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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.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Yacht sailing holidays & skippered tours in the BVI

8 reviews

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BVI TORTOLA Dream Premium - 8 Days Catamaran ALL INCLUSIVE with Hostess/Cook

04/12/2025

Carla P.

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Italy

Great skipper and great service on board with excellent food
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BVI TORTOLA Dream Premium - 8 Days Catamaran ALL INCLUSIVE with Hostess/Cook

03/18/2025

Patricia A. Mcmahon s.

Wonderful trip. I just wish we saw more of the islands we snorkel by.
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BVI TORTOLA Dream Premium - 8 Days Catamaran ALL INCLUSIVE with Hostess/Cook

02/24/2025

Stefania T.

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Italy

Other experiences with you have been made with newer and more comfortable boats. I suggest adapting all the boats so as to justify the fairly high cost of the cruise.
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7 Days Sailing Cruise around St. Maarten and the BVI's incl. breakfast and lunch on board

04/18/2022

Frederic L.

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France

Jackie and Rob are absolutely lovely hosts, who welcomed us with kindness and attention. The week spent with them was in all respects successful, we adapted the program of visits (tour of St Martin, St Barth, St Eustache) on a beautiful boat, practical and perfectly maintained. We can only recommend this cruise and warmly thank Jackie and Rob for their welcome.

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Guides & tips


British Virgin Islands

Crystal-clear waters, rich seabed, lush vegetation and expanses of white sand are the main features of this paradise, which is a must-visit aboard a sailboat!
Guide to the BVI's by catamaran

Caribbean

From Cuba to the Grenadines, via the fascinating Bahamas and the green Antilles: Martinique, Dominica and Guadeloupe. Either way, a dream trip to tropical islands.
Guide to the Caribbean by catamaran

When to go in the Caribbean

What are the best times to go to the Caribbean? What climate will I find?
Caribbean weather and climate guide

BVI - British Virgin Islands: the best travel ideas

Other travel ideas

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