Gloucester Schooner Festival Schedule of Events 2025 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail

How to See the Schooners with Cape Ann Cruises

• Thursday Aug 28, 2025 Monday Sep 1, 2025
• Gloucester

Backyard Growers' 10th annual GrowDown

Join Backyard Growers at their annual fundraiser, the 10th annual GrowDown, to celebrate another successful season growing food in our community

• Thursday Sep 11, 2025
• Gloucester

Farm Days at Appleton Farms

Appleton Farms Farm Day Event September 13th & 14th. Live music, craft beverages, our own wood-fired pizza, games, visit the barnyard animals and more.

• Saturday Sep 13, 2025
• Ipswich

Farm Days at Appleton Farms

Appleton Farms Farm Day Event September 13th & 14th. Live music, craft beverages, our own wood-fired pizza, games, visit the barnyard animals and more.

• Sunday Sep 14, 2025
• Ipswich

$20K Game - 2025

• Thursday Sep 25, 2025
• Gloucester

Choate Island Day

• Saturday Sep 27, 2025
• Ipswich