Chase the Sun: Ultimate Winter Sailing Adventures Await
Escape the chill for some warmth and adventure with our Winter Sun Adventure Sailing Holidays. Designed for those who need some sun, sailing, and fun during the colder months, we have a superb selection of offshore and coastal Caribbean sailing trips, as well as captivating voyages through Europe’s sunniest spots, including Spain, Portugal, the Canaries, and Morocco. Whether you’re navigating the turquoise waters of the Caribbean, exploring the rich cultures and coastlines of Southern Europe, or setting sail across the Atlantic for a blend of both worlds, our winter sun adventures provide the perfect getaway from the winter blues.
12 Items
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Coastal
1 Week Sailing Vacation in the Bahamas
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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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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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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Offshore
Offshore Sailing from the Bahamas to New York City
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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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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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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Offshore
Sail the Atlantic: New York - Newfoundland - UK
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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Offshore
South to the trade winds: celestial navigation voyage to the Canaries
14 Days from £2,699
Learn to use celestial navigation on a spectacular offshore passage from Spain's Atlantic coast to the Canaries. Starting with a to day theory course, you sail 1000 miles south without using GPS!
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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.
