33 Items
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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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Available
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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2 Places Available
Tuesday 18th March 2025 - Friday 28th March 2025 -
Experience: Low to some
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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 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.
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2 Places Available
April 04 - May 09 2025 -
Experience: Low to some
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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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Join Waitlist
Friday 04th April 2025 - Friday 09th May 2025 -
Experience: Low to some
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Region: Caribbean & The Americas
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Offshore
Sail the Atlantic in the ARC
31 Days from £5,999
Sail across the Atlantic Ocean with Rubicon 3 in the Atlantic Rally for Cruisers (ARC), a 2800-mile voyage from the Canary Islands to the Caribbean. Four weeks full of adventure, training, exhilarating sailing and memories of a lifetime.
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Available
Wednesday 19th November 2025 - Friday 19th December 2025 -
Experience: Low to some
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Region: Caribbean & The Americas
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Coastal
The Windwards Islands: Exploring the Grenadines
12 Days from £2,499
Embark on an unforgettable adventure sailing vacation through the Windward Islands, where each island offers its unique paradise.
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Available
Tuesday 23rd December 2025 - Saturday 3rd January 2026 -
Experience: None
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Region: Caribbean & The Americas
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