Aboard the schooner Adirondack from Classic Harbor Line, LLC, guests are treated to the wonders of New York Harbor. The 80-foot, 1890s-style pilot schooner has been sailing in New York City’s Harbor since the fall of 1999, and after entertaining thousands of locals and visitors, the schooner and its staff are professionals when it comes to hosting trip-takers. Sails take place May through October out of Chelsea Piers, visiting historic landmarks in New York Harbor such as the Statue of Liberty and Ellis Island. Five two-hour sails depart daily. Private charter available.