Festival Schedule

(Gloucester Schooner Festival schedule subject to change)

Click here for downtown Gloucester parking information.


Friday, August 30, 2019

All Day Arrival of Participating Vessels.

5:00 pm to 7:00 pm
Mayor’s Reception for invited guests (ticketed event)

6:00 pm to 10:00 pm
Gloucester Block Party on Main Street in downtown. (tentative date)

Photos by Carl Gustin
Photos by Carl Gustin

Saturday, August 31, 2019

All Day
Viewing and Deck Tours at Schooner Docks at I4C2

10:00 am to 4:00 pm
Maritime Gloucester Heritage Day
Maritime Gloucester, located at 23 Harbor Loop in downtown Gloucester, will host its annual Heritage Day celebration from 10:00 am to 4:00 pm. The event is free to the public.

5:00 pm to 10:00 pm
Concert on Stacy Boulevard
Enjoy a community concert on The Boulevard before and after the Parade of Lights and Fireworks.

7:00 pm
Boat Parade of Lights
The annual Boat Parade of Lights begins at dusk at Jones Creek on the Annisquam River, travels down the river, through the drawbridge and into Gloucester Harbor, ending in the Smith’s Cove area of the harbor.

9:15 pm
Fireworks Display over Gloucester Harbor. (following Parade of Lights, time approximate

Photos by Arlene Taliadoros
Photos by Arlene Taliadoros

Sunday, September 1, 2019

8:30 am
Skippers Meeting
This meeting is required for all Schooners sailing in the Mayor’s Race.  Meet at Solomon Jacobs Park, immediately adjacent to the U.S. Coast Guard Station on Harbor Loop.

10:30 am to 12:00 pm
Parade of Sail as Schooners proceed from Inner Harbor, past the Fishermen’s Memorial on Stacy Boulevard, to the race starting area off Eastern Point.

11:00 am to 1:30 pm
Shuttle Bus to Eastern Point Light, from Eastern Point Gate (Eastern Point Boulevard at Farrington Avenue) to watch the start of the Mayor’s Race. Free of Charge, courtesy of Cape Ann Transportation Authority.

1:00 pm
Start of Mayor’s Race for the Esperanto Cup, Columbia Trophy, Ned Cameron Trophy; and Betty Ramsey Trophy off Eastern Point.

6:00 pm to 8:00 pm
Reception and Awards Ceremony
for captains, crews and invited guests (ticketed event)

Photos by Doug Mangum
Photos by Doug Mangum

 Monday, September 2, 2019

“Rain Day” for recovery from postponements caused by inclement weather. ONLY IF REQUIRED.