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.
Page 6 of 15
| Dates | Length | Vessel | ||
|---|---|---|---|---|
| July 11–15, 2024 Thursday to Monday |
4 nights | Traditional coastal cruising | American Eagle | Learn More |
| July 12–16, 2024 Friday to Tuesday |
4 nights | Grandparents and Grandkids cruise | Angelique | Learn More |
| July 12–15, 2024 Friday to Monday |
3 nights | Sip & Sail cruise w/craft cocktails | J. & E. Riggin | Learn More |
| July 12–16, 2024 Friday to Tuesday |
4 nights | Weekend Escape | Stephen Taber | Learn More |
| July 12–16, 2024 Friday to Tuesday |
4 nights | Four-night adventure hosted by Marc Evan Jackson | Grace Bailey | Learn More |
| July 14–20, 2024 Sunday to Saturday |
6 nights | Explore the Maine Coast | Heritage | Learn More |
| July 14–18, 2024 Sunday to Thursday |
4 nights | Just sail & relax | Mary Day | Learn More |
| July 15–18, 2024 Monday to Thursday |
3 nights | Full-private charter | Ladona | Learn More |
| July 16–20, 2024 Tuesday to Saturday |
4 nights | Maine Lighthouses and Lobsters | J. & E. Riggin | Learn More |
| July 16–20, 2024 Tuesday to Saturday |
4 nights | Lighthouse cruise | Lewis R. French | Learn More |
| July 16–25, 2024 Tuesday to Thursday |
9 nights | Sail Downeast! | American Eagle | Learn More |
| July 17–20, 2024 Wednesday to Saturday |
3 nights | Families cruise | Angelique | Learn More |
| July 17–21, 2024 Wednesday to Sunday |
4 nights | Four-night Getaway | Stephen Taber | Learn More |
| July 17–22, 2024 Wednesday to Monday |
5 nights | Five-night adventure | Grace Bailey | Learn More |
| July 19–22, 2024 Friday to Monday |
3 nights | Weekend Getaway | Mary Day | Learn More |
Page 6 of 15
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
