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.
136 sailing adventures found.
Dates | Length | Vessel | ||
---|---|---|---|---|
August 11–17, 2024 Sunday to Saturday |
6 nights | Unscripted Adventure | American Eagle | Learn More |
August 13–18, 2024 Tuesday to Sunday |
5 nights | Explore the Maine Coast | Heritage | Learn More |
August 13–18, 2024 Tuesday to Sunday |
5 nights | FULL- private charter | J. & E. Riggin | Learn More |
August 15–22, 2024 Thursday to Thursday |
7 nights | Ports Unknown: Secrets of the Outer Islands | Ladona | Learn More |
August 16–19, 2024 Friday to Monday |
3 nights | Three-night cruise | Lewis R. French | Learn More |
August 17–20, 2024 Saturday to Tuesday |
3 nights | Lighthouse cruise | Angelique | Learn More |
August 18–22, 2024 Sunday to Thursday |
4 nights | Our Local Culinary Heroes | Stephen Taber | Learn More |
August 18–22, 2024 Sunday to Thursday |
4 nights | Hiking and island exploration | American Eagle | Learn More |
August 19–24, 2024 Monday to Saturday |
5 nights | Explore the Maine Coast | Heritage | Learn More |
August 20–24, 2024 Tuesday to Saturday |
4 nights | Rug Hooking cruise | J. & E. Riggin | Learn More |
August 20–24, 2024 Tuesday to Saturday |
4 nights | Sailing with optional kayaking | Lewis R. French | Learn More |
August 21–25, 2024 Wednesday to Sunday |
4 nights | Farm-to-table barn dinner | Angelique | Learn More |
August 23–26, 2024 Friday to Monday |
3 nights | Weekend Escape | Stephen Taber | Learn More |
August 23–26, 2024 Friday to Monday |
3 nights | Weekend Getaway | Mary Day | Learn More |
August 23–27, 2024 Friday to Tuesday |
4 nights | Full-private charter | Ladona | Learn More |
Trying to book last minute?
You can find cabin availability on each vessel’s website. OR use this form to let us know when you’re hoping to sail, how many people are in your party and what length trip you’re looking for. This form goes to all our member vessels at once. Any of the windjammers that can accommodate you,will get back to you with cabin availability asap!
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