To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in Annapolis 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 Annapolis, we have got you covered.
Find your adventure and trips near Annapolis.
## Trips & Adventures Events in Annapolis - **Event Name**: Annapolis Sailboat Show - **Interested Audience**: - Count: 4 - **Date**: Thu Oct 15 2026 at 10:00 am (-04:00) - **Event URL**: https://allevents.in/annapolis/annapolis-sailboat-show/2300027171578409 - **Venue**: Annapolis City Dock - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYzE4MjMyZDAtYzZiZC0xMWYxLTliMTctMmQ0ZTAyMDQxY2Y0LXJpbWctdzEyMDAtaDc0Ni1kYzA4MTgyOC1nbWlyLmpwZz92PTE3OTE4NjUzNzY.avif - **Categories**: trips-adventures - **Event Name**: Annapolis Powerboat Show - Sunday - **Date**: Sat Oct 17 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/annapolis-powerboat-show-sunday/2300029291437828 - **Venue**: Annapolis City Dock - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy83YmY3ZjFmMC1lYjg1LTExZjAtOTc4OC0wNTViN2ZhNDgxZjAtcmltZy13MTIwMC1oNjM0LWRjNzg5M2E1LWdtaXIuanBnP3Y9MTc2Nzc2MTg5OQ.avif - **Categories**: trips-adventures - **Event Name**: Navy Midshipmen vs. North Texas Mean Green - **Date**: Fri Oct 23 2026 at 07:00 pm – Sat Oct 24 2026 at 05:30 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/navy-midshipmen-vs-north-texas-mean-green/2300029784416132 - **Venue**: Navy Marine Corps Memorial Stadium - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8wMTA4YmZkMC1jN2Q4LTExZjEtYWM3NS0xNWE4N2UyNzI0ZDgtcmltZy13MTIwMC1oNTE0LWRjMDgwODA4LWdtaXIuanBnP3Y9MTc5MTk4NjU5Ng.avif - **Categories**: contests, trips-adventures - **Event Name**: Phil Vassar at Rams Head On Stage - **Date**: Fri Oct 23 2026 (-05:00) - **Event URL**: https://allevents.in/annapolis/phil-vassar-at-rams-head-on-stage/2400030139457349 - **Venue**: Rams Head On Stage - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Phil+Vassar+at+Rams+Head+On+Stage&date=Fri+Oct+23+2026&bg=5 - **Categories**: trips-adventures - **Event Name**: Annapolis Powerboat Show - Saturday - **Date**: Fri Oct 16 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/annapolis-powerboat-show-saturday/2300029291437025 - **Venue**: Annapolis City Dock - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvN2FiNTVmZDAtZWI4NS0xMWYwLWExNTctZGRiMjBhN2FkZjk3LXJpbWctdzEyMDAtaDYzNC1kYzc4OTNhNS1nbWlyLmpwZz92PTE3Njc3NjE4OTc.avif - **Categories**: trips-adventures - **Event Name**: Phil Vassar - **Date**: Thu Oct 22 2026 at 07:00 pm – Fri Oct 23 2026 at 11:30 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/phil-vassar/2300026502118901 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9hNjQ2NzRiMC1jN2ZiLTExZjEtYWM3NS0xNWE4N2UyNzI0ZDgtcmltZy13MTAyNC1oMTUzNi1kYzM4MjgxOC1nbWlyLmpwZz92PTE3OTIwMDE5MDg.avif - **Categories**: trips-adventures, contests - **Event Name**: Crack the Sky at Rams Head On Stage - **Interested Audience**: - Count: 2 - **Date**: Fri Oct 30 2026 at 08:00 pm – Sat Oct 31 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/crack-the-sky-at-rams-head-on-stage/2400028059188752 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9mNjhjOTE5MC1jMGJmLTExZjEtYWE3ZS04OTNmZjAwYWMzZjItcmltZy13MTAwMC1oMTAwMC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3OTEyMDY2MTY.avif - **Categories**: trips-adventures, contests - **Event Name**: Military Bowl at Navy Marine Corps Memorial Stadium - **Date**: Mon Dec 28 2026 at 02:00 pm – Mon Dec 28 2026 at 04:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/military-bowl-at-navy-marine-corps-memorial-stadium/2400028715215242 - **Venue**: Navy Marine Corps Memorial Stadium - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8wYWU5NmJlMC1jNmExLTExZjEtOWIxNy0yZDRlMDIwNDFjZjQtcmltZy13MTIwMC1oNTE0LWRjMDgwODE4LWdtaXIuanBnP3Y9MTc5MTg1MzA0MQ.avif - **Categories**: trips-adventures - **Event Name**: Annapolis Murder Mystery: Solve the case! - **Description**: ⭐ Step into the shoes of a detective and solve a thrilling murder mystery at your own pace! Can you crack the case and catch the culprit before it’s too late? Highlights 🔍 Investigate a mysterious murder and follow the trail of clues. 🗝️ Interact with sus - **Interested Audience**: - Count: 12 - Avatar: https://lh3.googleusercontent.com/-Ga1UKbHMoCA/AAAAAAAAAAI/AAAAAAAAACM/91kizc-Mqi8/photo.jpg?sz=200 - Avatar: https://lh3.googleusercontent.com/a/ACg8ocLIr87DWvqwWdZN8-5d-4gfpo27yZHyR8h_OQYWAQ2wpqqk=s96-c?sz=200 - Avatar: https://www.gravatar.com/avatar/edcd40b6d07c27bdebd589acd3de54bd?s=100&d=identicon&r=g - **Date**: Sun Nov 01 2026 at 12:00 am – Tue Dec 01 2026 at 12:00 am (-05:00) - **Event URL**: https://allevents.in/annapolis/annapolis-murder-mystery-solve-the-case/2700030036218101 - **Venue**: 101 State Cir, Annapolis, MD 21401, USA - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9hZDIyYjUxMC1jODVlLTExZjEtOTdiOS1hZjFkNWRlZTBlMzYtcmltZy13NTUwLWg1NTAtZGMxODA4MDgtZ21pci5qcGc_dj0xNzkyMDQ0NDM4.avif - **Price**: USD 10 - **Categories**: trips-adventures, Contests - **Event Name**: Delaware State Hornets at Navy Midshipmen Mens Basketball - **Description**: 📍 Venue: Alumni Hall - Navy 🏠 Address: 675 Decatur Road, Annapolis, MD 21402 🌆 City: Annapolis 📍 Location: 38.9836, -76.4878🎉 Welcome to Delaware State Hornets at Navy Midshipmen Mens Basketball, where dreams come alive and possibilities - **Date**: Thu Nov 05 2026 (-05:00) - **Event URL**: https://allevents.in/annapolis/delaware-state-hornets-at-navy-midshipmen-mens-basketball/3200030662424809 - **Venue**: Alumni Hall - Navy - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNjgzNWE4MDAtYWFiNy0xMWYxLThlZDEtMGRhNTBkMjM4ZGZmLXJpbWctdzEyMDAtaDkwMC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODg3ODQwMTI.avif - **Categories**: trips-adventures - **Event Name**: Paul Mecurio at Rams Head On Stage - **Date**: Sat Nov 14 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/paul-mecurio-at-rams-head-on-stage/2400029730960042 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy80NmJjMGFkMC02NDYxLTExZjEtOWVhYi1iOTM1NDczMDQyYmEtcmltZy13MTIwMC1oNjczLWRjMDQwMzAyLWdtaXIuanBnP3Y9MTc4MTA1MDQzOA.avif - **Categories**: trips-adventures - **Event Name**: PARKING: Navy Midshipmen vs. North Texas Mean Green - **Date**: Fri Oct 23 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/parking-navy-midshipmen-vs-north-texas-mean-green/2300029785616733 - **Venue**: Navy Marine Corps Memorial Stadium Parking Lots - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9iOGRlNjk3MC02NWQxLTExZjEtOGRmOC1kZDlmYmJkMjk3YjItcmltZy13MTIwMC1oNTE0LWRjNzg1ZjQ3LWdtaXIuanBnP3Y9MTc4MTIwODY4NQ.avif - **Categories**: contests, trips-adventures - **Event Name**: Penn State Berks Nittany Lions at Navy Midshipmen Mens Basketball - **Description**: 📍 Venue: Alumni Hall - Navy 🏠 Address: 675 Decatur Road, Annapolis, MD 21402 🌆 City: Annapolis 📍 Location: 38.9836, -76.4878🌟 Step into a world of wonder at Penn State Berks Nittany Lions at Navy Midshipmen Mens Basketball, where extraor - **Date**: Tue Nov 24 2026 at 04:30 pm – Tue Nov 24 2026 at 06:30 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/penn-state-berks-nittany-lions-at-navy-midshipmen-mens-basketball/3200030654188206 - **Venue**: Alumni Hall - Navy - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9mNDgwZTU0MC1hYWQ1LTExZjEtOGVkMS0wZGE1MGQyMzhkZmYtcmltZy13MTIwMC1oOTAwLWRjMDgwODA4LWdtaXIuanBnP3Y9MTc4ODc5NzEzMw.avif - **Categories**: trips-adventures - **Event Name**: Hampton Pirates at Navy Midshipmen Mens Basketball - **Description**: 📍 Venue: Alumni Hall - Navy 🏠 Address: 675 Decatur Road, Annapolis, MD 21402 🌆 City: Annapolis 📍 Location: 38.9836, -76.4878✨ Discover the extraordinary at Hampton Pirates at Navy Midshipmen Mens Basketball, where magic meets reality in - **Date**: Sat Nov 14 2026 at 04:00 pm – Sat Nov 14 2026 at 06:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/hampton-pirates-at-navy-midshipmen-mens-basketball/3200030653613511 - **Venue**: Alumni Hall - Navy - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9lYTNlM2QzMC1hYWM2LTExZjEtOGVkMS0wZGE1MGQyMzhkZmYtcmltZy13MTIwMC1oOTAwLWRjMDgwODA4LWdtaXIuanBnP3Y9MTc4ODc5MDY3Mw.avif - **Categories**: trips-adventures, contests - **Event Name**: Gaelic Storm at Rams Head On Stage - **Date**: Wed Nov 04 2026 at 08:00 pm – Thu Nov 05 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/gaelic-storm-at-rams-head-on-stage/2400028086390947 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy8yYjZhZWE3MC1jNjRiLTExZjEtOWIxNy0yZDRlMDIwNDFjZjQtcmltZy13MTA4MC1oMTA4MC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3OTE4MTYxNzY.avif - **Categories**: trips-adventures ## Trending Events in Annapolis - **Event Name**: Annapolis Sailboat Show - **Venue**: Annapolis City Dock - **Banner**: https://cdn-az.allevents.in/events10/banners/c18232d0-c6bd-11f1-9b17-2d4e02041cf4-rimg-w1200-h746-dc081828-gmir.jpg?v=1791865376 - **Event Name**: Jim Norton at Rams Head On Stage - **Venue**: Rams Head On Stage - **Banner**: https://cdn-az.allevents.in/events3/banners/b7d51d30-c670-11f1-9b17-2d4e02041cf4-rimg-w1200-h675-dc080808-gmir.jpg?v=1791832300 - **Event Name**: North Texas Mean Green at Navy Midshipmen Football - **Description**: 📍 Venue: Navy-Marine Corps Memorial Stadium 🏠 Address: 550 Taylor Avenue, Annapolis, MD 21401 🌆 City: Annapolis 📍 Location: 38.9848, -76.5071🌟 Step into a world of wonder at North Texas Mean Green at Navy Midshipmen Football, where extra - **Venue**: Navy-Marine Corps Memorial Stadium - **Event Name**: Josh Blue at Rams Head On Stage - **Venue**: Rams Head On Stage - **Banner**: https://cdn-az.allevents.in/events6/banners/b32f25e0-9aac-11f1-9bc6-8b4f56db6c43-rimg-w1200-h675-dc184888-gmir.jpg?v=1787020208 - **Event Name**: Candlelight: 90s Unplugged - **Description**: ⭐ Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Annapolis. Get your tickets now to discover the music of 90s Unplugged at Maryland Hall under the gentle glow of candle - **Venue**: Maryland Hall - **Banner**: https://cdn-az.allevents.in/events8/banners/1aabc7a0-b0c4-11f1-aa22-43be95323b73-rimg-w550-h550-dc182838-gmir.jpg?v=1789449173 - **Event Name**: Temple Owls at Navy Midshipmen Football Tickets - **Description**: Temple Owls at Navy Midshipmen - **Venue**: Navy-Marine Corps Memorial Stadium - **Banner**: https://cdn-az.allevents.in/events4/banners/4a7383f0-8c76-11f1-88dc-e3856eb2568f-rimg-w1200-h514-dc687838-gmir.jpg?v=1785457510 - **Event Name**: Temple Owls at Navy Midshipmen Football at Navy Marine Corps Memorial Stadium - **Venue**: Navy Marine Corps Memorial Stadium - **Banner**: https://cdn-az.allevents.in/events4/banners/09c56300-c709-11f1-b689-9594e1faa8b2-rimg-w1200-h514-dc687838-gmir.jpg?v=1791897710 - **Event Name**: Candlelight: A Haunted Evening of Halloween Classics - **Description**: ⭐ Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Annapolis. Get your tickets now to discover music inspired by Halloween at Maryland Hall under the gentle glow of candl - **Venue**: Maryland Hall - **Banner**: https://cdn-az.allevents.in/events2/banners/1c117220-b0c4-11f1-aa22-43be95323b73-rimg-w550-h550-dcf8c808-gmir.jpg?v=1789449175 - **Event Name**: Phil Vassar - **Description**: 📍 Venue: Rams Head On Stage - Annapolis 🏠 Address: 33 West Street, Annapolis, MD 21401 🌆 City: Annapolis 📍 Location: 38.9783, -76.4943✨ Discover the extraordinary at Phil Vassar, where magic meets reality in ways you've never imagined! 🏛 - **Venue**: Rams Head On Stage - Annapolis - **Banner**: https://cdn-az.allevents.in/events3/banners/3c60fca0-856b-11f1-a089-7f7399f1c2b0-rimg-w1200-h1200-dc111214-gmir.jpg?v=1784683104 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Annapolis](https://allevents.in/annapolis/trips-adventures--today) - [Trips & Adventures Events This Weekend in Annapolis](https://allevents.in/annapolis/trips-adventures--this-weekend) - [Trips & Adventures Events in October in Annapolis](https://allevents.in/annapolis/trips-adventures--october) - [Trips & Adventures Events in November in Annapolis](https://allevents.in/annapolis/trips-adventures--november) ## FAQs - **Q**: What are the top Trips & Adventures events in Annapolis? - **A:** Annapolis Sailboat Show (Thu Oct 15 2026 at 10:00 am at Annapolis City Dock), Annapolis Powerboat Show - Sunday (Sat Oct 17 2026 at 07:00 pm at Annapolis City Dock), Navy Midshipmen vs. North Texas Mean Green (Fri Oct 23 2026 at 07:00 pm at Navy Marine Corps Memorial Stadium), Phil Vassar at Rams Head On Stage (Fri Oct 23 2026 at Rams Head On Stage), Annapolis Powerboat Show - Saturday (Fri Oct 16 2026 at 07:00 pm at Annapolis City Dock). - **Q**: What Trips & Adventures events are happening in Annapolis today October 15, 2026? - **A:** Annapolis Sailboat Show (Thu Oct 15 2026 at 10:00 am at Annapolis City Dock), Annapolis Sailboat Show (Thu, 15 Oct at 10:00 am at Annapolis City Dock). - **Q**: What Trips & Adventures events are happening in Annapolis this weekend October 16–18, 2026? - **A:** Annapolis Powerboat Show - Sunday (Sat Oct 17 2026 at 07:00 pm at Annapolis City Dock), Annapolis Powerboat Show - Saturday (Fri Oct 16 2026 at 07:00 pm at Annapolis City Dock). - **Q**: What Trips & Adventures events are happening in Annapolis in October 2026? - **A:** Annapolis Sailboat Show (Thu Oct 15 2026 at 10:00 am at Annapolis City Dock), Annapolis Powerboat Show - Sunday (Sat Oct 17 2026 at 07:00 pm at Annapolis City Dock), Navy Midshipmen vs. North Texas Mean Green (Fri Oct 23 2026 at 07:00 pm at Navy Marine Corps Memorial Stadium), Phil Vassar at Rams Head On Stage (Fri Oct 23 2026 at Rams Head On Stage), Annapolis Powerboat Show - Saturday (Fri Oct 16 2026 at 07:00 pm at Annapolis City Dock). - **Q**: How can I find Trips & Adventures events in Annapolis? - **A:** You can discover upcoming Trips & Adventures events in Annapolis 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 Annapolis? - **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 Annapolis? - **A:** Some popular venues hosting Trips & Adventures events in Annapolis include Annapolis City Dock, Navy Marine Corps Memorial Stadium, Rams Head On Stage. - **Q**: What is the price range for Trips & Adventures events in Annapolis? - **A:** Prices for Trips & Adventures events in Annapolis range from USD 10 to USD 10. Many events also offer free entry. - **Q**: Who are the top organizers for Trips & Adventures events in Annapolis? - **A:** Popular organizers hosting Trips & Adventures events in Annapolis include Ticket Network Events, Vivid Events, Feverup Events. - **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 Annapolis? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Annapolis. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/d4/526b9c2f9443799c294c7c3b6e3343/freepik__candid-photography-with-natural-textures-and-highl__27226-1.webp ## Explore Events in Nearby Cities - [Events in Arnold](https://allevents.in/arnold-md) - [Events in Edgewater](https://allevents.in/edgewater-md) - [Events in Mayo](https://allevents.in/mayo-md) - [Events in Crownsville](https://allevents.in/crownsville) - [Events in Severna Park](https://allevents.in/severna-park) - [Events in Davidsonville](https://allevents.in/davidsonville) - [Events in Lake Shore](https://allevents.in/lake-shore) - [Events in Shady Side](https://allevents.in/shady-side)