Sail, Explore and Soak Up the Sun on Idyllic Islands
Sailing in the Caribbean offers a world of adventure across its many islands, from the Windward Islands of Antigua, Dominica, and Guadeloupe to the spice-scented air of the Grenadines.
The Caribbean Sea, with its reliable and warm trade winds, crystal clear waters, and sheltered anchorages, is a sailor’s paradise. It is ideal for novice sailors eager to improve their sailing skills and explore the serene beauty of magical locations such as Dominica or the Tobago Cays. It is also loved by more experienced sailors for its great wind, wide variety, and endless opportunities to explore.
20 Items
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Offshore
Caribbean Offshore 1000: Antigua to the Bahamas
12 Days from £2,399
Embark on a truly exhilarating offshore sailing passage across the Caribbean, with 1000 miles of adventure sailing from Antigua to the Bahamas with coastal cruising included
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Available
Monday 15th April 2024 - Friday 26th April 2024 -
Experience: Low to some -
Region: Caribbean & The Americas
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Offshore
Sail Across the Atlantic Using Celestial Navigation
34 Days from £5,499
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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1 Place Available
Monday 29th April 2024 - Saturday 1st June 2024 -
Experience: Low to some
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Region: Caribbean & The Americas
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Coastal
1 Week Sailing Vacation in the Bahamas
6 Days from £1,199
Experience paradise with a week-long Bahamas sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover paradise islands. 1 week of tropical bliss and unforgettable sailing.
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2 Places Available
Monday 29th April 2024 - Saturday 4th May 2024 -
Experience: None
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Region: Caribbean & The Americas
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Coastal
1 Week Sailing Vacation in the Bahamas
6 Days from £1,199
Experience paradise with a week-long Bahamas sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover paradise islands. 1 week of tropical bliss and unforgettable sailing.
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Available
Monday 6th May 2024 - Saturday 11th May 2024 -
Experience: None
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Region: Caribbean & The Americas
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Sale
Offshore
Offshore Sailing from the Bahamas to New York City
17 Days from Original price was: £2,899.£1,599Current price is: £1,599.
Crew on an epic voyage from the Bahamas to New York City, USA, a 950-nautical-mile offshore adventure. Witness stunning sunrises, try celestial navigation, and immerse yourself in the thrill of offshore sailing.
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1 Place Available
Monday 20th May 2024 - Wednesday 5th June 2024 -
Experience: Low to some
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Region: Caribbean & The Americas
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Offshore
Sail the Atlantic: New York - Newfoundland - UK
42 Days from £5,499
The ultimate Atlantic sailing adventure, starting in New York City and sailing north Nova Scotia and on to Newfoundland, before crossing the Atlantic Ocean and arriving into the beautiful west coast of Scotland.
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Available
Monday 15th June 2024 - Friday 26th July 2024 -
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 2200-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 20th November 2024 - Friday 20th December 2024 -
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 £2,699
Embark on an unforgettable adventure sailing vacation through the Windward Islands, where each island offers its unique paradise.
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Available
Monday 23rd December 2024 - Friday 3rd January 2025 -
Experience: None
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Region: Caribbean & The Americas
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Coastal
The Windwards Islands: Exploring the Grenadines
10 Days from £2,699
Embark on an unforgettable adventure sailing vacation through the Windward Islands, where each island offers its unique paradise.
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Available
Tuesday 07th January 2025 - Thursday 16th January 2025 -
Experience: None
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Region: Caribbean & The Americas
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