Tall Ship Sailing Charters


Boston Sailing Charters
& Special Events

If you’re hosting a Boston special event for your company, friends, family, clients, or employees, you want it to be memorable. We can’t think of a better way to wow your guests than by bringing them sailing on board one of our magnificent tall ships for a Boston private sailing charter on Boston Harbor. With several catering and bar options, we are able to customize each occasion to fit your needs. Whether a Boston corporate mixer, a Boston wedding, or a Boston private party, come aboard with us for an unforgettable sailing experience!

Boston Private Sailing Charters aboard Schooner Liberty Clipper and Schooner Liberty Star

Meet Our Fleet

Get to know our two beautiful 18th century replica vessels available for Boston private sailing charters in Boston Harbor: the schooners LIBERTY CLIPPER and LIBERTY STAR!



Host Corporate Events, and Company Outings on a Private Boat Charter Sailing Boston Harbor

Boston Corporate Events

We specialize in hosting Boston summer company outings on a fun and fantastic Boston Harbor sailing cruise!

  • Client Receptions
  • Employee Recognition
  • Summer Mixers
  • Goal Achievement Celebrations
  • Team Appreciation Outings


Boston Wedding Boat Charters on a tall ship cruise sailing Boston Harbor.

Boston Tall Ship Weddings

Imagine your elegant Boston wedding on deck of a magnificent tall ship while sailing through beautiful Boston Harbor. Make your special day truly unique with a venue like no other aboard a sailing ship in Boston!



Boston special events on a Boston sailing ship cruise in Boston Harbor.

Boston Private Celebrations

Sailing on a tall ship in Boston Harbor is a fun and memorable way to celebrate in style. Bring your friends and family out for a Boston private boat charter.

  • Anniversaries
  • Birthdays
  • Graduation
  • Milestone Celebrations
  • Family Reunions


Boston team building charters are a unique way to bring your group together on a sailing ship!

Boston Team Building Charters

Need a break from the office but still want to keep juices flowing? Our Team Building charters take corporate and college-level groups out into Boston Harbor to participate and compete in various seamanship tasks while learning transferrable skills.



Boston tall ship sailing and leadership programs for companies, schools, churches, boy scouts and youth groups. Sail training and leadership development while sailing Boston Harbor with the Liberty Classroom.

Liberty Classroom

Enrich your summer camp, youth group, or scout troupe experience with a Boston Harbor sailing field trip! With programs customizable to specific age groups, we love to bring young people on board to help them learn and become passionate about sailing.



Boston Sailing Charters and Boston Private Boat Cruises Catering and Bar Options

Catering & Bar Options

A great celebration needs great food and drink! Check out our caterers and view our bar packages for your private Boston Harbor charter.



Boston Sailing Charters, Boston Boat Charters, Boston Harbor Charters FAQ

Liberty Fleet Charter FAQ

Have a question about a Boston Sailing Charter with us? Check here for frequently asked questions!