Boothbay Harbor Schooners - Schooner Eastwind & Applejack

Sail on the historic Boothbay Harbor Schooners, Schooner Eastwind and Schooner Applejack. Experience a day sail, sunset sail or private charter from Boothbay Harbor

Boothbay Maritime Explorers — Windjammer Days

Boothbay Harbor Windjammer Days Festival

Schooner Applejack - Schooner Eastwind & Applejack

Schooner Eastwind Cruises

Boothbay Harbor Schooners - Schooner Eastwind & Applejack

Boothbay Sailing on Schooners Eastwind and Applejack - Boothbay

Schooner Eastwind - Schooner Eastwind & Applejack

Boothbay Harbor Schooners - Schooner Eastwind & Applejack

2023 Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

Schooner Eastwind October Fall Day Sail - Schooner Appledore

Tour boat operators return to Maine, buying Boothbay schooners

The beloved week-long event is on the horizon!

Boothbay Harbor Windjammer Days Festival

Schooner Eastwind - Robert The Artist