Find My Trip
Use the “Find 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.
We found 63 total 6 night sailing adventures.
| Dates | Length | Price /person |
Vessel | ||
|---|---|---|---|---|---|
|
June 14–20, 2026 Sunday to Saturday |
6 nights | $1600 | Photography & Nature Cruise | Angelique | Learn More |
|
June 20–26, 2026 Saturday to Friday |
6 nights | $1688 | Music w/the Charlie Nobles | Stephen Taber | Learn More |
|
June 21–27, 2026 Sunday to Saturday |
6 nights | $1700 | Boothbay Windjammer Days Festival | Heritage | Learn More |
|
June 21–27, 2026 Sunday to Saturday |
6 nights | $1520 | Boothbay Windjammer Days | Lewis R. French | Learn More |
|
June 21–27, 2026 Sunday to Saturday |
6 nights | $1550 | Natural history & photography cruise | Mary Day | Learn More |
|
June 28–July 4, 2026 Sunday to Saturday |
6 nights | $2265 | The Great Schooner Race | Grace Bailey | Learn More |
|
June 28–July 4, 2026 Sunday to Saturday |
6 nights | $1700 | Great Schooner Race | Heritage | Learn More |
|
June 28–July 4, 2026 Sunday to Saturday |
6 nights | $1550 | Great Schooner Race | Mary Day | Learn More |
|
June 28–July 4, 2026 Sunday to Saturday |
6 nights | $1705 | Great Schooner Race | J. & E. Riggin | Learn More |
|
July 5–11, 2026 Sunday to Saturday |
6 nights | $2265 | Six night adventure | Grace Bailey | Learn More |
|
July 5–11, 2026 Sunday to Saturday |
6 nights | $1550 | No Smoking cruise | Mary Day | Learn More |
|
July 12–18, 2026 Sunday to Saturday |
6 nights | $1700 | Explore the Maine Coast | Heritage | Learn More |
|
July 19–25, 2026 Sunday to Saturday |
6 nights | $1700 | Explore the Maine Coast | Heritage | Learn More |
|
July 19–25, 2026 Sunday to Saturday |
6 nights | $1595 | How far can we get from Camden? | Lewis R. French | Learn More |
|
July 26–August 1, 2026 Sunday to Saturday |
6 nights | $1781 | Unscripted adventure | American Eagle | Learn More |
|
July 26–August 1, 2026 Sunday to Saturday |
6 nights | $1550 | Lighthouse Cruise | Mary Day | Learn More |
|
July 26–August 1, 2026 Sunday to Saturday |
6 nights | $1730 | Music & Storytelling w/Geoff Kauffman | J. & E. Riggin | Learn More |
|
August 2–8, 2026 Sunday to Saturday |
6 nights | $1595 | Swan's Island Music Festival | Lewis R. French | Learn More |
|
August 2–8, 2026 Sunday to Saturday |
6 nights | $1898 | Captain's Choice | Stephen Taber | Learn More |
|
August 2–8, 2026 Sunday to Saturday |
6 nights | $1550 | Captain's favorite harbors | Mary Day | 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
