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.

213 sailing adventures found.

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

Brochures

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