All Boston Harbor Cruises | Liberty Fleet of Tall Ships

If you’re 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 Rum Tasting Harbor Sail is for you. Whatever you’re looking for on your seafaring adventure, Liberty Fleet is the way to go!

Sailing daily at 12pm & 3pm
SPECIAL EVENT: Narrated Harbor Cruise with Boston By Foot 8/9 • "A Sail Through Time"

From $38

2 Hours
Summer

Boston Harbor Sailing Cruises

Come aboard for a day sail in Boston on one of our classic schooners! Sailing is a great, family-friendly way to see Boston from a new viewpoint.

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Cool Breezes & Cool Drinks

From $43

2 Hours
Summer

Boston Sunset Harbor 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 schooner!

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Group Discount Available for Groups of 4!

From $35

2 Hours
Summer

Rum Tasting Tall Ship Harbor Cruise – This Saturday 21+

Join the Liberty Clipper on Saturday evenings for our after-hours Rum Tasting Tall Ship Cruise. NEW PRICE & GROUP DISCOUNT FOR PARTIES OF 4!

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Learn about Boston's HIstory from a unique perspective

From $38

2 Hours
Summer

Narrated Harbor Sailing Cruise with Boston By Foot

“A SAIL THROUGH TIME” Learn about Boston’s history while aboard a classic schooner. The cruise follows the paths of ships like the Flying Cloud, Astrea, and Columbia, exploring how their voyages shaped Boston and helped…

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