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 Aug 16 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**: Charter- Scalloping x 2 - **Description**: The Abby Clause: SECONN'S Charter Guidelines - No refunds unless the charter is canceled by either SECONN Divers; Cape Ann Divers; or you find a suitable replacement. - The boat will leave the dock at 12:30 with or without you. Please plan on arriving 30 - **Interested Audience**: - Count: 4 - **Date**: Sun Oct 04 2026 at 12:30 pm – Sun Oct 04 2026 at 03:30 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/charter-scalloping-x-2/200030370232858 - **Venue**: 7 Parker St, Gloucester, MA 01930-3025, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9lOGE3NTE5NDdiM2ZhMzhkODdiNmE2N2UyZTY4OTEzN2QyY2ZiOGNmNzEyZjA3ZWYxNzJhOGQ4ZDEyNjQ2YzYyLXJpbWctdzk2MC1oNzc3LWRjMDgwODA4LWdtaXI_dj0xNzg1NTQzODM3.avif - **Categories**: calendar - **Event Name**: White-Ellery House Tour - **Description**: White-Ellery House Tour Sundays, August 2–September 20 2:00 p.m. – 3:00 p.m. White-Ellery House, CAM Green 13 Poplar St, Gloucester, MA 01930 Free and open to the public. This is a drop in program and space is limited so it is first come first serve. Th - **Interested Audience**: - Count: 4 - **Date**: Sun Aug 02 2026 at 02:00 pm – Sun Sep 20 2026 at 03:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/white-ellery-house-tour/200030474420936 - **Venue**: Cape Ann Museum Green - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8yMjM3ZDM3N2Q4ZjY1MGUwYTQwY2M5MjZiNjQ5YTRlMjY2ZDY3MzJkMTZkMGNlMTRkMDdjZWU0Njc4ZjhjZDM1LXJpbWctdzEyMDAtaDg2OC1kYzE5MWIxNy1nbWlyP3Y9MTc4NTI5MzEyNQ.avif - **Categories**: trips-adventures - **Event Name**: HCNS Annual Waterfront Member Picnic - **Description**: Spectacular summer lawn gathering overlooking the Annisquam - **Date**: Sun Aug 02 2026 at 02:00 pm – Sun Aug 02 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/hcns-annual-waterfront-member-picnic/100001992911900141 - **Venue**: Kelly Residence - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=HCNS+Annual+Waterfront+Member+Picnic&date=Sun+Aug+02+2026+at+02%3A00+pm&bg=2 - **Price**: USD 23 to 39 - **Categories**: fitness, trips-adventures ## 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=1785118684 - **Event Name**: Goblin King Ball at Hammond Castle Museum - **Description**: UPDATE: We are sold out for the 2026 Goblin King Ball! Thank you to all who purchased tickets, making this fundraiser a success. - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events9/banners/e93fc6b957dd8c3debb360b3122fee4969c003c55d1f75bcf597e2541cd6bbfd-rimg-w1200-h628-dc282818-gmir?v=1785488913 - **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=1785062470 - **Event Name**: GUITAR MONSTERS Jon Butcher & Johnny A. w/spec guest Dave Amato (former REO Speedwagon guitarist) - **Description**: Be there when the Rockin’ 4 Vets bring its high energy “Guitar Mobsters” to The Cut, in Gloucester, for a benefit event to support of The Open Door food pantry!! - **Venue**: The Cut - Stage • Studio • Restaurant • Bar - **Banner**: https://cdn2.allevents.in/thumbs/thumb6a5bb69e8b3e7.jpg - **Event Name**: Schooner Festival (Labor Day Weekend) Viewing Cruises - **Description**: Gloucester Schooner Festival Schedule of Events 2024 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail Plan ahead. Purchase tickets below to ensure your spot abo - **Venue**: 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events6/banners/52bc64118e0cdc4619cc3c03817019b0178df231f6b3e2798cc2945186198452-rimg-w1200-h1200-dcf3ecdb-gmir?v=1785044036 - **Event Name**: Sunday, August 30th, 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/events3/banners/c5a11ca0da25245fc2c7048b2014118e0564cbff583e8d0d3f4d31b303e72c9b-rimg-w1200-h600-dc77615d-gmir.jpg?v=1777792257 - **Event Name**: The North Shore's Own Renaissance Faire at Hammond Castle Museum - **Description**: TICKET ALERT: Member-Only Presale begins this Monday, June 15th. Remaining tickets go on sale on Monday, June 22nd. Rain or Shine. Saturday, November 7 & Sunday, November 8 Step into a world of knights, artisans, performers, and merriment as Hammond - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events2/banners/0961d2f5cfa273256566811a31be2c30c7b842d8401ffb40e510fd597c939a00-rimg-w1200-h628-dceeefef-gmir?v=1784999497 - **Event Name**: 2026 Boat Parade of Lights - Gloucester - **Description**: Boats Parade on Annisquam River to Gloucester Boulevard, Harbor and inlets of the inner harbor during the Schooner Festival weekend. - **Venue**: Central Gloucester - **Banner**: https://cdn-az.allevents.in/events6/banners/cadcd7356a033611c2e042d055d27b3331082751ea4785e68c961260e742779b-rimg-w1200-h799-dc080808-gmir?v=1785441521 - **Event Name**: Friday, August 14th, Sunset Sessions at Beauport Hotel - **Description**: Spend your weekend nights on Beauport Hotel's Birdseye Rooftop with stunning views, lively tunes and handcrafted cocktails!About this EventEnjoy the weekend in style at Sunset Sessions. An evening of vibrant energy, coast - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-az.allevents.in/events7/banners/d239cd1694d2c27b44313e1bb779bf0c9a6a557d099424da088adb3ed3551ea7-rimg-w1200-h600-dc7a6349-gmir.jpg?v=1777632700 ## 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 August in Gloucester](https://allevents.in/gloucester/trips-adventures--august) - [Trips & Adventures Events in September in Gloucester](https://allevents.in/gloucester/trips-adventures--september) ## FAQs - **Q**: What are the top Trips & Adventures events in Gloucester? - **A:** Walking Tour: Historic Dogtown – A Walk Back in Time (Sun Aug 16 2026 at Babson Boulder Parking, Cherry Street, Gloucester, MA 01930), Charter- Scalloping x 2 (Sun Oct 04 2026 at 12:30 pm at 7 Parker St, Gloucester, MA 01930-3025, United States), White-Ellery House Tour (Sun Aug 02 2026 at 02:00 pm at Cape Ann Museum Green), HCNS Annual Waterfront Member Picnic (Sun Aug 02 2026 at 02:00 pm at Kelly Residence). - **Q**: What Trips & Adventures events are happening in Gloucester this weekend July 31–2, 2026? - **A:** White-Ellery House Tour (Sun Aug 02 2026 at 02:00 pm at Cape Ann Museum Green), HCNS Annual Waterfront Member Picnic (Sun Aug 02 2026 at 02:00 pm at Kelly Residence). - **Q**: What Trips & Adventures events are happening in Gloucester in August 2026? - **A:** Walking Tour: Historic Dogtown – A Walk Back in Time (Sun Aug 16 2026 at Babson Boulder Parking, Cherry Street, Gloucester, MA 01930), White-Ellery House Tour (Sun Aug 02 2026 at 02:00 pm at Cape Ann Museum Green), HCNS Annual Waterfront Member Picnic (Sun Aug 02 2026 at 02:00 pm at Kelly Residence). - **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, 7 Parker St, Gloucester, MA 01930-3025, United States, Cape Ann Museum Green. - **Q**: What is the price range for Trips & Adventures events in Gloucester? - **A:** Prices for Trips & Adventures events in Gloucester range from USD 23 to USD 39. Many events also offer free entry. - **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, Harvard Club of the North Shore. - **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 Rockport](https://allevents.in/rockport/trips-adventures) - [Trips & Adventurous Activities in Ipswich](https://allevents.in/ipswich-ma/trips-adventures) - [Trips & Adventurous Activities in Beverly](https://allevents.in/beverly-ma/trips-adventures)