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
Max. Guests
26
Min. Age
12
Length on Deck
92’
Length Overall
122’
Homeport
Rockland, Maine
Built-In
1930, Gloucester, Mass.
American Eagle Reservations:
1-800-648-4544
| Dates | Length | Price | ||
|---|---|---|---|---|
|
August 22–25, 2025 Friday to Monday |
3 nights | — | Coastal Classics | Learn More |
|
August 27–September 4, 2025 Wednesday to Thursday |
8 nights | — | Gloucester Schooner Festival & Race | Learn More |
|
September 7–13, 2025 Sunday to Saturday |
6 nights | — | Woodenboat Sail-In | Learn More |
|
September 14–19, 2025 Sunday to Friday |
5 nights | — | Fall Eastbound (Booked for private charter) | Learn More |
|
September 21–25, 2025 Sunday to Thursday |
4 nights | — | Celtic Isles | Learn More |
|
September 26–30, 2025 Friday to Tuesday |
4 nights | — | Autumn on the Bay | Learn More |
|
October 2–5, 2025 Thursday to Sunday |
3 nights | — | One Last Turn Around the Bay | Learn More |
|
May 29–June 1, 2026 Friday to Monday |
3 nights | $1048 | Spring sailing | Learn More |
|
June 3–6, 2026 Wednesday to Saturday |
3 nights | $1048 | Early summer sailing | Learn More |
|
June 7–12, 2026 Sunday to Friday |
5 nights | $1377 | Windjammer Gam with Reese Fulmer & the Carriage House Band | Learn More |
|
June 14–17, 2026 Sunday to Wednesday |
3 nights | $1048 | Coastal Classics | Learn More |
|
June 18–22, 2026 Thursday to Monday |
4 nights | $1268 | Summer Solstice | Learn More |
|
June 23–26, 2026 Tuesday to Friday |
3 nights | $1111 | Main sails & Lobster tails | Learn More |
|
June 28–July 9, 2026 Sunday to Thursday |
11 nights | $3218 | America's 250th in NYC! | Learn More |
|
July 10–19, 2026 Friday to Sunday |
9 nights | $2822 | Sail Boston! | Learn More |
|
July 21–25, 2026 Tuesday to Saturday |
4 nights | $1466 | Bays & islands | Learn More |
|
July 26–August 1, 2026 Sunday to Saturday |
6 nights | $1781 | Unscripted adventure | Learn More |
|
August 2–6, 2026 Sunday to Thursday |
4 nights | $1466 | Hiking & Island exploration | Learn More |
|
August 7–10, 2026 Friday to Monday |
3 nights | $1308 | Main sails & Lobster tails | Learn More |
|
August 11–15, 2026 Tuesday to Saturday |
4 nights | $1466 | Perseid Meteor Showers | Learn More |
|
August 16–20, 2026 Sunday to Thursday |
4 nights | $1466 | Hiking & Island exploration | Learn More |
|
August 21–24, 2026 Friday to Monday |
3 nights | $1308 | Coastal Classics | Learn More |
|
August 25–29, 2026 Tuesday to Saturday |
4 nights | $1466 | Bays & islands | Learn More |
|
August 30–September 2, 2026 Sunday to Wednesday |
3 nights | $1308 | Main sails & Lobster tails | Learn More |
|
September 9–12, 2026 Wednesday to Saturday |
3 nights | $1048 | Coastal Classics | Learn More |
|
September 13–19, 2026 Sunday to Saturday |
6 nights | $1657 | WoodenBoat RendezVous | Learn More |
|
September 20–24, 2026 Sunday to Thursday |
4 nights | $1184 | Celtic Isles | Learn More |
|
September 25–28, 2026 Friday to Monday |
3 nights | $1048 | Main sails & Lobster tails | Learn More |
|
September 30–October 4, 2026 Wednesday to Sunday |
4 nights | $1184 | Autumn on the Bay | Learn More |
|
October 5–8, 2026 Monday to Thursday |
3 nights | $1048 | One Last Turn around the Bay | Learn More |
Stay in the Know
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