
36September 10 – 16Greece, DodecanesePrivate charterFULL
37September 17 – 28Greece, Dodecanese, 12 daysPrivate charterFULL
40October 8 – 14Greece, DodecanesePrivate charter
41October 15 – 21Greece, DodecanesePrivate charter

We depart Great harbour and sail south to the Indians, this is also a really famous snorkeling spot, in fact one of the best in the BVI’s. We’ll hang out here for a few hours before heading to Norman Island, where the famous floating Willy T bar is.

We depart very early to be back in Nanny Cay Marina around 8:00 AM. Sadly it’s almost time to disembark. We say goodbye for now but not forever hopefully!

What our guests say about sailing the BVIs

EXCELLENT
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Based on 43 reviews
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Pauline Fagan profile picture
Pauline Fagan
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We had the most wonderful week with Paul and Anique on Artemis. They are fantastic hosts and shared their love of the Greek Islands with us . There was a great mix of experiences including quiet anchorage in remote bays and docking in small villages. Every day of our week was different and hugely enjoyable. The food prepared by Anique on board was fantastic and varied. All in all a five star plus experience that I would highly recommend.
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Enya Fagan profile picture
Enya Fagan
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We had a fantastic experience with Paul and Annique. From start to finish, they were welcoming and incredibly thoughtful hosts. They were attentive to our entire group’s needs and Annique cooked delicious food throughout our trip (which is an impressive feat for a kitchen on a sailboat!) The itinerary that Paul put together for us was amazing. Everything was tailored perfectly to include wonderful island visits that allowed us to experience the best of the North Dodecanese without any stress. Paul and Annique’s knowledge of the area brought us to beautiful locations and spectacular local tavernas for evening meals. One of the highlights of our trip was a night we spent anchored in a quiet bay, barbecuing on the boat and stargazing when it got dark. It was pure magic. Beyond their hospitality and organisation, Paul and Annique are simply wonderful people and it was a pleasure to sail with them. We couldn't recommend them more highly!
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Elin Bergseth profile picture
Elin Bergseth
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Super holiday and a great way to get away from everyday life. New people and beautiful places. Lots of time sailing and swimming. Paul and Anique were fantastic, friendly & professional, and made me feel safe throughout the trip. They also welcomed our input on the plans for the days. Highly recommended for experienced sailors and beginners.
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Robert Watts profile picture
Robert Watts
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Life doesn’t get much better than sailing through the Dodecanese islands with a very relaxed skipper and a mate who is a very good chef. I can understand why Paul and Anique get so much repeat business. In 50 years of sailing my week on Artimis has been one of the best. Fair winds.
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Dr. Thomas Alexander profile picture
Dr. Thomas Alexander
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Paul and Anique put together an amazing trip. Paul is wonderful at letting you sail to the limits of your capabilities and guide you when needed. As a novice I was pleasantly surprised at how much he let me do. Anique always made us feel at home and indulged us with all kinds of culinary treats. Everything was so laid back and relaxing. And the company overall cannot be beat.
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Sarah Hurn profile picture
Sarah Hurn
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An extremely enjoyable experience, Paul & Anique create a relaxed ‘hands on’ trip. The food was excellent. The stops en route were bespoke & fascinating. Swimming off the boat in secluded bays was memorable. Would definitely return.
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Maria Linden profile picture
Maria Linden
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Paul and Anique were absolutely wonderful! They catered to our every need as we sailed through the BVIs. Anique prepared delicious meals (breakfast and lunch) each day, making sure to meet everyone's dietary needs. Paul was not only a remarkable captain, but easy going and enjoyable to work with. We enjoyed sharing meals together and getting to know Paul and Anique on a personal level. Their knowledge and expertise made for smooth sailing! If you're looking for a fun getaway, lots of laughs, and much needed relaxation, don't miss the boat!
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A A profile picture
A A
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Had an absolutely wonderful sail cat trip with Anique and Paul in the BVIs! Anique made outstanding meals and introduced us to some wonderful recipes we will be making. And Paul's skills as a Captain are immediately apparent and he chose some great spots. They make it so you don't have to worry, or think, about a thing. And isn't that exactly what you want on a wondrous week in the BVIs? Highly recommend.
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Janet Lindstrom profile picture
Janet Lindstrom
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Captain Paul and Antique are the best! We had a wonderful week of sailing in the BVI! Paul and Antique are super hosts, always making sure all 10 of us had wonderful breakfast, lunch and snacks. Paul is an experienced sailor and we always felt comfortable and safe. We would strongly recommend sailing with Paul and Antique in the BVI or Greece!!
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Kristine Vier profile picture
Kristine Vier
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This is a review of the BVIs trip. The boat was very nice and spacious with a great flybridge to view the sunsets. Paul and Anique are great hosts who took care of details which made for a fun and stress free vacation. The breakfasts and lunches were perfect. Loved being able to sail to Anegada, the sail that day was a great treat.

What's included with SeaScape Sailing

We don’t do ‘hidden extra fees’. Excluded are transportation to and from the boat, onshore expenses like restaurant dinners, alcoholic drinks after the Happy Hour supply we provide you with (BYO!), and gratuity for the crew.