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Outdoor Events and Things to do in Gloucester, MA

Sales end soon
Cloonee at Boston Cruise Port
Saturday at 6:00 PM
Boston · Boston Cruise Port
Sales end soon
Cloonee at Boston Cruise Port
Saturday at 6:00 PM
Boston · Boston Cruise Port
Le Grand Prix Elmendorf du Pain - ECBA Parisian Picnic Box
Sun, Jun 14, 12:00 PM
Cambridge · East Cambridge
Le Grand Prix Elmendorf du Pain - ECBA Parisian Picnic Box
Sun, Jun 14, 12:00 PM
Cambridge · East Cambridge
PEPPIN GLOW - ULTIMATE ALL WHITE BOATRIDE
Sat, Jul 4, 7:30 PM
Boston · 60 Rowes Wharf
PEPPIN GLOW - ULTIMATE ALL WHITE BOATRIDE
Sat, Jul 4, 7:30 PM
Boston · 60 Rowes Wharf
LABOR DAY WHITE PARTY @ THE TALL SHIP
Mon, Sep 7, 12:00 PM
Boston · The Tall Ship Boston
LABOR DAY WHITE PARTY @ THE TALL SHIP
Mon, Sep 7, 12:00 PM
Boston · The Tall Ship Boston
Survivor Aeronaut: Somerville
Fri, Jun 12, 5:00 PM
Somerville · Aeronaut Brewing Company
Survivor Aeronaut: Somerville
Fri, Jun 12, 5:00 PM
Somerville · Aeronaut Brewing Company
PRETTY IN PINK THE BOATRIDE
Sun, Jun 28, 5:00 PM
Boston · 60 Rowes Wharf
PRETTY IN PINK THE BOATRIDE
Sun, Jun 28, 5:00 PM
Boston · 60 Rowes Wharf
Twinsick at Boat Cruise Summer Series - Boston
Fri, Jun 5, 6:00 PM
Boston · Boat Cruise Summer Series - Boston in Boston, MA
Twinsick at Boat Cruise Summer Series - Boston
Fri, Jun 5, 6:00 PM
Boston · Boat Cruise Summer Series - Boston in Boston, MA
Cambridge Taste 2026
Wed, Jun 17, 5:00 PM
Cambridge · University Park
Cambridge Taste 2026
Wed, Jun 17, 5:00 PM
Cambridge · University Park
Pickleball and Mingle for Singles!
Sat, Jun 27, 2:00 PM
Boston · Pickleball Social Club Boston
Pickleball and Mingle for Singles!
Sat, Jun 27, 2:00 PM
Boston · Pickleball Social Club Boston
Innovation Trail Walking Tour (Special Boston Harborfest Edition)
Thu, Jul 2, 4:00 PM
Boston · Irish Famine Memorial
Innovation Trail Walking Tour (Special Boston Harborfest Edition)
Thu, Jul 2, 4:00 PM
Boston · Irish Famine Memorial
Esme LGBTQ+ Womxn's Block Party & Pride Fest
Sat, Jun 6, 1:00 PM
Boston · Esme Block Party
Esme LGBTQ+ Womxn's Block Party & Pride Fest
Sat, Jun 6, 1:00 PM
Boston · Esme Block Party
Sales end soon
Saborcito @ The Anchor: Salsa & Bachata Dancing
Monday at 6:00 PM + 18 more
charlestown · The Anchor
Sales end soon
Saborcito @ The Anchor: Salsa & Bachata Dancing
Monday at 6:00 PM + 18 more
charlestown · The Anchor
5k Beer Run x Aeronaut Brewing Co. | 2026 MA Brewery Running Series
Sat, Jun 27, 2:00 PM
Somerville · Aeronaut Brewing Company
5k Beer Run x Aeronaut Brewing Co. | 2026 MA Brewery Running Series
Sat, Jun 27, 2:00 PM
Somerville · Aeronaut Brewing Company
Sip & Sculpt Pottery on the Patio Workshop
Sun, Jun 28, 1:00 PM
Boston · Downeast Cider House
Sip & Sculpt Pottery on the Patio Workshop
Sun, Jun 28, 1:00 PM
Boston · Downeast Cider House
Going fast
The WBUR Festival
Boston · Boston University
Going fast
The WBUR Festival
Boston · Boston University
Going fast
Gag it! Pride Outdoor Tea Dance
Sun, Jun 7, 4:00 PM
Cambridge · Althea
Going fast
Gag it! Pride Outdoor Tea Dance
Sun, Jun 7, 4:00 PM
Cambridge · Althea
10yrs of #2GETHERNESS on the Water ⚓ | White with a spalsh of Color!
Sat, Jul 18, 7:00 PM
Boston · 70 Rowes Wharf
10yrs of #2GETHERNESS on the Water ⚓ | White with a spalsh of Color!
Sat, Jul 18, 7:00 PM
Boston · 70 Rowes Wharf
21st Annual Haley House Block Party
Sat, Jun 6, 3:00 PM
Boston · Montgomery Street
21st Annual Haley House Block Party
Sat, Jun 6, 3:00 PM
Boston · Montgomery Street
Parade of Sail Reservation On The 1877 Tall Ship ELISSA
Sat, Jul 11, 7:00 AM
Boston · Fan Pier Marina
Parade of Sail Reservation On The 1877 Tall Ship ELISSA
Sat, Jul 11, 7:00 AM
Boston · Fan Pier Marina
40+ Smart Speed Dating in Somerville | Cityswoon | Ages 40-55
Thu, Jun 11, 7:30 PM
Boston · Remnant Brewing @ Bow Market
40+ Smart Speed Dating in Somerville | Cityswoon | Ages 40-55
Thu, Jun 11, 7:30 PM
Boston · Remnant Brewing @ Bow Market

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