Book My Trip
Use the “Book My Trip” box above to search for cruise dates. Cruises end in mid-October and begin again in May. You can also find each vessel’s schedule by visiting their fleet page.
213 sailing adventures found.
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| Dates | Length | Vessel | ||
|---|---|---|---|---|
| June 30–July 6, 2024 Sunday to Saturday |
6 nights | Great Schooner Race | American Eagle | Learn More Open in New Tab |
| July 1–6, 2024 Monday to Saturday |
5 nights | Great Schooner Race | Lewis R. French | Learn More Open in New Tab |
| July 1–6, 2024 Monday to Saturday |
5 nights | Great Schooner Race | Ladona | Learn More Open in New Tab |
| July 7–10, 2024 Sunday to Wednesday |
3 nights | Lobsters, sailing and music | Heritage | Learn More Open in New Tab |
| July 7–11, 2024 Sunday to Thursday |
4 nights | Grandparents and Grandkids cruise | Angelique | Learn More Open in New Tab |
| July 7–11, 2024 Sunday to Thursday |
4 nights | Maine Lighthouses and Lobsters | J. & E. Riggin | Learn More Open in New Tab |
| July 7–11, 2024 Sunday to Thursday |
4 nights | Full - private charter | Stephen Taber | Learn More Open in New Tab |
| July 7–13, 2024 Sunday to Saturday |
6 nights | No Smoking Cruise | Mary Day | Learn More Open in New Tab |
| July 7–10, 2024 Sunday to Wednesday |
3 nights | Three-night cruise | Lewis R. French | Learn More Open in New Tab |
| July 7–14, 2024 Sunday to Sunday |
7 nights | Ports Unknown: Secrets of Mount Desert Island | Ladona | Learn More Open in New Tab |
| July 7–11, 2024 Sunday to Thursday |
4 nights | Four-night adventure hosted by Marc Evan Jackson | Grace Bailey | Learn More Open in New Tab |
| July 7–10, 2024 Sunday to Wednesday |
3 nights | Classics of the coastline | American Eagle | Learn More Open in New Tab |
| July 10–13, 2024 Wednesday to Saturday |
3 nights | Lobsters, sailing and music | Heritage | Learn More Open in New Tab |
| July 11–15, 2024 Thursday to Monday |
4 nights | Rest & Restore Massage | Lewis R. French | Learn More Open in New Tab |
| July 11–15, 2024 Thursday to Monday |
4 nights | Traditional coastal cruising | American Eagle | 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.
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
