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 13–17, 2024 Thursday to Monday |
4 nights | Four-night cruise | Ladona | Learn More |
| June 14–18, 2024 Friday to Tuesday |
4 nights | Maine Knitting cruise | J. & E. Riggin | Learn More |
| June 14–17, 2024 Friday to Monday |
3 nights | Three-night cruise | Lewis R. French | Learn More |
| June 14–18, 2024 Friday to Tuesday |
4 nights | Yoga cruise | American Eagle | Learn More |
| June 16–22, 2024 Sunday to Saturday |
6 nights | FULL- private charter | Angelique | Learn More |
| June 16–22, 2024 Sunday to Saturday |
6 nights | Natural History & Photography cruise | Mary Day | Learn More |
| June 16–22, 2024 Sunday to Saturday |
6 nights | Sailing & music | Grace Bailey | Learn More |
| June 17–22, 2024 Monday to Saturday |
5 nights | Lighthouses and Shore trips | Heritage | Learn More |
| June 18–22, 2024 Tuesday to Saturday |
4 nights | Summer solstice with live music | Stephen Taber | Learn More |
| June 18–22, 2024 Tuesday to Saturday |
4 nights | Sailing with optional kayaking | Lewis R. French | Learn More |
| June 18–22, 2024 Tuesday to Saturday |
4 nights | Summer solstice and live music | Ladona | Learn More |
| June 19–23, 2024 Wednesday to Sunday |
4 nights | Maine Lighthouses and Lobsters | J. & E. Riggin | Learn More |
| June 19–22, 2024 Wednesday to Saturday |
3 nights | Classics of the coastline | American Eagle | Learn More |
| June 23–29, 2024 Sunday to Saturday |
6 nights | Murder Mystery Tour | Heritage | Learn More |
| June 23–29, 2024 Sunday to Saturday |
6 nights | Six-night cruise | Angelique | 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
