In the winter you can find our schooner, the Liberty Clipper, sailing in the Bahamas and exploring snow white beaches and crystal clear deep blue waters. Join us for a six night island hopping experience from November to May. Starting late Spring, early Summer, set sail with Boston's Tall Ships and view the harbor while under sail. The Liberty Fleet is Boston's premier tall ship sailing company. You'll be invited to help set the sails and can ask the captain to take a turn at the helm. Come relax and enjoy a beautiful harbor sail with the Liberty Fleet. We offer many different sailing experiences, from a relaxing Sunset Sail or Daytime Harbor Sail, to delicious Sunday Brunch sails. How about a Rum & Revelry Sail or chartering one of our ships for your business event? We even do weddings! Email or call our office and we will gladly answer any questions you may have.