We hope you’ll join us for the 2022 season. We have a nice variety of 3- to 6-night trips, as well as a couple of longer adventures: a 7-night trip Downeast and a 9-night to Gloucester, Massachusetts. Take a look at the schedule below and then give us a call to check the availability on the trip that works with your calendar.


2022 Schedule & Rates

5% discount for those having sailed with us before.       Every trip is available for charter until the first person reserves.

Download Our 2022 Schedule

Call (800) 648-4544 for availability

Board
5-6 pm
Return
by 11 am
# of Nights Description Rate per person
* Friday
May 27
Monday
May 30
3 SHAKEDOWN SAIL $745
Wednesday
June 1
Sunday
June 5
4 CLEAR SAILING $850
& Monday
June 6
Saturday
June 11
5 HIDDEN TRACES OF THE PAST– A guided look into the little-known history of Penobscot Bay. $995
Sunday
June 12 fullmoon
Thursday
June 16
4 SCHOONER GAM – First of our annual windjammer fleet events.  One afternoon we’ll all head for the same harbor for an evening together.  $850
Friday
June 17
Monday
June 20
3 LONG DAYS FOR A WEEKEND JAUNT $795
Tuesday
June 21
Saturday
June 25
4 SUMMER SOLSTICE & WATERCOLOR WORKSHOP – Spend the longest of evenings capturing the colors of summer. Artist Carol L. Douglas will join us to lead a plein air watercolor workshop aboard. (Additional $395 charge if you wish to participate in the workshop. Supplies provided.) $925
* Sunday
June 26
Saturday
July 2
6 WINDJAMMER DAYS TO BOOTHBAY HARBOR – Sail into exciting Booth Bay  with a lobster bake and fireworks. We often see puffins and sometimes even whales on our way. $1,230
Sunday
July 3
Saturday
July 9
6 GREAT SCHOONER RACE Another chance to see the windjammer fleet and visiting vessels converge for our annual race. With a small boat race the evening before, the laughter and camaraderie never stop. $1,275
& Sunday
July 10 fullmoon 
Thursday
July 14
4 CASTLEBAY~ Enjoy the music of Maine and the Celtic isles of Scotland and Ireland performed by Julia Lane and Fred Gosbee of Castlebay.  Informal talks throughout the days and evenings. Bring your voice, and your musical instrument, if you so choose!  $1,075
Friday
July 15
Monday
July 18
3 WEEKEND MID-SUMMER ADVENTURE – An incredible short getaway $880
Tuesday
July 19
Saturday
July 23
4 TRADITIONAL COASTAL SAILING – Come see what windjamming is all about. $975
* & Sunday
July 24
Sunday
July 31
7 DOWNEAST TRIP A chance to go farther downeast beyond our normal cruising grounds where bold landscapes and nature prevail. $1,595
Monday
Aug 1
Saturday
Aug 6
5 SWAN’S ISLAND MUSIC FESTIVALFive days of sailing with a lobster feast and an evening of eclectic music at the Sweet Chariot Music Festival. $1,195
Sunday
Aug 7 
Wednesday
Aug 10
3 MID-SUMMER ADVENTURE – An incredible short getaway $880
Thursday
Aug 11 fullmoon
Monday
Aug 15
4 HIKING & ISLAND EXPLORATION- Explore more of what the islands in our cruising ground offer.  Hiking can be anywhere from a stroll to a bit of rock scrambling with water views in every corner!  If hiking isn’t quite to your taste, it’s a nice time to relax on the many pocket beaches. $975
Tuesday
Aug 16
Friday
Aug 19
3 PERSIED METEOR SHOWERS – If the nights are dark enough, we’ll be able to see this famed annual event. $880
Saturday
Aug 20
Thursday
Aug 25
5 HIGH SUMMER HIKING & ISLAND EXPLORATION -Another hiking trip with an extra day to explore, giving us even more time to get to places that are farther away. $1,195
Friday
Aug 26
Tuesday
Aug 30
4 TRADITIONAL COASTAL  SAILING – Come see what windjamming is all about. $975
* &  Wednesday
Aug 31
Friday
Sept 9
9 GLOUCESTER SCHOONER RACEOur annual trip home, for both the EAGLE and Capt. King.  A long adventure, “Homeward Bound” to America’s oldest fishing port, allows for sailing offshore along a beautiful portion of the east coast with a good chance to see whales and other marine wildlife on our way to race for the Esperanto Cup once again.  $1,995
Sunday
Sept 11 fullmoon
Saturday
Sept 17
6 WOODENBOAT SAIL-IN – Our final windjammer fleet get-together. We all meet in WoodenBoat Harbor for an evening of music, refreshments, and small boat activities.  $1,230
& Sunday
Sept 18
Thursday
Sept 22
4 FALL COLORS & WATERCOLOR WORKSHOPChanging foliage contrasted with dark evergreens and the blues of the bay offer breathtaking panoramas. Artists of all levels are welcomed to join Carol Douglas’s workshop. (Additional $395 charge for the workshop. Supplies provided.) $895
Friday
Sept 23
Monday
Sept 26
3 AUTUMN WEEKEND – Come see the foliage change from the most striking side, the ocean! $760
Tuesday
Sept 27
Saturday
Oct 1
4 COOL DAYS AND COZY NIGHTS – A time to watch the quiet change of a landscape through yet another season. $895
Sunday
Oct 2
Thursday
Oct 6
4 FALL FOLIAGE IN FULL SWING – Crisp breezes make this an incredible time for a lively sail $895
* Friday
Oct 7 fullmoon
Wednesday
Oct 12
5 THAT’S IT FOR 2022! – Join us for our last hurrah of 2022.  Now here’s to 2023! $975

Printable 2022 Schedule

fullmoon Full Moon   Any trip over a full moon offers us the opportunity for an evening sail.
* = Capt. John Foss will join us for this trip
& = unique to Schooner American Eagle

Booking and Cancellation Policy

All our cabins accommodate two; We guarantee Cabins A and B as single occupancy for an additional $30 per night.  Deposit of $350 per person when reservation made, balance due 6 weeks before the trip date, full refund less $50 per person fee until then.  Should you cancel after the balance due date, your payment less the $50 fee will be returned only as others are booked for that same trip.  Re-bookings are subject to a $50 per person fee.

Payment Methods

Payments may be made by check, VISAMasterCard or DISCOVER.

Request a brochure and schedule

Head over to our Guest Book to request a brochure and schedule by mail.