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Travel & outdoor events in Gloucester, MA

Search for something you love or check out popular events in your area.

We're on a Boat! Sunset Boat Cruise
Fri, Aug 8, 6:00 PM
Rowes Wharf
We're on a Boat! Sunset Boat Cruise
Fri, Aug 8, 6:00 PM
Rowes Wharf
Amazing Scavenger Hunt Adventure-Boston Freedom Trail
Tomorrow at 8:00 AM + 177 more
Boston Commons Visitors Center
Amazing Scavenger Hunt Adventure-Boston Freedom Trail
Tomorrow at 8:00 AM + 177 more
Boston Commons Visitors Center
Sales end soon
GBNEMBA - BEGINNER/NOVICE RIDE - BEAVER BROOK, BELMONT Group Ride
Tomorrow at 6:00 PM + 7 more
Lone Tree Hill Parking Lot
Sales end soon
GBNEMBA - BEGINNER/NOVICE RIDE - BEAVER BROOK, BELMONT Group Ride
Tomorrow at 6:00 PM + 7 more
Lone Tree Hill Parking Lot
Sales end soon
Looney Lexington, MA Amazing Race & Tour
Tomorrow at 11:00 AM + 325 more
1749 Massachusetts Ave
Sales end soon
Looney Lexington, MA Amazing Race & Tour
Tomorrow at 11:00 AM + 325 more
1749 Massachusetts Ave
Ladies on the Vineyard 2025
Sat, Jul 19, 8:00 AM
Boston South Station
Ladies on the Vineyard 2025
Sat, Jul 19, 8:00 AM
Boston South Station
Self Guided "Historic Boston Downtown Freedom Trail" Audio/GPS Walking Tour
Today at 10:00 PM + 493 more
Boston Common Visitors Center
Self Guided "Historic Boston Downtown Freedom Trail" Audio/GPS Walking Tour
Today at 10:00 PM + 493 more
Boston Common Visitors Center
Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour
Today at 10:00 PM + 487 more
Boston Common Visitors Center
Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour
Today at 10:00 PM + 487 more
Boston Common Visitors Center
Sales end soon
An Exciting Scavenger Hunt! - Boston Parks & Works of Art
Tomorrow at 8:00 AM + 82 more
70 Beach St
Sales end soon
An Exciting Scavenger Hunt! - Boston Parks & Works of Art
Tomorrow at 8:00 AM + 82 more
70 Beach St
Sales end soon
The Boston Bash Scavenger Hunt
Tomorrow at 11:00 AM + 325 more
Boston Common Carousel
Sales end soon
The Boston Bash Scavenger Hunt
Tomorrow at 11:00 AM + 325 more
Boston Common Carousel
Sales end soon
GBNEMBA Women & Gender-Expansive Group Ride with Hustle Hive (Recurring)
Tuesday at 6:00 PM + 7 more
Rock Meadow Conservation Area
Sales end soon
GBNEMBA Women & Gender-Expansive Group Ride with Hustle Hive (Recurring)
Tuesday at 6:00 PM + 7 more
Rock Meadow Conservation Area
Sailing with St. John's
Sat, Sep 6, 11:00 AM
Boston Harbor City Cruises
Sailing with St. John's
Sat, Sep 6, 11:00 AM
Boston Harbor City Cruises
Sales end soon
Explore Boston with our epic scavenger hunt adventure!
Tomorrow at 7:00 AM + 106 more
Public Garden
Sales end soon
Explore Boston with our epic scavenger hunt adventure!
Tomorrow at 7:00 AM + 106 more
Public Garden
Sales end soon
Unravel Boston’s mysteries with our outdoor escape game!
Tomorrow at 7:00 AM + 106 more
Public Garden
Sales end soon
Unravel Boston’s mysteries with our outdoor escape game!
Tomorrow at 7:00 AM + 106 more
Public Garden
Cambridge Quest Experience: MIT Mysterious Intelligence Tour
Today at 10:00 PM + 248 more
Kendall Square
Cambridge Quest Experience: MIT Mysterious Intelligence Tour
Today at 10:00 PM + 248 more
Kendall Square
Supreme Island x Sabor Saturday(Elite Affairs)
Sat, Jul 12, 10:00 PM + 7 more
Icon Nightclub
Supreme Island x Sabor Saturday(Elite Affairs)
Sat, Jul 12, 10:00 PM + 7 more
Icon Nightclub
Sales end soon
An Exciting Scavenger Hunt! - Back Bay & Beyond
Tomorrow at 8:00 AM + 244 more
95 Clarendon St
Sales end soon
An Exciting Scavenger Hunt! - Back Bay & Beyond
Tomorrow at 8:00 AM + 244 more
95 Clarendon St
Boston Historical Adventure: Echoes of the Past
Today at 10:00 PM + 248 more
Boston Public Library - Central Library
Boston Historical Adventure: Echoes of the Past
Today at 10:00 PM + 248 more
Boston Public Library - Central Library
Boston: The Record Breaker Outdoor Escape Game
Today at 10:00 PM + 248 more
Boston Public Library
Boston: The Record Breaker Outdoor Escape Game
Today at 10:00 PM + 248 more
Boston Public Library
You Sleuth Augmented Reality Detective Experience
Today at 1:00 PM + 83 more
Cambridge
You Sleuth Augmented Reality Detective Experience
Today at 1:00 PM + 83 more
Cambridge
Sales end soon
GBNEMBA - Tuesday Western Greenway Mixed RIDE
Tuesday at 6:00 PM + 7 more
Mighty Squirrel Brewing Co.
Sales end soon
GBNEMBA - Tuesday Western Greenway Mixed RIDE
Tuesday at 6:00 PM + 7 more
Mighty Squirrel Brewing Co.

Trends in Gloucester

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Explore more trends

Frequently asked questions about Gloucester

What are the best events to attend?

According to Eventbrite, the best events are:

We're on a Boat! Sunset Boat Cruise

Amazing Scavenger Hunt Adventure-Boston Freedom Trail

GBNEMBA - BEGINNER/NOVICE RIDE - BEAVER BROOK, BELMONT Group Ride

Looney Lexington, MA Amazing Race & Tour

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

stage fort park

birdseye rooftop

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

You Sleuth Augmented Reality Detective Experience

Self Guided "Historic Boston Downtown Freedom Trail" Audio/GPS Walking Tour

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Cambridge Quest Experience: MIT Mysterious Intelligence Tour