The Tall Ship
The Tall Ship is seasonal; the 2026 public season is scheduled through about September 30. The Tall Ship is exactly that: a 245-foot vessel moored at Pier One in East Boston, with an oyster bar and three mahogany bars aboard. You get the skyline across the water without signing up for a harbor cruise. The visit extends onto the pier, where food trucks, pop-ups and live entertainment give groups room to spend an afternoon or evening together. Waterfront lounges can be reserved for parties of eight or more. Check the events calendar before heading over, since the programming ranges from live music to fitness classes and themed nights. A boat shuttle is another way to arrive, but its service depends on the weather.

