Special Events

Special Event sail tickets are added regularly throughout the season as our schedules are confirmed. Our sail schedule is subject to change until a ticket is purchased. Please check back if you do not find an open availibility for the event you are interested in at this time.

Weekly Events

Celtic Music Sunset Sail with Michael O’Leary & Friends
Sundays, Beginning May 25, 2025
6:00-8:30pm
Craic* on deck! Join singer Michael O’Leary & Friends for a sailing céilidh of traditional tunes, songs ‘n sea shanties aboard the schooner Ardelle as she takes a sunset sail around beautiful Gloucester harbor. The seven musicians are an array of tune players and singers from Cape Ann, the North Shore and greater Boston. *Irish for Fun!

Sunset Schooner Challenge
Tuesdays, beginning June 3
6:00-8:00 pm
Help us raise anchor, set the sails, and best our rivals!

Each week the Schooners Ardelle and Isabella (& occaisionally some of our other local passenger fishing schooners) will sail together in a friendly match for bragging rights.

Maritime Heritage Charter vessels will be run by our cadets who are participating in the Maritime Gloucester Apprentice program with oversight from our capatins.

Upcoming Special Events

3rd of July Fireworks Cruise
Thursday, July 3, 2025
Enjoy the spectacular Gloucester Fireworks from a front row seat aboard the Schooner Ardelle!

Cape Ann Circumnavigation Sail
July 28, August 27, & September 13, 2025
8:00 am – 3:00 pm
These full day sails are perfect for those who would like to spend the day sharing sea stories, viewing the diverse land and seascapes of Cape Ann, seeing lighthouses, or just relaxing out on the water. If time allows we will stop in at Rockport for some time ashore or sail into the hole-in the wall at Lane’s Cove. Circumnavigation trips depart from Maritime Gloucester at 8am and return at 3pm (plus or minus) and offer those who come along a chance to really enjoy the Ardelle on an extended trip!
If the weather allows we will circumnavigate Cape, if not, we will head down to some other coastal community or off shore for a whale watch. Bring a picnic lunch and we will provide coffee and donuts and a lot of fun! Adults (16+) only.