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.
207 sailing adventures found.
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| Dates | Length | Vessel | ||
|---|---|---|---|---|
| May 20–23, 2024 Monday to Thursday |
3 nights | Shakedown cruise | J. & E. Riggin | Learn More Open in New Tab |
| May 23–27, 2024 Thursday to Monday |
4 nights | Wine, dine and chocolate | Stephen Taber | Learn More Open in New Tab |
| May 24–27, 2024 Friday to Monday |
3 nights | available for private charter - please inquire | Angelique | Learn More Open in New Tab |
| May 24–28, 2024 Friday to Tuesday |
4 nights | Live music cruise | J. & E. Riggin | Learn More Open in New Tab |
| May 24–27, 2024 Friday to Monday |
3 nights | Memorial Day Weekend | Lewis R. French | Learn More Open in New Tab |
| May 28–31, 2024 Tuesday to Friday |
3 nights | Maine Lighthouses and Lobsters | J. & E. Riggin | Learn More Open in New Tab |
| May 28–31, 2024 Tuesday to Friday |
3 nights | Available for private charter | Stephen Taber | Learn More Open in New Tab |
| May 28–June 1, 2024 Tuesday to Saturday |
4 nights | Sailing and Hiking | Lewis R. French | Learn More Open in New Tab |
| May 29–June 1, 2024 Wednesday to Saturday |
3 nights | Wildlife cruise! | Angelique | Learn More Open in New Tab |
| May 30–June 2, 2024 Thursday to Sunday |
3 nights | Three-night cruise | Ladona | Learn More Open in New Tab |
| June 1–5, 2024 Saturday to Wednesday |
4 nights | Early Summer Getaway | J. & E. Riggin | Learn More Open in New Tab |
| June 1–5, 2024 Saturday to Wednesday |
4 nights | Full - private charter | Stephen Taber | Learn More Open in New Tab |
| June 2–8, 2024 Sunday to Saturday |
6 nights | Tour Acadia National Park | Angelique | Learn More Open in New Tab |
| June 3–7, 2024 Monday to Friday |
4 nights | Four-night cruise | Lewis R. French | Learn More Open in New Tab |
| June 3–7, 2024 Monday to Friday |
4 nights | Four-night full moon cruise | Ladona | 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
