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.
15 Items
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Offshore
Adventure 1000: Sail Bahamas to New York City
13 Days from £2,399
Sail 1,000 nautical miles from the Bahamas to New York City, mastering offshore skills with expert training. Experience breathtaking ocean vistas and a magical arrival into New York Harbor past the Statue of Liberty.
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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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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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Offshore
Caribbean Offshore 1000: St Lucia - Grenada - Dominican Republic
12 Days from £2,399
Spectacular offshore and coastal sailing in the warm Caribbean trade winds from St Lucia to the Dominican Republic, where humpback whales gather in their stunning breeding grounds - an unforgettable sailing adventure
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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 Passage: Atlantic Spain to the Canaries
12 Days from £2,199
A wonderful offshore passage in the warm lower latitudes, sailing from Spain's Atlantic coast to the Canary Islands and warm Atlantic trade winds
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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.
