Tall Ship windjammer cruises and sailing vacations in the Caribbean, the Bahamas and New England on a windjammer sailing cruise. Come discover the best sailing cruises aboard our fleet of classic tall ships. On our tall ship cruises, you will be welcome to help the crew sail the ship or just relax and leave the sailing to us while you enjoy our spacious comfortable tall ships. The pool is always open!
We invite you to learn more about our Windjammer Cruises:
- Bahamas Windjammer Cruises: Set sail aboard the 125-foot Windjammer Liberty Clipper for a Bahamas Sailing Vacation to the Bahamas Out-Islands.
- Virgin Islands Windjammer Cruises: Set sail aboard the 67-foot Windjammer Liberty Star for a Virgin Islands Sailing Vacation in the British Virgin Islands.
Our Tall Ship Windjammer Cruises are designed with our guests in mind. Come rediscover yourself with our casual style of cruising. Our tall ship sailing cruises offer just the right mix of activities, relaxation and great food so that we know you'll both have fun and leave rested! Come experience the difference of tall ship sailing with the Liberty Fleet!
Windjammer Cruising done right!