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The American Eagle, a National Historic Landmark, offers 3- to 9-night trips from Rockland to the Canadian border and everywhere in between.  The shipboard routine includes a deep appreciation of sailing, as well as a wonderful sense of place in every coastal day.  With accommodations for 26 guests, there’s plenty of room for all, to lounge in the sun, share stories, or help with sailing.  Comfortable cabins outfitted with a double bed or bunks, as well as bathroom facilities are all located below deck.  Meals are prepared using our woodstove and served on deck or below in the galley.

- Captain Tyler King

View Schedule American Eagle Website

Max. Guests


Min. Age


Length on Deck


Length Overall



Rockland, Maine


1930, Gloucester, Mass.

American Eagle Reservations:

Download PDF Schedule

Dates Length
June 10–15, 2023
Saturday to Thursday
5 nights Windjammer Fleet Raft-Up
June 16–19, 2023
Friday to Monday
3 nights Father's Day Weekend
June 20–24, 2023
Tuesday to Saturday
4 nights Summer Solstice - Watercolor Workshop
June 25–July 1, 2023
Sunday to Saturday
6 nights Traces of the Past
July 2–8, 2023
Sunday to Saturday
6 nights Photography & Fourth of July Race
July 9–12, 2023
Sunday to Wednesday
3 nights Three Nights on the Bay
July 13–17, 2023
Thursday to Monday
4 nights Hiking & Island Exploration
July 18–26, 2023
Tuesday to Wednesday
8 nights Downeast Trip
July 28–31, 2023
Friday to Monday
3 nights Weekend Escape
August 1–5, 2023
Tuesday to Saturday
4 nights Sweet Chariot Music Festival
August 6–10, 2023
Sunday to Thursday
4 nights Catch the Coastline
August 11–14, 2023
Friday to Monday
3 nights Perseid Meteor Showers
August 15–20, 2023
Tuesday to Sunday
5 nights Hiking & Island Exploration
August 21–24, 2023
Monday to Thursday
3 nights Music Among the Islands
August 25–29, 2023
Friday to Tuesday
4 nights Hiking & Island Exploration
August 30–September 8, 2023
Wednesday to Friday
9 nights Gloucester Schooner Race
September 10–15, 2023
Sunday to Friday
5 nights WoodenBoat Sail-In
September 16–20, 2023
Saturday to Wednesday
4 nights Fall Foliage & Watercolor Workshop
September 21–24, 2023
Thursday to Sunday
3 nights Autumnal Equinox Weekend
September 25–30, 2023
Monday to Saturday
5 nights Catch the Coastline
October 1–5, 2023
Sunday to Thursday
4 nights Fall Colors in Full Swing
October 6–9, 2023
Friday to Monday
3 nights Cool Days and Cozy Nights
October 10–14, 2023
Tuesday to Saturday
4 nights That's It For 2023!
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.

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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!

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You can request a mailed or digital packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.

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