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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.

214 sailing adventures found.

Page 11 of 15
Dates Length Vessel
August 25–31, 2024
Sunday to Saturday
6 nights Camden Windjammer Festival Lewis R. French
August 26–31, 2024
Monday to Saturday
5 nights Camden Windjammer Festival Angelique
August 27–31, 2024
Tuesday to Saturday
4 nights Camden Windjammer Festival J. & E. Riggin
August 27–31, 2024
Tuesday to Saturday
4 nights Camden Windjammer Festival Stephen Taber
August 27–31, 2024
Tuesday to Saturday
4 nights Camden Windjammer Festival Mary Day
August 27–31, 2024
Tuesday to Saturday
4 nights Camden Windjammer Festival hosted by Marc Evan Jackson Grace Bailey
August 27–September 5, 2024
Tuesday to Thursday
9 nights Gloucester Schooner Race! American Eagle
August 28–September 1, 2024
Wednesday to Sunday
4 nights Camden Windjammer Festival Ladona
September 1–7, 2024
Sunday to Saturday
6 nights Explore the Maine Coast Heritage
September 1–7, 2024
Sunday to Saturday
6 nights Six-night cruise Angelique
September 1–7, 2024
Sunday to Saturday
6 nights Maine Knitting cruise J. & E. Riggin
September 1–6, 2024
Sunday to Friday
5 nights Live Music cruise Stephen Taber
September 1–2, 2024
Sunday to Monday
1 nights One-night Staycation cruise Mary Day
September 1–7, 2024
Sunday to Saturday
6 nights Sailing & music Grace Bailey
September 2–7, 2024
Monday to Saturday
5 nights Five-night cruise Lewis R. French
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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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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!

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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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