The #1 Rated Sailing Adventures
Come and join an adventure sailing holiday like no other. We run coastal adventure holidays in the Caribbean to full expeditions up to Svalbard in the polar north and ocean passages across the Atlantic. We also run more intensive skills builders on routes such as the Bay of Biscay. Whether you are a complete novice or a more seasoned sailor, and whether you are joining us solo or as part of a group, you can come and be a part of one of these incredible adventures.
88 Items
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Coastal
Grenada Sailing Week
9 Days from £1,999
Join this exhilarating, week-long regatta, mixing none-too-serious but competitive yacht racing with wonderful Caribbean culture and events ashore.
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Join Waitlist
Friday 24th January 2025 - Saturday 1st February 2025 -
Experience: None -
Region: Caribbean & The Americas
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Coastal
The Leewards: Emerald Islands Of The Caribbean
10 Days from £2,199
You can anchor under the insta-famous Piton of St Lucia, enjoy the fusion of French and Caribbean culture in Martinique, explore the Indian river and jungles of Dominica, wander the magical beaches and islands of Guadeloupe and enjoy all the energy and beauty that comes with Antigua.
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1 Place Available
Tuesday 04th February 2025 - Thursday 13th February 2025 -
Experience: None
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Region: Caribbean & The Americas
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Offshore
Caribbean Offshore 1000: Antigua to Jamaica
11 Days from £2,399
Embark on a truly exhilarating offshore sailing passage across the Caribbean, with 1000 miles of adventure sailing across the Caribbean Sea from Antigua to Jamaica
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Join Waitlist
Tuesday 18th February 2025 - Friday 28th February 2025 -
Experience: Low to some
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Region: Caribbean & The Americas
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Offshore
RORC Caribbean 600
10 Days from £2,499
Race in the RORC Caribbean 600: Six hundred miles of exhilarating offshore racing, weaving through Caribbean islands.
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Join Waitlist
Thursday 20th February 2025 - Saturday 1st March 2025 -
Experience: Low to some
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Region: Caribbean & The Americas
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Coastal
St Maarten Regatta
10 Days from £2,499
Join this exhilarating, week-long regatta, mixing none-too-serious but competitive yacht racing with wonderful Caribbean culture and events ashore.
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Join Waitlist
Tuesday 4th March 2025 - Thursday 13th March 2025 -
Experience: None
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Region: Caribbean & The Americas
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Coastal
Galleons & Treasure: Jamaica to Cuba
11 Days from £2,499
True off the beaten track sailing adventure, as we sail from the north coast of Jamaica to Cuba and explore its magical south western coast
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Join Waitlist
Tuesday 4th March 2025 - Friday 14th March 2025 -
Experience: Low to some
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Region: Caribbean & The Americas
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Coastal
The Mystery Islands of the Caribbean
11 Days from £2,199
Explore the unspoiled Caribbean on this sailing adventure to islands few sailors ever reach. Experience raw, off-the-beaten-track sailing as the Caribbean once was: untouched, adventurous, and unforgettable.
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Join Waitlist
March 18-28 2025 -
Experience: None
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Region: Caribbean & The Americas
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Antigua 5 day Explorer
6 Days from £999
Experience paradise with a 5 day Antigua sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover this paradise island. 5 days of tropical bliss and unforgettable sailing.
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Join Waitlist
March 18-23 2025 -
Experience: None
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Coastal
Cuba Explorer
11 Days from £2,499
Adventure sailing in Cuba, with an intoxicating passage from Cienfuegos to Havana. Islands, culture, wildlife and history combined with warm, trade wind sailing.
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Join Waitlist
Tuesday 18th March 2025 - Friday 28th March 2025 -
Experience: Low to some
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Region: Caribbean & The Americas
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