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.
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| Dates | Length | Vessel | ||
|---|---|---|---|---|
| June 23–26, 2024 Sunday to Wednesday |
3 nights | Full - private charter | Stephen Taber | Learn More |
| June 23–29, 2024 Sunday to Saturday |
6 nights | Just sail & relax | Mary Day | Learn More |
| June 23–26, 2024 Sunday to Wednesday |
3 nights | Three-night cruise | Lewis R. French | Learn More |
| June 23–26, 2024 Sunday to Wednesday |
3 nights | Three-night cruise | Ladona | Learn More |
| June 23–29, 2024 Sunday to Saturday |
6 nights | Western Wanderer | Grace Bailey | Learn More |
| June 23–29, 2024 Sunday to Saturday |
6 nights | Hidden Traces of the Past | American Eagle | Learn More |
| June 24–28, 2024 Monday to Friday |
4 nights | Sip & Sail: Craft beers of Maine | J. & E. Riggin | Learn More |
| June 26–29, 2024 Wednesday to Saturday |
3 nights | Three-night getaway | Stephen Taber | Learn More |
| June 26–30, 2024 Wednesday to Sunday |
4 nights | Four-night cruise | Ladona | Learn More |
| June 27–30, 2024 Thursday to Sunday |
3 nights | Three-night cruise | Lewis R. French | Learn More |
| June 30–July 6, 2024 Sunday to Saturday |
6 nights | Great Schoner Race and 4th of July celebration | Heritage | Learn More |
| June 30–July 6, 2024 Sunday to Saturday |
6 nights | Great Schooner Race and photography | Angelique | Learn More |
| June 30–July 6, 2024 Sunday to Saturday |
6 nights | Great Schooner Race | J. & E. Riggin | Learn More |
| June 30–July 6, 2024 Sunday to Saturday |
6 nights | Great Schooner Race | Stephen Taber | Learn More |
| June 30–July 6, 2024 Sunday to Saturday |
6 nights | Great Schooner Race | Mary Day | Learn More |
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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!
Monthly Newsletter SignupBrochures
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
