Boston Sailing

Adirondack III

Inspired by the pilot schooners of the 1890’s, Classic Harbor Line’s Adirondack III is 80-ft in length, features teak decks, mahogany-trimmings, complete with 2 bathrooms, and just under 2,000 square feet of canvas to escort you through Boston’s historic harbor!

Though it is a light and lively sailing vessel, it is also quite comfortable, with ample deck space and seating for up to 41. It was designed and built by Scarano Boat Building of Albany, NY for taking groups of people on spectacular sightseeing adventures.

Sailing in this schooner is a delight. She moves through the water efficiently and beautifully; we take great pride in sharing her with you.

The Adirondack III is operated by Coast Guard-certified captains and an extremely friendly and talented crew.

Our crew is known for their amazing hospitality, and are professionally trained and experienced in sailing our vessels well and safely. Do not hesitate to ask our crew about the boat or any of the Boston sites.

Liberty Clipper

We'll point the ship into the wind and then hoist the sails - grab the line and help us HAUL AWAY to raise the mainsail, foresail, and jib!

You'll get to experience a little of what it is like to sail a traditional schooner with everything operated by hand. An experienced captain and crew will tend the sails while you enjoy beautiful views of Boston Harbor.

Depending on the direction of the wind, we might sail toward the outer harbor and you'll get a look at Fort Independence, watch planes taking off or landing right over our masts from Logan International Airport, and view the Boston Harbor Islands.

Or we might head over by East Boston, visit the Charlestown Navy Yard - home to the USS Constitution, and glimpse the white steeple of Old North Church in one of Boston's oldest neighborhoods, the North End.