Destination Area: Atlantic Coast & Great Lakes of U.S. & Canada
Length: 9 NIGHTS
Vessel: American Eagle


Rockland, Maine on August 28, 2019


Rockland, Maine (return) on September 6, 2019

$1,795 per person double occupancy, including all meals.

Call for air fares.

For more information call us toll free at 1-877-882-4395.

Sail to Gloucester to crew in the annual Great Schooner Race.
Enjoy great hospitality in American Eagle's old home port, where she has won the race eleven times!

American Eagle was launched in 1930 as a Gloucester fishing schooner, and sailed from Gloucester for over 50 years. Captain John Foss purchase ...

Read more about the American Eagle     

  • Enjoy a coastal voyage with some overnight sailing
  • Look for whales along the way
  • Participate as crew in the schooner race
  • Set & trim sails
  • Take a turn at the helm
  • Make new friends from among your shipmates

Board the American Eagle Wednesday evening, August 28st for her annual cruise to Gloucester, Massachusetts. Arrive in Gloucester Saturday and experience the great hospitality of the Eagle’s old home port. On Sunday be part of the excitement as the American Eagle tries for her twelfth Esperanto Cup win, in a race which originated in the 1880’s. Whale watching and overnight sailing along the way on this cruise. Return to Rockland by 11 am Friday, September 6th.

Rockland, Maine
Rockland is at the heart of Midcoast Maine, an area world famous for its mountainous and rocky shore, with hundreds of harbors and inlets, and for some of the best cruising waters anywhere. A nearly mile-long granite breakwater protects Rockland Harbor and its picturesque lighthouse.

Rockland's history includes shipbuilding, lime processing, granite quarrying, and commercial fishing and lobstering. Historic Main Street forms the core of retail shopping, and has gone through a renaissance over the last several years. The community’s proud past survives in many ways, including a newly restored and enlarged Carnegie library, and an incredible mix of traditional residential styles of architecture that rivals the historic homes of many larger cities. Lodging is plentiful, dining opportunities abound and day trips in any direction provide ample rewards, including museums for rainy days.

Sailing along the coast

Gloucester, Massachusetts
Gloucester is situated on the north shore of Massachusetts. The town was an important shipbuilding center, and developed into an important fishing port, because of its proximity to Georges Bank and the Grand Banks off the east coast of Nova Scotia and Newfoundland. In addition to continuing as a center for catching and processing seafood, Gloucester is a center for fish research.

Seafaring and fishing have always been, and still are very dangerous undertakings. The movie The Perfect Storm illustrates just how hazardous a livelihood it is. Gloucester has lost over 10,000 men to the briny depths of the Atlantic Ocean in the 350 years since its founding. The names of those known lost as are known are painted on a huge mural in City Hall, and also on a new memorial cenotaph on Stacy Boulevard.

Gloucester Schooner Race
The Gloucester Schooner Race has been an annual event since the 1890's with New England fishermen.

A large number of schooner rigged vessels participate first, with tying up or anchoring off shore in Gloucester Harbor followed by the Mayor's reception. In the evening a block party is usually scheduled followed by next day's events and a tour of Gloucester and lobster bake. Sunday is the big day with a parade of sails and a race- ending at 6PM then Gloucester hosts a reception and awards ceremony.

There are many other activities not mentioned here.

Sailing along the coast

Rockland, Maine (return)
Your ship returns to Rockland Harbor.

Find a Voyage
Vessel Preference:
Voyage Duration:
Departing Between:
Date selection widget
Date selection widget


We are available Monday thru Friday 9am to 5pm (Eastern Time) to answer any questions you might have, to help you plan your vacation or to assist you in choosing the perfect voyage under sail.



Join Our Newsletter

Receive our complimentary monthly newsletter filled with in-depth tall ship profiles, news of tall ship events around the world, as well as special offers for unique or promotional voyages. Enter your email address and click to sign-up.

Privacy Statement