Maine Schooner Guides: Harbors, Sunset Sails and the Season

Planning guides for a schooner sail in Maine: Camden, Boothbay Harbor, Bar Harbor and Portland, sunset sails, the season and the multi-day windjammers.

Camden Schooner Cruises

Camden's two schooner day sails, Appledore II and Surprise, side by side: the boats, times, prices, drinks, the 2027 calendars, parking and the public landing.

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Boothbay Harbor Schooner Sails

Boothbay Harbor's two schooners, Eastwind and Applejack: day and sunset sails past three lighthouses, times, prices, the no-BYO bar rule, parking and Pier Six.

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Bar Harbor Schooner Sail

The four-masted Margaret Todd from the Bar Harbor Inn Pier: morning, afternoon and sunset sails on Frenchman Bay, times, prices, drinks, dogs and parking.

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Portland Maine Schooner Sails

Portland Schooner Co.'s two-hour sails on Casco Bay from the Maine State Pier: morning, afternoon and sunset times, prices, the BYO picnic rule, the boats and parking.

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Maine Windjammer Cruises

Multi-day Maine windjammer cruises from Camden and Rockland: the nine schooners, trip lengths, what the fare covers, the 2027 schedule and how to book with each ship.

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Sunset Sails in Maine

Schooner sunset sails in Camden, Boothbay Harbor, Bar Harbor and Portland: 2027 departure times by month, sunset times, what is served, prices and which to pick.

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When the Maine Schooners Sail

The Maine schooner season month by month: which boats sail from May to October, the 2027 opening dates, sunset times, water and air temperatures, and the schooner events.

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Camden Windjammer Festival

The Camden Windjammer Festival on Labor Day weekend, Boothbay Harbor's Windjammer Days, the Great Schooner Race and the Windjammer Gam: 2027 dates and where to watch.

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Short on planning time? See the Camden day sail →