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209 sailing adventures found.

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Dates	Length		Vessel
June 16–19, 2023 Friday to Monday	3 nights	Father’s Day Weekend	Lewis R. French	Learn More Open in New Tab
June 16–19, 2023 Friday to Monday	3 nights	Father’s Day Weekend Getaway!/New Moon	Mary Day	Learn More Open in New Tab
June 19–24, 2023 Monday to Saturday	5 nights	Lighthouses and Shore Trips (Summer Solstice)	Heritage	Learn More Open in New Tab
June 19–22, 2023 Monday to Thursday	3 nights	Sip & Sail: Cocktail Craft w/Lara Nixon	J. & E. Riggin	Learn More Open in New Tab
June 20–24, 2023 Tuesday to Saturday	4 nights	Summer Solstice - Watercolor Workshop	American Eagle	Learn More Open in New Tab
June 20–24, 2023 Tuesday to Saturday	4 nights	Summer Solstice & Live Music	Ladona	Learn More Open in New Tab
June 20–24, 2023 Tuesday to Saturday	4 nights	Sailing and Hiking!	Lewis R. French	Learn More Open in New Tab
June 20–24, 2023 Tuesday to Saturday	4 nights	Lighthouse Cruise	Mary Day	Learn More Open in New Tab
June 20–24, 2023 Tuesday to Saturday	4 nights	Summer Solstice and Music Cruise w/Jenn Schott	Stephen Taber	Learn More Open in New Tab
June 20–24, 2023 Tuesday to Saturday	4 nights	Featuring Tim Grimm	Grace Bailey	Learn More Open in New Tab
June 22–26, 2023 Thursday to Monday	4 nights	Sawmill Creek Fiber Event	J. & E. Riggin	Learn More Open in New Tab
June 24–27, 2023 Saturday to Tuesday	3 nights	3-Night Sail	Ladona	Learn More Open in New Tab
June 25–July 1, 2023 Sunday to Saturday	6 nights	Maritime Historian/Naturalist	Angelique	Learn More Open in New Tab
June 25–July 1, 2023 Sunday to Saturday	6 nights	Traces of the Past	American Eagle	Learn More Open in New Tab
June 25–July 1, 2023 Sunday to Saturday	6 nights	Boothbay Harbor Windjammer Festival	Heritage	Learn More Open in New Tab

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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 may request a mailed packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.

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