About the Liberty Fleet...
The Liberty Fleet of Tall Ships was founded in 1995 to pursue a dream of offering sailing outings on traditional tall ships. The company has offered Day Sails, Group Outings, Private Charters, Weddings and other Special Events in Boston Harbor throughout its history and until the spring of this year, also offered similar sailing events in Key West, Florida. The Liberty Fleet finished its last season in Key West in 2009, and will instead offer all-inclusive Tall Ship Sailing Vacations while not sailing in Boston Harbor in the summer season. We have a passion for ships and the sea and we hope you'll join us on the water so that we may share our dream with you!
We invite you to explore our website or call us anytime at (617) 742-0333 anytime to learn more about our new Tall Ship Sailing Vacations:
- New England Coastal Cruises from Boston, MA in May and September
- Explore the Chesapeake Bay from Baltimore, MD in October and November
- Cruise the Islands in the Bahamas from December through April from Nassau.
Sail the Bahamas...

A Tall Ship in Pristine Blue Water...

Explore the Islands of the Caribbean...
Sail the Chesapeake Bay...

Our chef prepares all your meals...

Enjoy our spacious ship...
