Sail a Friendship Sloop

Downeast Friendship Sloop Charters invites you aboard the oldest Friendship Sloop still sailing. Built in 1899, she was a working sloop for many years before becoming a private yacht. She carries her original name again and even hauls a few lobster traps under sail. Enjoy incredible sailing, take the wheel and relax on the water. Day sails, private charters, and lobsterbake cruises are available, with soft drinks and an appetizer, free parking and dockside convenience.

Sail near many scenic islands of Boothbay Harbor, Burnt Island Lighthouse, Southport Island, Capitol Island, Mouse Island, Ram Island Light on this 1-1/2 hour trip. Enjoy the fresh sea breeze as it determines your course. Your experience will be unforgettable as you indulge your senses in quiet enjoyment of the ocean’s beauty and the wind’s power. Your Captain will provide you with interesting bits of information as you pass by coves, other watercraft, and lighthouses. The Friendship Sloop Bay Lady is a unique type of sailing craft and holds a proud position on the Maine Coast as once being the “work” boat of Maine lobstermen.

Relax aboard the Eleanor Hawkes, savoring Portland's skyline and Casco Bay's tranquility.

Treat yourself to the most unique experience you can have while visiting Vermont! Enjoy scenic views. Hear about Lake Champlain’s history of sea battles. See Odzihozo, the American Indian creator of the lake. Maybe even get a glimpse of the lake monster Champ! Two-hour public cruises or your own private charter aboard a traditional sailing ship, departing from Burlington, Vermont from mid-May through mid-October.

Sail Liberty offers small groups the grace and beauty of a traditional sailing experience aboard a classic vessel unlike any other on the west coast. Conveniently located 2 miles from downtown San Diego, just across from the airport, with departures 3 times daily.

Persistence is a 28′ sloop built in the museum shop by a dedicated team of volunteers and launched in 2014. Up to 6 guests can come along for a 2 hour trip, or she can be chartered for the entire day. Persistence can drop you off at the Rockland Breakwater Lighthouse for a tour, or see Owls Head Lighthouse from below.

Experience breathtaking views of the glacier carved mountains, soaring cliffs, and cobblestone beaches as you learn to sail aboard the only wooden friendship sloop available for charter in Acadia National Park. Or, just sit back and relax as your professional and knowledgeable captain makes this adventure the highlight of your Bar Harbor vacation. As a member of the American Sail Training Association we offer opportunities to people of all ages and walks of life to study the marine arts and sciences, explore blue horizons, and make history come alive. Located at the Harborside Hotel, 55 West Street, Bar Harbor, Maine. Available by the hour, day, or week.