Schooner Sunset Sail on Margaret Todd in Bar Harbor, ME

Downeast Windjammer Cruise Lines is a Bar Harbor, Maine-based operator offering a diverse lineup of sailing cruises, private charters, fishing trips, and seasonal ferry service. Operating historic wooden schooners and classic working boats, the company presents narrated excursions of Frenchman Bay and Acadia National Park waters that highlight coastal scenery, wildlife, and local maritime history. Daily morning and afternoon schooner sails invite guests to participate in hoisting sails or relax on deck for 1.5–2 hours of scenic cruising, while sunset sails feature live folk music, snacks, and beverage options for a memorable evening on the water. Private options include small-group charters aboard a restored 1932 wood catboat and a 37' lobster boat suitable for fishing and family outings, both accommodating up to six guests for an intimate sailing experience. Seasonal ferry runs between Bar Harbor and Winter Harbor provide a practical and picturesque transfer with bike-friendly accommodations and opportunities to explore both harbors and nearby trails. Safety and local expertise are core elements of the operation; vessels are crewed by experienced captains familiar with the tides, wildlife patterns, and navigation of Frenchman Bay. The fleet emphasizes authentic Downeast sailing traditions and a respectful approach to Maine’s maritime environment. Reservations and seasonal schedules typically run from mid‑May through October. For visitors seeking classic New England sailing, close wildlife encounters, or a relaxing coastal ferry, Downeast Windjammer Cruise Lines delivers reliable, small-group experiences that showcase the best of Bar Harbor and Acadia National Park. Advance reservations are recommended for peak-season departures regularly.