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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
October 8–11, 2024
Tuesday to Friday
3 nights Fall Colors Stephen Taber
October 9–12, 2024
Wednesday to Saturday
3 nights Fall colors cruise Ladona
October 10–14, 2024
Thursday to Monday
4 nights Fall foliage cruise J. & E. Riggin
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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.

Stay in the Know

With our monthly newsletter, you’ll receive tips and hints from folks who have sailed as well as information about the best dining and attractions the area has to offer, special packages, windjammer history, events, and more!

Monthly Newsletter Signup


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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