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Sail from the heart of New York City to the wild, sparsely populated coast of Newfoundland on a serious adventure through some of North America’s most historic and dramatic waters. This eighteen-day expedition takes you past Manhattan’s skyline, through New England’s sailing heartlands, and then steadily north into ever more remote water. From here we explore the exposed eastern coast of Nova Scotia, with places such as Lunenburg, Liverpool and the granite headlands of Shelburne, before pushing on to the rugged south coast of Newfoundland. Deep fjords, isolated fishing communities and a coastline shaped entirely by weather and sea make this a distinctive and rewarding route. With varied conditions, an open water passage and landfalls rooted in centuries of seafaring, this voyage offers a rare mix of challenge, history and genuine bluewater experience.
What this voyage is really about
This is proper remote, adventure sailing. From the outset you are part of the crew: helming, standing watch, navigating, trimming sails and managing the boat as we move from busy waterways into genuinely isolated waters. Expect changing weather, night sailing, some longe stretches offshore, and landfalls that feel a world away from the mainland. Quiet anchorages, working fishing towns and scattered communities are all part of the route. Life on board is active and supportive. Everyone contributes. The skipper and mate will work with you throughout, making sure you’re fully involved, building skills and confidence as the passage unfolds.
Why this route stands out
Few routes offer this mix of major city departure, classic New England waters, and a spectacular offshore leg between Nova Scotia and Newfoundland. Newport, Nantucket and Martha’s Vineyard sit alongside multi-day passages across open ocean. Nova Scotia and Newfoundland provide some of the most isolated and striking coastlines in North America, many of them accessible only by sea. It is a route shaped by tides, history and weather, and every season plays out differently. For sailors wanting real adventure, this is up there with very best we offer.
Who this trip suits
You do not need previous offshore or high latitude experience, but you do need to be ready to throw yourself into it. This route mixes day sailing with remote offshore passages, night watches and several days at sea. If you want a fixed plan and predictable stops, this is not the right trip. If you want to gain real competence, feel the extraordinary change from Manhatten to Newfoundland as you head north, and complete a serious adventure under sail, this route is exactly the right challenge..
What to do next
Check the Dates and Prices section for availability, joining details and travel information. You can reserve your place there or schedule a chat if you’d like to talk through the passage and what to expect.
