Events Calendar - Annual Event
Cape Ann Pride 2025!
#CapeAnnPride, Pride Flag Raising, DJ Coleslaw, Essex Senior Center, City of Gloucester, Pride, Cape Ann Lanes, Bowling, Music, Harbor 9 Golf, Maritime Gloucester, Cape Ann
Small Business Person of the Year in Manchester-by-the-Sea 2025
Allan Houle of Manchester Ace Hardware is the Winner of the 'Small Business Person of the Year' from Manchester-by-the-Sea. Join The Chamber in celebrating his win at Cala's Restaurant in Manchester-by-the-Sea.
Ipswich Small Business Person of the Year 2025
Kerrie Bates of Ipswich ReCreation & Culture is the 'Small Business Person of the Year' Winner from Ipswich. Join The Chamber in celebrating her win at True North Ale Company in Ipswich.
Rockport Small Business Person of the Year 2025
Kimberly Cameron Tibert of Sandcastles and Wharf Rat Trading Co. is the 'Small Business Person of the Year' winner from Rockport. Join the Greater Cape Ann Chamber in celebrating her win at the Emerson Inn in Rockport.
Gloucester Small Business Person of the Year 2025
Joe Ciolino of The Weathervane is the 'Small Business Persons of the Year' winner from Gloucester. Join the Greater Cape Ann Chamber in celebrating his win at Oak to Ember in Gloucester.
CANCELED! Essex River Day 2025
The Locals of Essex invite you to Essex River Day - A GIANT bonfire (with a Green Head on top!) at Shepard Memorial Park. There will be live Music, Lawn Games and Food Trucks as well as the Ipswich Ale Beer Truck. Join us for this wonderful family event!
5th Annual Gloucester Juneteenth Celebration
Join the Cape Ann Museum at Gloucester City Hall to celebrate Juneteenth, the oldest nationally celebrated commemoration of the ending of slavery in the United
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Gloucester Saint Peter's Fiesta Harbor Cruise
Avoid the crowds, enjoy the breeze: Whether you're a Fiesta veteran or a first-time visitor, a boat cruise gives you a relaxing escape from the packed streets
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Rockport in Bloom "Neighborhood Gems" Garden Tour
Rockport in Bloom ''Neighborhood Gems'' Garden Tour- Saturday, June 28th, 2025- 10: AM- 4:00 PM. Tickets https://rockportgardenclub.org/garden-tour
Fireworks Cruise in Gloucester Harbor aboard the Wejack
Hop aboard the legendary WEJACK for the 3rd of July fireworks cruise! Cruise around Gloucester Harbor’s scenic waterfront
Fireworks Sail Aboard Schooner Adventure!
Get front row seats to watch Gloucester's 2024 Fireworks display aboard Schooner Adventure!
July 3rd Fireworks Cruise Aboard The Friki Tiki
2 hour harbor cruise aboard the Friki Tiki of Gloucester! Experience the amazing fireworks display from the harbor!
Generous Gardners 13th Annual Gloucester Garden Tour
This year Generous Gardeners welcomes you to the Magnolia neighborhood in Gloucester. Magnolia is storybook beautiful, with its stunning ocean views along Shore Road and a welcoming community.
Block Party #1 2025
festivals, parties, block party, live music, street performers
