Skip to content or footer

Book My Trip

192 sailing adventures found.

Page 5 of 13
Dates Length Vessel
July 16–20, 2023
Sunday to Thursday
4 nights Grace Bailey
July 18–26, 2023
Tuesday to Wednesday
8 nights Downeast Trip American Eagle
July 18–22, 2023
Tuesday to Saturday
4 nights Maine Lighthouses & Lobsters J. & E. Riggin
July 19–22, 2023
Wednesday to Saturday
3 nights Lighthouses Angelique
July 19–22, 2023
Wednesday to Saturday
3 nights Quintessential Maine Windjamming Lewis R. French
July 19–23, 2023
Wednesday to Sunday
4 nights 4-Night Cruise Stephen Taber
July 21–24, 2023
Friday to Monday
3 nights Weekend Getaway! Mary Day
July 21–25, 2023
Friday to Tuesday
4 nights Grace Bailey
July 23–29, 2023
Sunday to Saturday
6 nights Whales and Seabirds Cruise Angelique
July 23–29, 2023
Sunday to Saturday
6 nights Explore the Maine Coast Heritage
July 23–29, 2023
Sunday to Saturday
6 nights Music/Storyteling w/Geoff Kaufman J. & E. Riggin
July 23–29, 2023
Sunday to Saturday
6 nights Quintessential Maine Windjamming Lewis R. French
July 24–27, 2023
Monday to Thursday
3 nights 3-Night Cruise Stephen Taber
July 25–29, 2023
Tuesday to Saturday
4 nights No Itinerary; Just Sail & Relax/New Moon Mary Day
July 27–31, 2023
Thursday to Monday
4 nights 4-Night Camden Classics Cup Regatta Cruise Stephen Taber
Page 5 of 13
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

You are using an outdated browser. Please upgrade your browser to improve your experience. We recommend Google Chrome.