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209 sailing adventures found.
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| Dates | Length | Vessel | ||
|---|---|---|---|---|
| May 25–29, 2023 Thursday to Monday |
4 nights | Wine, Dine, and Chocolate/Memorial Day Weekend | Stephen Taber | Learn More Open in New Tab |
| May 26–29, 2023 Friday to Monday |
3 nights | Holiday Weekend | American Eagle | Learn More Open in New Tab |
| May 26–30, 2023 Friday to Tuesday |
4 nights | Music & Dance Cruise w/The Gawler Family Band | J. & E. Riggin | Learn More Open in New Tab |
| May 26–29, 2023 Friday to Monday |
3 nights | Memorial Day Weekend | Lewis R. French | Learn More Open in New Tab |
| May 30–June 3, 2023 Tuesday to Saturday |
4 nights | Clear Sailing | American Eagle | Learn More Open in New Tab |
| May 30–June 2, 2023 Tuesday to Friday |
3 nights | Maine Lighthouses & Lobsters | J. & E. Riggin | Learn More Open in New Tab |
| May 30–June 3, 2023 Tuesday to Saturday |
4 nights | Sailing and Hiking! | Lewis R. French | Learn More Open in New Tab |
| June 1–4, 2023 Thursday to Sunday |
3 nights | 3-Night Sail | Ladona | Learn More Open in New Tab |
| June 2–5, 2023 Friday to Monday |
3 nights | Full Moon, Sailing, and Music | Heritage | Learn More Open in New Tab |
| June 3–7, 2023 Saturday to Wednesday |
4 nights | Early Summer Getaway | J. & E. Riggin | Learn More Open in New Tab |
| June 4–10, 2023 Sunday to Saturday |
6 nights | Tour of Acadia National Park | Angelique | Learn More Open in New Tab |
| June 4–8, 2023 Sunday to Thursday |
4 nights | Spring Sailing | American Eagle | Learn More Open in New Tab |
| June 4–9, 2023 Sunday to Friday |
5 nights | Quintessential Maine Windjamming | Lewis R. French | Learn More Open in New Tab |
| June 5–9, 2023 Monday to Friday |
4 nights | 4-Night Sail | Ladona | Learn More Open in New Tab |
| June 5–9, 2023 Monday to Friday |
4 nights | Grace Bailey | 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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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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