The Boston Harbor Islands
Anchor off Spectacle Island for a swim, or land at Georges Island and walk the Civil War ramparts of Fort Warren. Quiet beaches, hiking trails, and skyline views just minutes from the dock — the easiest great day on the water there is.
Boston Light
Run out to Little Brewster Island and the oldest lighthouse station in America, standing since 1716. It is the classic Boston Harbor photo and one of the best short cruises anywhere on the East Coast.
Dock & Dine Downtown
Cruise into the Seaport or the North End and tie up for dinner on the water. Arriving by boat to a waterfront table is the best seat in the city — and the shortest run on this list.
Cape Ann, Gloucester & Rockport
Point north for the day and trade the harbor for the rocky coast of Cape Ann. Lunch on the Gloucester waterfront, gunkhole into Rockport, and run home along one of New England's prettiest shorelines.
Provincetown for Lunch
The big-day run every boater dreams about. Cross Massachusetts Bay, tie up at the tip of the Cape, and spend the afternoon in P-town before heading home. With the T8's range and range-extending cabin, it is very much on the table.
The Sunset Cruise
No plan required. An easy evening loop of the inner harbor as the skyline lights up — the run our members reach for most. Bring a bottle, bring the family, and let the city put on its show.