Liberty Fleet of Tall Ships

Boston Harbor Sailing Cruises

Choose My Cruise

Check out our Tall Ship Cruises

Day Sailing

1.5 - 2 Hours

Enjoy a Boston Sail Aboard One of Our Classic Schooners!

: 1.5-2 Hours

: Morning, Afternoon

Day Sailing

Enjoy a Boston Sail Aboard One of Our Classic Schooners!

Learn More »

: 1.5-2 Hours

: Morning, Afternoon

Available July 1st See you soon! Max. capacity is 50% for your safety and pleasure.

Boston Sunset Cruise

1.5 - 2 Hours

Experience a Boston Sunset Sail on a Tall Ship!

: 1.5-2 Hours

: Evening

: Sunset

Boston Sunset Cruise

Experience a Boston Sunset Sail on a Tall Ship!

Learn More »

: 1.5-2 Hours

: Evening

: Sunset

Available July 1st See you soon! Max. capacity is 50% for your safety and pleasure.

A Sail Through Time • Narrated Cruise Aboard The Tall Ship Liberty Star

The cruise follows the paths of ships like the Flying Cloud, Astrea, and Columbia, exploring how their voyages shaped Boston…

The cruise follows the paths of ships like the Flying Cloud, Astrea, and Columbia, exploring how their voyages shaped Boston and helped industrialize the country.

: 1.5 Hours

: Afternoon, Evening

A Sail Through Time • Narrated Cruise Aboard The Tall Ship Liberty Star

The cruise follows the paths of ships like the Flying Cloud, Astrea, and Columbia, exploring how their voyages shaped Boston and helped industrialize the country.

From $38 Learn More »

: 1.5 Hours

: Afternoon, Evening

Currently Unavailable See you next season!

Sunday Brunch Sail

Starting at $55 | 2.5 Hours | Liberty Clipper

Come sail with us on Boston Harbor for a delicious brunch under a canopy of sails.

: 2.5 Hours

: Morning

: Brunch

Sunday Brunch Sail

Come sail with us on Boston Harbor for a delicious brunch under a canopy of sails.

Learn More »

: 2.5 Hours

: Morning

: Brunch

Currently Unavailable See you next season!

Rum & Revelry Sail

Ages 21+ | Saturdays | Liberty Clipper

A Rum Tasting at Sea (okay, the harbor, but it's almost like the sea!)

: 2 Hours

: Evening

: Ages 21+

Rum & Revelry Sail

A Rum Tasting at Sea (okay, the harbor, but it's almost like the sea!)

Learn More »

: 2 Hours

: Evening

: Ages 21+

Currently Unavailable See you next season!

2020 Season Starts in July

Book a Sail now! Max. capacity is 50% for your safety and pleasure.

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.

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.

Learn More