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Yacht sailing holidays & skippered tours in the BVI

Yacht sailing holidays & skippered tours in the BVI

Enjoy a sailing holiday in a marine paradise! The British Virgin Virgin Islands (BVI), with their steady winds and beautiful waters waters will leave you with unforgettable memories. Embark for a great sailing adventure on a spacious and comfortable catamaran.

  • Sailing Holidays
  • Caribbean
  • BVI - British Virgin Islands

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 8 April - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    2.175€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 15 April - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    2.015€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 29 April - 7 nights
    BVI - British Virgin Islands Caribbean
    1 person interested
    in this holiday
    1.830€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 6 May - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.760€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 13 May - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.760€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 20 May - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.590€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 27 May - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.490€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 3 June - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.490€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 10 June - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.490€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 17 June - 7 nights
    BVI - British Virgin Islands Caribbean
    1 person interested
    in this holiday
    1.490€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 24 June - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.490€ Per person
  • PREMIUM 17 reviews
    confirmed

    TORTOLA Dream Premium - 8 days in catamaran ALL INCLUSIVE with hostess / cook

    from 1 July - 7 nights
    BVI - British Virgin Islands Caribbean
    Join in on this experience!
    1.735€ Per person
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Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

Reviews - Yacht sailing holidays & skippered tours in the BVI

5 reviews
20 / 10
Fabian M.

Fabian M.

review about 7 Days Sailing Cruise around St. Maarten and the BVI's incl. breakfast and lunch on board January 2021

10 / 10
First-class sailoring, first-class company, first-class sailing boat, first-class experience. Rob is an exceedingly competent skipper of a superb sailing yacht. On the human level, Rob and Jacky are absolutely delightful people who go out of their way to make you feel welcome and comfortable in every way. Cannot recommend more highly!
Eleonora M.

Eleonora M.

review about Yoga on a sailboat, surrounded by sailor's paradise: the BVI March 2016

10 / 10
The holiday spent on board in the company of Giovanni was truly a panacea for me and in every aspect, from the wonderful navigations both long and short with Giovanni always attentive to every detail regarding safety and feeling good on board, to the beauty of the places visited and to the tasty and above all healthy cuisine propitiated to me, always all by Giovanni who therefore in addition to being an expert skipper is also an excellent cook and a pleasant travel companion. I do not know what else to add to the three weeks spent in his company, a holiday so 'I can only recommend it to all those who love the infinite and wonderful facets of the king sea and everything that distinguishes it and makes it the most beautiful place on the planet! I hope to be able to repeat the experience next year in whatever ocean Giovanni sails! Thank you very much. Eleanor.
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6 reasons to choose the British Virgin Islands for your next catamaran cruise:

  • Explore unique harbours and bays, stroll along stunning beaches, explore the famous shipwrecks around the islands
  • Ideal for a sailing holiday with family or friends - with many catamaran holiday listings offering full boat booking options
  • Tan at Manchioneel Bay and enjoy anchoring along this palm-fringed beach to spend the night and enjoy its lively restaurants and bars
  • Sail aboard a spacious catamaran, which allows you to sail as comfortably as possible
  • Wonder at the wildlife across the BVI - see sea turtles, green iguanas and pelicans in Tortola, Anegada, and Virgin Gorda bays
  • Swim in the famous Baths of Virgin Gorda

The best places to visit on your next BVI cruise on a catamaran:

The British Virgin Islands in the Caribbean, form an archipelago of 50 islands of which only 16 are inhabited. It is an ideal destination to explore on a catamaran cruise to access still deserted and pristine paradises. There is no shortage of underwater life with dive spots spread throughout the archipelago. If you dream of crystal clear waters, white sandy beaches and a 'cool' atmosphere, the Virgin Islands are the next destination on your list.

Anegada: the island of natural wonders

The volcanic archipelago of the British Virgin Islands is home to some of the most beautiful beaches, each with its own unique charm and qualities. Virgin Gorda is particularly honoured with stunning beaches including the Baths, Prickly Pear, Spring Bay, and Savannah Bay - some describe Virgin Gorda's beaches as the most beautiful and pristine in the world. Other breathtaking beaches on the islands include Josiah's Bay, Smuggler's Cove and Long Bay Beach on Tortola, Cow Wreck Beach and Loblolly Beach on Anegada, and White Bay on Jost Van Dyke. Throughout the waters of the BVI, the waters are crystal clear and the coastlines are dotted with sea caves and unique wildlife viewing opportunities.

Tortola: the heart of the archipelago

The capital island of the BVI, Tortola, is also the yachting capital of the Caribbean. Its white sandy beaches, lush landscapes and charming harbours are features that represent the BVI to the world. Tortola has a variety of water sports and fishing facilities, and is also the hub of BVI museums and cultural heritage, including the 1780 Lower Estate Sugar Works Museum, Fort Burt, and the J.R. O'Neal Botanic Gardens.

Anegada: the island of natural wonders

Anegada Island has to be earned: 300 shipwrecks are held in the sharpened talons of its reefs. Anegada is the only coral island in the archipelago's volcanic chain - the coral reefs that surround the island, as well as the wild beaches and natural springs are the special features that characterise this island. For travellers looking to discover and experience the local wildlife of the BVI, Anegada is a must-visit. From turpentines and rare orchids to rock iguanas, whitefish and parrot fish, the island is full of wildlife experiences. It is said to have the tastiest lobsters in the world!

Virgin Gorda: beautiful beaches and a distinctive culture

More mountainous, Virgin Gorda Island has the archipelago's greatest curiosity: The Baths. A chaos of large granite boulders forming a labyrinth of caves, natural pools and intimate coves. Virgin Gorda Island attracts visitors from around the world for its special anchorages and beautiful coves. Protected national parks around the islands ensure the preservation of its great natural beauty. Many of the BVI's most popular beaches are located on Virgin Gorda and Gorda Peak, the island's highest peak, offers stunning panoramic views. The island has a unique blend of culture, with influences from African, Indian, and Spanish origins.

Everything you need to know about your next BVI cruise on a catamaran:

  • The climate in the BVI is pleasant all year round and the best time to go catamaran sailing in the BVI is between October and March, during the dry season. The weather is particularly pleasant with warm temperatures, little chance of rain and moderate winds every day. It is quite possible to travel there until July, although the weather may be wetter. As with other destinations in the Caribbean, we do not recommend going in August and September, which are prone to hurricanes in the region.
  • It's entirely possible to make this dream trip come true for a budget of €1600 all-inclusive. All you need to do is find the right cruising opportunity on Sailsquare and book your flight tickets in advance. The sailboat rental with skipper in the Virgin Islands is achieved from 940€ per person per week (count 1500€ on a luxury catamaran with hostess). To this budget, it is necessary to add between 400 and 800€ for the flight to Saint Martin or Tortola and then a contribution to the ship's till (food, fuel, marina fees) of 150-200€ per person. So we are far from a destination reserved only for the wealthy. This paradise is becoming more and more accessible while keeping its authenticity and tourist levels always low.
  • There are several opportunities to reach the British Virgin Islands. It all depends on the port of departure of your next catamaran cruise. The first solution is to arrive at Saint Martin airport (SXM - 9h flight) which is well served with direct low-cost flights from Paris from 400€ all year round. Several airlines operate this route. You will then embark on the island of St Martin and sail to the British Virgin Islands. This is a unique opportunity to make a magnificent round trip under the starry Caribbean sky.
    The second solution, which mainly concerns those who have hired a full catamaran with skipper in the British Virgin Islands, is to land at Tortola airport (EIS) after making a stopover in Saint Martin (SXM).

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