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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
July 24–27, 2024
Wednesday to Saturday
3 nights Three-night cruise Lewis R. French
July 27–31, 2024
Saturday to Wednesday
4 nights Full-private charter Ladona
July 27–August 1, 2024
Saturday to Thursday
5 nights Hiking and island exploration American Eagle
July 28–August 2, 2024
Sunday to Friday
5 nights Explore the Maine Coast Heritage
July 28–31, 2024
Sunday to Wednesday
3 nights Lighthouse cruise Angelique
July 28–31, 2024
Sunday to Wednesday
3 nights Kids & Family cruise J. & E. Riggin
July 28–31, 2024
Sunday to Wednesday
3 nights Three-night getaway Stephen Taber
July 28–August 3, 2024
Sunday to Saturday
6 nights Tallship Sailing & Seamanship Course Mary Day
July 28–August 3, 2024
Sunday to Saturday
6 nights Six night cruise Lewis R. French
July 28–31, 2024
Sunday to Wednesday
3 nights Three-night adventure Grace Bailey
July 31–August 3, 2024
Wednesday to Saturday
3 nights Three-night getaway Stephen Taber
August 1–5, 2024
Thursday to Monday
4 nights Yoga and wellness cruise Angelique
August 1–6, 2024
Thursday to Tuesday
5 nights Live music cruise J. & E. Riggin
August 1–5, 2024
Thursday to Monday
4 nights Weekend escape Ladona
August 1–5, 2024
Thursday to Monday
4 nights Eggemoggin Reach Regatta Grace Bailey
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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!

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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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