Adventure Sailing in the Caribbean & Americas

Celebrate Christmas and New Year sailing the Grenadines. Join a hands-on adventure from St Lucia, exploring Bequia, Canouan, the Tobago Cays, Union Island and more. Swim with turtles, wander colourful island markets, and anchor beneath leaning coconut palms. Spend Christmas in tropical calm, then ring in the New Year anchored beneath Caribbean stars. No experience needed. Solo travellers welcome. A unique way to escape winter and welcome the New Year on warm trade winds and open sea.

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.

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.

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.

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.

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.

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.

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.

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.

Celebrate Christmas and New Year sailing the Grenadines. Join a hands-on adventure from St Lucia, exploring Bequia, Canouan, the Tobago Cays, Union Island and more. Swim with turtles, wander colourful island markets, and anchor beneath leaning coconut palms. Spend Christmas in tropical calm, then ring in the New Year anchored beneath Caribbean stars. No experience needed. Solo travellers welcome. A unique way to escape winter and welcome the New Year on warm trade winds and open sea.

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.

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.

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.

Join this exhilarating, week-long regatta, mixing none-too-serious but competitive yacht racing with wonderful Caribbean culture and events ashore.

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.

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.

Sail from Newfoundland’s wild north coast to Greenland’s ice-clad fjords on this 18-day high-latitude sailing adventure. Exploring Newfoundland’s Labrador coast, we aim for Iceberg Alley where vast blue-white giants drift silently past and humpback whales breach close alongside. We then navigate the 400-mile offshore passage of the iceberg-strewn Labrador Sea, before we make landfall on Greenland’s raw and beautiful west coast, sailing and exploring a world of soaring granite cliffs, glaciers, and remote settlements.

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.