Endeavor Sailing offers daytime sails, sunset cruises, and private charters aboard a classic Friendship Sloop departing from Straight Wharf in downtown Nantucket. Led by Captain James Genthner, the charter welcomes both novice and experienced sailors for relaxed excursions around Nantucket Harbor and Nantucket Sound. Guests can help raise the sails, learn about the island’s maritime history, or simply enjoy the scenery from the deck of one of Nantucket’s longest operating sailing charters.