Eastwind Schooner

Eastwind Schooner offers classic Maine windjammer sailing aboard two traditional vessels, Eastwind and Applejack, both departing from Boothbay Harbor. Visitors can join two-hour day sails or book private charters to explore island-studded waters shaped by lighthouses, working lobster boats and open ocean views. Time on board is spent under sail, with space to relax on deck, watch for seabirds and marine wildlife and experience the steady rhythm of a wooden schooner underway. Each trip reveals a different perspective on Maine’s rugged coastline and offshore islands, accessible only by boat. Sailing experiences are best suited for adults seeking an authentic maritime outing; children under 5 and guests with mobility limitations should plan accordingly.