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192 sailing adventures found.

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Dates Length Vessel
June 9–14, 2023
Friday to Wednesday
5 nights Music & Schooner Gam w/Cattail Trio Stephen Taber
June 10–15, 2023
Saturday to Thursday
5 nights Windjammer Fleet Raft-Up American Eagle
June 10–14, 2023
Saturday to Wednesday
4 nights Schooner Gam - Gathering of the Fleet (Photo Tips w/Fred LeBlanc) Heritage
June 10–14, 2023
Saturday to Wednesday
4 nights Live Music w/Cattail and Fleet Rendezvous Ladona
June 10–15, 2023
Saturday to Thursday
5 nights The Schooner Gam Lewis R. French
June 10–14, 2023
Saturday to Wednesday
4 nights Grace Bailey
June 11–17, 2023
Sunday to Saturday
6 nights Windjammer Gam Angelique
June 11–15, 2023
Sunday to Thursday
4 nights No Itinerary; Just Sail & Relax Mary Day
June 14–18, 2023
Wednesday to Sunday
4 nights Maine Knitting Cruises w/ Mim Bird J. & E. Riggin
June 15–18, 2023
Thursday to Sunday
3 nights Lobsters, Sailing, and Music Heritage
June 15–19, 2023
Thursday to Monday
4 nights Gourmet Gastropub Cruise w/Chef James Tranchemontagne Stephen Taber
June 15–19, 2023
Thursday to Monday
4 nights Grace Bailey
June 16–19, 2023
Friday to Monday
3 nights Father's Day Weekend American Eagle
June 16–19, 2023
Friday to Monday
3 nights Father’s Day Weekend Lewis R. French
June 16–19, 2023
Friday to Monday
3 nights Father’s Day Weekend Getaway!/New Moon Mary Day
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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.

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