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Book My Trip

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

213 sailing adventures found.

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Dates Length Vessel
June 30–July 6, 2024
Sunday to Saturday
6 nights Great Schooner Race American Eagle
July 1–6, 2024
Monday to Saturday
5 nights Great Schooner Race Lewis R. French
July 1–6, 2024
Monday to Saturday
5 nights Great Schooner Race Ladona
July 7–10, 2024
Sunday to Wednesday
3 nights Lobsters, sailing and music Heritage
July 7–11, 2024
Sunday to Thursday
4 nights Grandparents and Grandkids cruise Angelique
July 7–11, 2024
Sunday to Thursday
4 nights Maine Lighthouses and Lobsters J. & E. Riggin
July 7–11, 2024
Sunday to Thursday
4 nights Full - private charter Stephen Taber
July 7–13, 2024
Sunday to Saturday
6 nights No Smoking Cruise Mary Day
July 7–10, 2024
Sunday to Wednesday
3 nights Three-night cruise Lewis R. French
July 7–14, 2024
Sunday to Sunday
7 nights Ports Unknown: Secrets of Mount Desert Island Ladona
July 7–11, 2024
Sunday to Thursday
4 nights Four-night adventure hosted by Marc Evan Jackson Grace Bailey
July 7–10, 2024
Sunday to Wednesday
3 nights Classics of the coastline American Eagle
July 10–13, 2024
Wednesday to Saturday
3 nights Lobsters, sailing and music Heritage
July 11–15, 2024
Thursday to Monday
4 nights Rest & Restore Massage Lewis R. French
July 11–15, 2024
Thursday to Monday
4 nights Traditional coastal cruising American Eagle
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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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