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Gloucester Schooner Festival Schedule of Events 2024 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of SailPlan ahead. Purchase tickets below to ensure your spot aboard the Wejack to spectate the following events before they sell out!
How to See the Schooners with Cape Ann Cruises
Join us aboard the legendary Gloucester Fishing Yacht, the Wejack to see all the visiting Schooners up close from the water.
The Wejack has a full bar aboard. We have multiple trips offered daily during the Schooner festival that will be a boatload of fun!
See the Calendar and schedule of events below to learn more about our trips offered for the Schooner Festival.
The Wejack is the perfect spectator boat to get the best views.
Schedule of Events:
Thursday, August 28th, 2025
Schooner Challenge Race -5:30-7:30PM
Friday, August 29th, 2025
See the Schooners & Scenic Harbor Tour 3:30 PM - 5:00 PM
See the Schooners, Sunset & Scenic Harbor Tour 6:00 PM - 7:30 PM
Saturday, August 30th, 2025
Schooner Festival Sunset Scenic Cruise Gloucester Harbor: Departs at 6PM
8PM - Fireworks Cruise Gloucester Harbor - Departs 8:00PM
Sunday, August 31st, 2025
Parade of Sail Cruise Departs at 9:30 AM
Mayor’s Cup Race - Departs at 12:30 PM
See the Schooners - Scenic Gloucester Harbor Cruise Departs at 3:30 PM
See the Schooners at Sunset - Departs at 6 PM
Monday, September 1st, 2025
See the Schooners - Scenic Gloucester Harbor Cruise Departs at 12 PM
See the Schooners - Scenic Gloucester Harbor Cruise Departs at 3:30 PM
See the Schooners at Sunset - Departs at 6 PM
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Event Venue & Nearby Stays
63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930
Tickets
