This is where American yachting began. Newport held the America’s Cup for fifty-three years, and the whaling money that built Nantucket and New Bedford came out of the same water.
The islands lie close together and the passages are short, but the sailing is real ’ fog, a four-knot tide through Woods Hole, and a southwesterly that fills in every afternoon like a timetable. In between: cobbled streets, grey shingle, lighthouses, and lobster landed that morning.
Every route we shape is a starting point, not a fixed schedule. Stay a second day where the light is right, move with the weather, or follow a captain who knows the cove worth the detour. That freedom is the point of chartering. What follows is one considered way to read New England; the rest we tailor to you.