Adventure Sailing Holidays

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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Tuesday 4th March 2025 - Thursday 13th March 2025
Experience: None
Region: Caribbean & The Americas

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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.

Available
March 18-28 2025
Experience: None

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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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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.

Available
Tuesday 18th March 2025 - Friday 28th March 2025
Experience: Low to some
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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March 25-30 2025
Experience: None

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Offshore

Sail the Atlantic: USA - Bermuda - Azores - Scotland

36 Days from £5,199

Sail across the Atlantic Ocean on this extraordinary route from the Florida Keys, USA to the west coast of Scotland, via Bermuda and the Azores.

Available
April 04 - May 09 2025
Experience: Low to some
Region: Caribbean & The Americas

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Offshore

Sail Across the Atlantic Using Celestial Navigation

36 Days from £5,599

Once-in-a-lifetime Atlantic sailing adventure from the Caribbean to the United Kingdom, navigated by celestial navigation rather than GPS. Learn ancient techniques, sail the open ocean, and reconnect with nature on this unique adventure.

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Friday 04th April 2025 - Friday 09th May 2025
Experience: Low to some
Region: Caribbean & The Americas

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Masterclass

England-Scotland: Passage Making Masterclass

12 Days from £2,199

Join an intensive sailing course from England to Scotland, focusing on more advanced navigation, seamanship, and handling challenging offshore conditions.

Available
June 09-20 2025
Experience: Day Skipper +
Region: UK & Ireland