2026 Gloucester Schooner Fest Schedule of Events!

To view the complete event program including lots of great information and history about the Schooner Festival, along with a complete list of participating schooners see the complete program guide here. 

From the 2025 Parade of Sail feat. the American Eagle – At about 2 minutes you can see the American Eagle crew hoisting her sails. The American Eagle was the last fishing schooner built in Gloucester. She launched on June 2nd, 1930 and was powered by both sail and engine. She now makes her home in Rockland, Maine, under the stewardship of Captain Tyler King, a Gloucester native.

Thursday – Community Day 

10:00 am – 4:00 pm Maritime Gloucester Museum & Exhibits Open

5:30 pm – 7:30 pm Schooner Challenge, Gloucester Harbor – Join our local Schooner Captains as they participate in a friendly competition putting their seamanship to the test over an “obstacle” course. Passengers will be given their own set of tasks to win the coveted Rum Bottle Award. Visiting schooners already arrived will join the event. The public is invited to purchase tickets aboard participating schooners. Ticketed passengers and crew will be invited to a post challenge awards party.

Friday – Greet the Fleet Day

All Day Arrival of Participating Vessels 10:00 am – 4:00 pm

Maritime Gloucester Museums & Exhibits Open 10:00 am – 5:00 pm

Public Sails 2:30 pm – 4:30 pm

“Greet the Fleet” Sail 7:00 pm – 10:00 pm Chamber of Commerce Block Party

Saturday – Maritime Heritage Day

8:30 am – 6:00 pm Public Sails

10:00 am International Dory Races Learn more at: internationaldories.com

10:00 am – 4:00 pm Maritime Gloucester – Heritage Day Museum and Exhibits Open, Schooner Deck Tours Free to the public: schooner deck tours, music, food, crafts for all ages, skills demonstrations, community vendors, & family activities. $25 hourly schooner sails on Schooner Ardelle!

12:00 pm – 4:00 pm Schooner Viewing & Deck Tours Schooner Floats – I4C2, 65 Rogers St *Ocean Alliance – 32 Horton St, Rocky Neck Thanks to generous support from our sponsors, we are again able to provide a visitor-based dockside experience that puts the public on schooners for deck tours. This is a free option for the public, but donations are always appreciated.

6:30 pm – 10:30 pm Fireworks Sails Witnessing the fireworks over historic Gloucester Harbor is a magnificent sight. Seeing it above you from the deck of a schooner is a breathtaking experience you do not want to miss. These sell out quickly, so don’t delay. Check various schooner websites for ticketing details

7:00 pm – 9:00 pm Boat Parade of Lights This annual event showcases a parade of local private boats and begins at dusk in the Annisquam River.

9:15 pm Fireworks Display over the Harbor Time is approximate

Sunday – Race Day!

10:00 am – 11:30 am Parade of Schooners – Schooners proceed from the Inner Harbor, past the Fishermen’s Memorial on Stacy Boulevard and Stage Fort Park, to the race starting area off Eastern Point. Various non-profit and business organizations offer Parade of Schooners or Race viewing opportunities

10:00 am – 4:00 pm Maritime Gloucester Museum & Exhibits Open

10:30 am – 2:00 pm Shuttle Bus to Eastern Point Light From St. Anthony’s Church, Farrington Ave to watch the start of the Mayor’s Race. Free of Charge courtesy of the Cape Ann Transportation Authority

1:00 pm Schooner Races

The start of Mayor’s Races for Esperanto Cup & the Columbia Trophy Off Eastern Point. The race course is decided the morning of the race by the Schooner Festival Committee at

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