Liberty Fleet of Tall Ships

Boston Harbor Sailing Cruises

Thank you for a great sailing season, Boston!

Boston Harbor Sailing

Please check back soon for our 2019 Boston Season Schedule!

About Liberty Fleet

The Liberty Fleet is Boston’s only fleet of tall ships; we have been sailing Boston Harbor since 1993 and would love to bring you on board one of our classic schooners! While sailing Boston on a tall ship harbor cruise, you’ll be welcome to help hoist the sails, take the helm, enjoy a drink or snack from the ship’s bar, or just relax and take in the sights and sounds of Boston Harbor.  We sail with the best wind for the day, and may find ourselves visiting Charlestown and the historic North End, or sailing out to view Fort Independence and the spectacular Boston Harbor Islands.

5-Star Reviews from TripAdvisor

Wonderful Ride

It was just wonderful. My husband got to help raise the two large sails. I really enjoyed that we actually sailed around the harbor. The engine was only used for leaving and returning to the wharf. The crew was awesome. – Eira M.

Fantastic Gift

My husband and I were gifted a harbor cruise by our daughter and it was fabulous! It was a beautiful day on the water and the crew was so much fun! A must do if you are in Boston! Thank you to the crew! – Terry S.

Boston “To Do”

The crew was very professional. They were very polite. It was as advertised, sail around the Boston harbor at sunset. The sun setting behind the skyline is awesome! I would have to say that I would definitely encourage anyone visiting Boston to add this to their “TO DO” list. – Ernest C.