To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in [CITY] like hiking in the forests, camping in mountains, hanging by the cliffs and a lot more. An adrenaline rush is sure to have when one is out there on adventure. Whether it’s swimming, river rafting, rappelling , riding with motorcycle club or cycling with friends or just a weekend getaway near [CITY], we have got you covered.
Find your adventure and trips near [CITY].
## Trips & Adventures Events in Gloucester - **Event Name**: Walking Tour: Historic Dogtown – A Walk Back in Time - **Description**: Walking Tour: Historic Dogtown – A Walk Back in Time Sundays, June 7, July 12, August 16, September 20, October 18, November 8, 2026 10:00 am-12:00 pm Babson Boulder Parking Cherry Street, Gloucester, MA 01930 CAM Members $10, Non-Members $20. Registrati - **Interested Audience**: - Count: 17 - **Date**: Sun Jul 12 2026 (-04:00) - **Event URL**: https://allevents.in/gloucester/walking-tour-historic-dogtown-a-walk-back-in-time/200030132713020 - **Venue**: Babson Boulder Parking, Cherry Street, Gloucester, MA 01930 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9kZDM1OWJkMzM4NDdmNjQxYWQ5ODE0MTUwYjU4ZjI0ZDJmMTNkOWVmZTFkN2E2MDUyMzg0ZDEyMjJkN2VhZjNkLXJpbWctdzYwMC1oNDAwLWRjMWMyYjE3LWdtaXI_dj0xNzgwNjY4NDc4.avif - **Categories**: trips-adventures, art, trekking, business, literary-art - **Event Name**: Private Sail for Queer Teens and Friends on the Schooner Adventure - **Description**: FREE private sail for teens ages 13-18, with trained adult chaperones from the Schooner Adventure staff and crew. Musical guests Sam and Brandon from Kicked Off the Bus band! Advance registration link and downloadable waiver (ages 13-17) coming soon! Tha - **Date**: Thu Jun 25 2026 at 05:15 pm – Thu Jun 25 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/private-sail-for-queer-teens-and-friends-on-the-schooner-adventure/200029951587546 - **Venue**: Schooner Adventure - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYmM4ZTcxYzU3OWFlYjQ2ZWM4ODI3OThjZDNlNThlMjc3ZGM2M2EzODgzNGViNjRmMTRiNjA4MTgyNGVmNDNkMy1yaW1nLXcxMjAwLWgxNjAwLWRjMmYzNDQyLWdtaXI_dj0xNzgwMzEyNzEy.avif - **Categories**: trips-adventures, music, entertainment, live-music ## Trending Events in Gloucester - **Event Name**: Gloucester Waterfront Festival - **Description**: Celebrate 45 years of handmade, heritage, and harbor views at the Gloucester Waterfront Festival! ⚓🖐️ Join us August 15 & 16 at historic Stage Fort Park for the 45th Annual Gloucester Waterfront Festival, a beloved summer tradition set along the stun - **Venue**: Stage Fort Park - **Banner**: https://cdn-az.allevents.in/events9/banners/e962a5af9fb685fec0648b68c841f01dc318c6d3e862cef055032ab7a74d0682-rimg-w1200-h628-dcebeef1-gmir?v=1780978405 - **Event Name**: Goblin King Ball at Hammond Castle Museum - **Description**: ALMOST SOLD OUT! Only two tables remain for Saturday night's Ball. Friday night is completely sold out! - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events9/banners/e93fc6b957dd8c3debb360b3122fee4969c003c55d1f75bcf597e2541cd6bbfd-rimg-w1200-h628-dc29261f-gmir?v=1781435921 - **Event Name**: Thursday, June 18th, Rooftop Evening Access at Beauport Hotel - **Description**: Bringing live coastal music every Sunday-Thursday on Birdseye Rooftop at Beauport Hotel with craft cocktails and unbeatable views.About this EventElevate your weeknight above Gloucester Harbor. - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-az.allevents.in/events9/banners/84d972155dca628dee995f0d64f02a91d4ae44d6e4d9e9bc03b2f5ad863c62fe-rimg-w1200-h600-dc77615d-gmir.jpg?v=1777632690 - **Event Name**: 2026 Gloucester Fishtown Horribles Parade - **Description**: Come Celebrate the United States of America's 250th Birthday with us!! We can't wait to see many familiar faces joining us as Horribles, floats, and parade watchers. The last few years the Floats and Horribles have been so creative! Our Judges are excite - **Venue**: Gloucester, Massachusetts - **Banner**: https://cdn-az.allevents.in/events2/banners/6faa6717547aa0808e91e7af1e7a5c9dc3caafd95443942e7d092466b1f81fb6-rimg-w616-h344-dcffffff-gmir?v=1781494200 - **Event Name**: Friday, July 3rd, Red, White, & Beauport: Rooftop Access at Beauport Hotel - **Description**: Celebrate Red, White, & Beauport from the ultimate rooftop vantage point above Gloucester Harbor.About this EventTake in the fireworks from one of the best views in town on Friday, July 3rd, while enjoying live DJ ent - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-az.allevents.in/events1/banners/9fa6ebf1c37d3ff4dc0301f00bbb9ef41aa3e0eaa4b35d90dc7b46be4ca8737b-rimg-w1200-h675-dc022e40-gmir.jpg?v=1777632702 - **Event Name**: Gloucester Main Street Block Party #1 - **Description**: Main Street, Downtown Gloucester comes alive when the Street is closed off, and we have live music, street performers, non-profits, food vendors, and more! A FREE and fun night for young and old alike! Many of the shops and businesses on Main Street wil - **Venue**: Main St, Gloucester, MA 01930, United States - **Banner**: https://cdn-az.allevents.in/events2/banners/41b9604e9e27ad8bb933eb75ecd61e00ea1584e50aa009e59ab7270d47011097-rimg-w1200-h628-dcfefefe-gmir?v=1781200718 - **Event Name**: WildFire Band at St. Peter's Fiesta - Thurday, June 25 - **Description**: Join us at one of the largest Festivals in the New England area. Located at Saint Peters Park in Gloucester MA, this FREE fun outdoor concert and carnival with FOOD, GAMES, RIDES for all ages. Activities for both young and adults. Don't miss out on this e - **Venue**: 11 Rogers St, Gloucester, MA 01930-5014, United States - **Banner**: https://cdn-az.allevents.in/events7/banners/7bfd5edb83daf5ff8a72ac624e02ad89038b84b6f8be32c89ce987635d24b6d3-rimg-w960-h527-dc030303-gmir?v=1780668484 - **Event Name**: 2027 Daffodil Festival - **Description**: We’re excited to announce that the 41st Annual Gloucester Daffodil Festival will take place April 3–4, 2027! This year’s theme, “Notes from the Garden,” invites visitors to experience Gloucester in a whole new way—through curiosity, discovery, and apprec - **Venue**: 6504 Main St, Gloucester, VA 23061-6103, United States - **Banner**: https://cdn-az.allevents.in/events1/banners/3a3b5156aec6d0072ea12d4ef668b5e2248bb11ba91c3495ee74afb60036b34f-rimg-w1200-h630-dcddd4c4-gmir?v=1779447858 - **Event Name**: Los Lobos - **Description**: Doors 7:00pm Show 8:00pm 21+, Positive ID Required Premium Seating with cocktail service: $79.50 + $6.95 service fee Standard Seating with cocktail service: $69.50 + $6.95 service fee GA Standing: $59.50 + $6.95 service fee + $5 Day of Show It’s a matte - **Venue**: The Cut Live - **Banner**: https://cdn-az.allevents.in/events8/banners/d1833640e700d93590d5c75e27e9d44595120663bce057118977075f8a7a87b1-rimg-w1200-h675-dcf6eec4-gmir?v=1779651578 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Gloucester](https://allevents.in/gloucester/trips-adventures--today) - [Trips & Adventures Events This Weekend in Gloucester](https://allevents.in/gloucester/trips-adventures--this-weekend) - [Trips & Adventures Events in June in Gloucester](https://allevents.in/gloucester/trips-adventures--june) - [Trips & Adventures Events in July in Gloucester](https://allevents.in/gloucester/trips-adventures--july) ## FAQs - **Q**: What are the top Trips & Adventures events in Gloucester? - **A:** Walking Tour: Historic Dogtown – A Walk Back in Time (Sun Jul 12 2026 at Babson Boulder Parking, Cherry Street, Gloucester, MA 01930), Private Sail for Queer Teens and Friends on the Schooner Adventure (Thu Jun 25 2026 at 05:15 pm at Schooner Adventure). - **Q**: What Trips & Adventures events are happening in Gloucester in June 2026? - **A:** Private Sail for Queer Teens and Friends on the Schooner Adventure (Thu Jun 25 2026 at 05:15 pm at Schooner Adventure). - **Q**: How can I find Trips & Adventures events in Gloucester? - **A:** You can discover upcoming Trips & Adventures events in Gloucester on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Trips & Adventures events in Gloucester? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Trips & Adventures events in Gloucester? - **A:** Some popular venues hosting Trips & Adventures events in Gloucester include Babson Boulder Parking, Cherry Street, Gloucester, MA 01930, Schooner Adventure. - **Q**: Who are the top organizers for Trips & Adventures events in Gloucester? - **A:** Popular organizers hosting Trips & Adventures events in Gloucester include Cape Ann Museum, Cape Ann Pride Coalition. - **Q**: Are there any online Trips & Adventures events available? - **A:** Yes, many Trips & Adventures events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Trips & Adventures events in Gloucester? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Gloucester. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/d4/526b9c2f9443799c294c7c3b6e3343/freepik__candid-photography-with-natural-textures-and-highl__27226-1.webp ## Trips & Adventurous Activities from nearby cities - [Trips & Adventurous Activities in Ipswich](https://allevents.in/ipswich-ma/trips-adventures) - [Trips & Adventurous Activities in Beverly](https://allevents.in/beverly-ma/trips-adventures) - [Trips & Adventurous Activities in Salem](https://allevents.in/salem-ma/trips-adventures) - [Trips & Adventurous Activities in Danvers](https://allevents.in/danvers-ma/trips-adventures)