Friday, May 12, 2023 9:00a -
Sunday, Oct 01, 2023 5:00p

Liberty Fleet Sailing
67 Long Wharf
Boston, MA

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Date Idea, Good for Groups, Meetup, Seasonal

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Check Out Our Tall Ship Cruises!

If you’re planning on sailing in Boston Harbor, be sure you’re booking with Liberty Fleet! Massachusetts’ favorite sailing ship operator, we’re sure to impress! Try one of our daytime Boston Harbor sailing tours, or try a sunset sail! Care to sample some rum on the high seas? Perhaps the after-hours Cocktails, Rum, &. City Lights Harbor Sail is for you. Whatever you’re looking for on your seafaring adventure, Liberty Fleet is the way to go!

We offer two tall ships for our Boston sailing cruises– The Liberty Star and Liberty Clipper. The Liberty Star is our smaller vessel at 67 feet, which is perfect for smaller groups; And our Liberty Clipper which is our larger vessel at 125 feet, making it ideal for large group outings. You can read more about each of our tall ships on our fleet page.

Boston Harbor Day Sailing Cruises

Boston Harbor Day Sailing Cruises – Join the Liberty Star when she sets sail Tuesday through Sunday at 12:30pm and 2:30pm. The Liberty Clipper begins her season on 6/15/2023. Evening sails also available – look for Sunset Cruises.

Boston Harbor Sunset Cruise on a Tall Ship

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! Our flagship, the 125′ schooner Liberty Clipper, cruises daily from 6-8pm and has a capacity of up to 90 passengers on deck. Her sister ship, the smaller Liberty Star schooner, has deck space for up to 35 passengers and sails from 6:30-8pm.

"A Sail Through Time" with Boston By Foot (Beginning in June)

Sail aboard our tall ship the Liberty Star on the first & third Sunday of the summer months, 12:00pm-2pm. Bring your favorite takeout and make it a picnic while you …. sail through time.

Cocktails, Rum, & City Lights Cruise (21+) (Beginning in Mid-June)

Join the Liberty Clipper on Saturday evenings for our after-hours Harbor Cruise! Enjoy the sparkling lights of the Boston skyline while listening to the shanties of old on board our flagship schooner. If you feel like it, help the crew haul up the sails to a sea shanty and experience the sounds of times gone by as you sail on our grand tall ship. Or just enjoy your drink and relax.

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05/12/2023 09:00:00 10/01/2023 17:00:00 America/New_York Sailing with Liberty Fleet <p><strong>Check Out Our Tall Ship Cruises!</strong></p><p><br></p><p>If you’re planning on sailing in Boston Harbor, be sure you’re booking with Liberty Fleet! Massachusetts’ favorite sailing ship... Liberty Fleet Sailing, Boston, MA false MM/DD/YYYY

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