Adventure Sailing in the Caribbean & Americas

Sail and explore one of the most magical stretches of the Caribbean, from the quiet beauty of Mustique to bright reefs and swimming with turtles in the Tobago Cays. The Grenadines are steep, jungle clad islands with white sand beaches, coral filled bays, and small communities shaped by the sea. With warm trade winds guaranteeing great sailing, and short passages between islands and anchorages, this is magical Caribbean sailing and exploration through a chain of islands regarded as one of the great cruising grounds in the world.

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.

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 and explore one of the most magical stretches of the Caribbean, from the quiet beauty of Mustique to bright reefs and swimming with turtles in the Tobago Cays. The Grenadines are steep, jungle clad islands with white sand beaches, coral filled bays, and small communities shaped by the sea. With warm trade winds guaranteeing great sailing, and short passages between islands and anchorages, this is magical Caribbean sailing and exploration through a chain of islands regarded as one of the great cruising grounds in the world.

Sail the wild spine of the southern Leeward Islands, travelling between the volcanic peaks of Martinique, the deep rainforest valleys of Dominica and the volcanic ridges and rainforest bays of Guadeloupe. This is hands on adventure sailing with steady trade winds, exhilarating passages between the islands and anchorages far from busy tourist routes. You will helm, navigate and explore ashore each day, entering secluded bays and hidden corners of these islands that can only be approached from the sea.

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.

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

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.