17 Items
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Offshore
Caribbean Offshore 1000: Antigua to Jamaica
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 to Dominican Republic
12 Days from £2,399
Sail from St Lucia to the Dominican Republic on a 650nm trade-wind passage that blends fast, downwind offshore sailing with the chance to witness one of the world’s greatest wildlife spectacles. This route passes through the peak migration grounds of the North Atlantic humpback whale, with incredible opportunities to see them in their breeding waters. Along the way, explore the charm of St Lucia and Martinique, then island-hop past Dominica, Guadeloupe, and St Kitts.
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Offshore
Chasing the Gulf Stream: Bahamas to New York City
13 Days from £2,399
Sail 1,000 miles from the Bahamas to New York City on an unforgettable offshore passage. Spend your first days exploring and training in the Bahamas before turning north for open-ocean sailing at its finest. Your route takes you past the US East Coast, with possible stops in historic Charleston, South Carolina, or Norfolk, Virginia. Make landfall in Manhattan, sailing past the Statue of Liberty, one of the most iconic arrivals in the sailing world.
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Coastal
Cuba Explorer
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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Offshore
From Mangroves to Atolls: Dominican Republic to the Bahamas
12 Days from £2,399
From sheltered mangrove bays to remote atolls rising out of thousands of feet of ocean, this voyage from the Dominican Republic to the Bahamas is a mix of island exploration, Caribbean navigation, and passage making. Possible stops en route include flamingo-filled lagoons, coral walls alive with colour, and beaches where yours are the only footprints. One or two nights will also be spent sailing through the dark under the stars on an unforgettable overnight passage.
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Offshore
Frontier Voyage: New York to Newfoundland
17 Days from £3,999
Sail from the skyscrapers of New York to the wild cliffs of Newfoundland on a high-latitude adventure like no other. Depart past the Statue of Liberty, explore New England icons like Newport and Nantucket, then head out into the North Atlantic to Nova Scotia, Saint Pierre, and remote Newfoundland fjords. Expect whales, dolphins, seabirds, and soaring cliffs as you hone offshore skills and share in the thrill of true bluewater sailing. This is adventure sailing at its finest.
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Coastal
Galleons & Treasure: Jamaica to Cuba
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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Coastal
Grenada Sailing Week
10 Days from £2,199
Grenada Sailing Week is racing without the bluster. Set deep in the southern Caribbean, between the islands of Grenada and Carriacou, it’s low-pressure, high-fun sailing at its best. Expect white sand beaches, jungle-covered hills, turquoise water, and a welcoming crowd. Each day ends with a party or beach BBQ, and the atmosphere is pure Caribbean charm. This is one of our most loved events—and easily the friendliest regatta out there.
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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 £5,999
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 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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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
Sail the Atlantic: USA - Bermuda - Azores - Scotland
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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Coastal
St Maarten Regatta
Up to 11 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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Coastal
The Leewards: Emerald Islands Of The Caribbean
10 Days from £2,299
Sail through the Leeward Islands and explore the best of the Caribbean. Begin in St Lucia, anchoring beneath its towering volcanic peaks. In Martinique, soak up the island’s unique blend of French sophistication and Caribbean soul. Head to Dominica to paddle the winding Indian River and hike into thick rainforest. Sail on to Guadeloupe, with its mix of blissful anchorages, white sand beaches, and sleepy offshore islands. Conclude your journey in the sailing mecca of Antigua.
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Coastal
The Mystery Islands of the Caribbean
10 Days from £2,399
Sail to places most travellers never see: Montserrat, Saba, Statia, Nevis, and Barbuda. Raw, beautiful islands, rich in history, character, and natural wonder. Volcanoes rise from the sea, pink-sand beaches stretch on with barely a footprint, and quiet anchorages offer solitude in these islands that most tourists never reach. From the buried city of Plymouth to the cloud forests of Saba and the wild shores of Barbuda, every island has its own story.
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Coastal
The Windwards Islands: Exploring the Grenadines
10 Days from £2,399
Sail the Windward Islands on a hands-on Caribbean sailing adventure. Starting in St Lucia, we island-hop south through the Grenadines, navigating crystal-clear waters, coral reefs, and secluded anchorages. Explore Bequia’s boatbuilding heritage, snorkel with turtles in the Tobago Cays, wander Union Island’s colourful markets, and anchor beneath leaning coconut palms in Salt Whistle Bay. Short distances and plenty of time ashore mean a new destination to explore each day, combining relaxed sailing with real discovery.
