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Where to Stay on a Windjammer

Enjoy a truly unique vacation - Sail into Boothbay Harbor
on a Windjammer Cruise

Information below is from 2023…will update the information as soon as it is available for 2024!

schooner Tyrone

Enjoy an overnight trip and lobster bake on Cabbage Island during Windjammer Days. Watch the sunset in Linekin Bay and hang out with boat captains full of windjammer lore.

Schooner Heritage

An island lobster picnic Tuesday.  Be part of the parade of sail into Boothbay Harbor Wednesday and anchor amidst band concerts, a hometown parade and evening fireworks. The only scheduled trip to the westward, with a chance to see puffins.  We’ll see many lighthouses along the way.


Windjammer angelique

Delight in cruising Maine’s coastal waters under full sail. Meet new shipmates, sail by many of Maine’s legendary lighthouses, visit the small villages and rocky islands that dot the bay, and see seals, porpoise, and, occasionally, whales in their natural habitat. Enjoy a lobster bake on Cabbage Island, take part in the Gathering of the Fleet in Boothbay Harbor. Once ashore enjoy a street parade and evening fireworks.


Sailing in Maine is an unforgettable experience…it’s the way a sailing adventure should be.