Tall Ship Sailing Charters


Boston's Tall Ship Charter Fleet

Our two traditional sailing schooners offer versatility to suit a wide variety of events for your private sailing charter on Boston Harbor. Get to know our boats and what unique features they have to offer!

Schooner Liberty Clipper

Boston Tall Ship Schooner Liberty Clipper


Overall Length:  125 feet

Beam: 27 feet

Length on Deck: 86 feet

Passenger Capacity (day sail): 110 persons

Grand Salon Capacity: 40 persons

Overnight Guest Capacity: 24 persons

Imagine your group’s excitement when they board the grand 125 foot LIBERTY CLIPPER, a replica of the Baltimore clippers that were famous for rounding Cape Horn during the California Gold Rush in the 1800s. Your clients, employees, and social guests will be impressed and delighted at the pageantry of sailing aboard the most exclusive of tall ships on historic Boston Harbor.

Have a relaxing banquet at sunset or become “part of the crew” – help us raise the sails and take a turn at the helm! We customize each charter to meet your needs. The LIBERTY CLIPPER provides a unique venue for elegant receptions, corporate mixers, brunch sails, or an afternoon cookout on the grill – the possibilities are endless! Your guests will be talking about it for years to come. Join us in Boston for a once-in-a-lifetime experience on board the LIBERTY CLIPPER.

Chartering the LIBERTY CLIPPER...

  • Our best venue for large groups.
  • Smaller groups looking for a great mingling space.
  • Hosting cocktail parties, BBQs, or clambakes on deck!
  • Features a fixed bar on the aft deck.
  • Below-decks Grand Salon with space for 40 people.

Schooner Liberty Star

Boston Tall Ship Schooner Liberty Star


Overall Length: 67 feet

Beam: 16 feet

Length on Deck: 52 feet

Passenger Capacity: 39 persons

Overnight capacity: 6 persons

Enjoy graceful sailing throughout Boston Harbor on the 67 foot LIBERTY STAR. Private charters on this Maine-built wooden schooner offer intimate group outings and one-of-a-kind client evens. Your guests will marvel at our nimble schooner as we glide across the water on a completely restored sailing yacht.

Create classic sailing memories aboard the LIBERTY STAR. Help raise the sails or just relax and enjoy the moment. We will customize your charter to meet your budget and needs – from a fantastic family outing to an exclusive cocktail party, or just an afternoon of excellent sailing. Join us on the water for an unparalleled private charter experience!

Chartering the Liberty Star...

  • An intimate setting for smaller groups.
  • Our most nimble schooner!
  • A casual, laid-back venue with plenty of seating.
  • Host family and friends on an exclusive sailing yacht!