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Find My Trip

Use the “Book My Trip” box above to search for cruise dates. Windjammers begin sailing in late May and end in mid-October. You can also find each vessel’s schedule by visiting their fleet page.

205 sailing adventures found.

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Dates Length Vessel
May 30–June 2, 2024
Thursday to Sunday
3 nights Three-night cruise Ladona
June 1–5, 2024
Saturday to Wednesday
4 nights FULL - private charter J. & E. Riggin
June 1–5, 2024
Saturday to Wednesday
4 nights Full - private charter Stephen Taber
June 2–8, 2024
Sunday to Saturday
6 nights Tour Acadia National Park Angelique
June 3–7, 2024
Monday to Friday
4 nights Four-night cruise Lewis R. French
June 3–7, 2024
Monday to Friday
4 nights Four-night full moon cruise Ladona
June 3–7, 2024
Monday to Friday
4 nights Shakedown Sail! American Eagle
June 4–7, 2024
Tuesday to Friday
3 nights Lobsters, sailing and music Heritage
June 4–8, 2024
Tuesday to Saturday
4 nights Four-night adventure Grace Bailey
June 7–12, 2024
Friday to Wednesday
5 nights Windjammer Gam with music Stephen Taber
June 8–12, 2024
Saturday to Wednesday
4 nights Windjammer gam Heritage
June 8–13, 2024
Saturday to Thursday
5 nights Windjammer Gam J. & E. Riggin
June 8–11, 2024
Saturday to Tuesday
3 nights Just sail & relax Mary Day
June 8–13, 2024
Saturday to Thursday
5 nights Windjammer Gam Lewis R. French
June 8–12, 2024
Saturday to Wednesday
4 nights Windjammer Gam with music Ladona
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Please note: We do our best to keep trip schedules as up-to-date as possible, however schedules are subject to change. We also do not track cabin availability on the Maine Windjammer Association website. For cabin availability or to confirm a specific sail date, please contact the vessel directly.

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Brochures

You can request a mailed or digital packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.

Request a Packet Visit the Fleet Page

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