Dive into the heart of Annapolis with our lively bar crawl! Explore Historic Downtown Annapolis as you embark on a self-guided, app-led adventure. Solve pub trivia, snap photos, and enjoy craft beer at iconic spots like Stan & Joes Saloon. Perfect for a friends night out or a boozy walking tour, this gamified experience is all about fun and laughs.
This scavenger hunt will help you explore Annapolis. This top rated Annapolis Bar Crawl scavenger hunt is 0.50 miles and has 6 stops.
5.0 (25 reviews)
Welcome to Annapolis, Maryland's Capital City, where colonial charm meets coastal beauty. Known as the Sailing Capital, it offers vibrant nightlife and historic sites. On this bar crawl tour, visit hand-picked bars like DRY 85 and Galway Bay Irish Pub. Enjoy pub games and craft beer crawls while competing in photo challenges. Whether you're local or visiting, discover why Annapolis is perfect for a happy-hour adventure with friends.
You can do our interactive bar crawl at any time.
Dive into the lively atmosphere of this historic pub, a perfect spot for an Annapolis Bar Crawl. Enjoy signature drinks and engage in fun pub challenges with friends.
Experience the Chesapeake Bay Brewery on your Annapolis Bar Crawl. Savor unique craft beers and participate in engaging bar games with your group.
Raise a glass at Naval Academy Pub during your Annapolis Bar Crawl. Enjoy the vibrant energy and partake in fun photo challenges with your team.
Join the Annapolis Bar Crawl at Severn River Tavern, where you can enjoy interactive pub games and toast with friends in a lively setting by the water.
Colonial Maritime Tavern is a hidden gem on the Annapolis Bar Crawl route. Engage in playful toasts and enjoy the colonial-themed decor with friends.
End your Annapolis Bar Crawl at Crab Feast Inn, known for it's delicious seafood and friendly atmosphere. A perfect spot for group bar crawl games.
Simply grab your phone and head to Annapolis Downtown for an interactive bar crawl! Use our app to tackle trivia and photo challenges at top-notch bars. Earn points as you explore hidden gems like Castlebay Irish Pub. Compete on the leaderboard while enjoying this fun-filled group activity.
Activity Type: Anytime Bar Crawl
Starting Area: 37 West St, Annapolis
Travel Method: Walking
Walking Distance: 0.5 Mi (0.8 KM)
Time:1.5 - 2 Hours
Skill Level:Fun & Competitive
Extra Admissions: None
Annapolis Bar Crawl Team Building Scavenger Hunts
Engage with your team by going spot to spot on an epic team building scavenger hunt!
Annapolis Bar Crawl Date Night Scavenger Hunt
Explore the most romantic spots of Annapolis on a Date Night Scavenger Hunt!
Annapolis Bar Crawl Bachelorette Scavenger Hunt
Challenges created to bring the bride's squad closer and make the celebration even more unforgettable
Annapolis Bar Crawl Birthday Scavenger Hunt
Celebrate with a birthday party scavenger hunt!
Ready for some friendly competition? On the Annapolis Bar Crawl, each team member tackles unique challenges at hotspots like Red Red Wine Bar + Bistro. Solve riddles and complete photo tasks to climb the leaderboard—earn ultimate bragging rights while exploring Maryland's Capital City!
Team: Brid N Dirty
Team: Sams Team
Team: 1st not Last
Do you have what it takes to be a Annapolis Bar Crawl champion?
Exploring Annapolis through the bar crawl was entertaining! The interactive tasks at Red Wine Bar were engaging, making it a fun Downtown adventure.
Ava Davis
Our trip to Annapolis included this amazing gamified bar tour. Discovering hidden gems at Stan & Joes made it exciting and full of laughter.
Ethan Brown
What a fun date idea! My partner and I enjoyed the self-guided bar crawl in Naptown, visiting DRY 85 and Castlebay Irish Pub. A memorable evening!
Olivia Smith
The Annapolis Bar Hunt was a fantastic way to see Downtown! We hit places like Boatyard Bar & Grill and had a great walking tour with pub challenges.
Emma Johnson
I loved the Annapolis Bar Hunt in Downtown. Exploring spots like Red Wine and Galway Bay made for an epic friends night out. Highly recommended!
Liam Miller
What a wonderful thing to do in charming Annapolis! Stan & Joes Saloon had an unbeatable vibe, perfect for our gamified bar adventure.
Oliver Griffin
Walking around Downtown on this self-guided tour was such fun. The challenges at Castlebay Irish Pub kept us entertained while exploring.
Amelia Kingston
As tourists, this bar crawl was a fantastic way to see Annapolis. DRY 85 had amazing craft beer and the Boatyard Bar & Grill offered great views.
Lucas Parker
The Annapolis Bar Hunt is perfect for a fun date night. We enjoyed the interactive pub crawl through Downtown, especially the Red Red Wine Bar.
Sophia Nelson
Exploring Downtown Annapolis on the Bar Hunt was a blast. Each stop was unique and the pub games were engaging. Loved Galway Bay's lively atmosphere.
Ethan Morris
What an amazing date night idea! My partner and I explored Annapolis through it's bars, sipping craft beer and laughing our way through tasks.
Liam Carter
I loved the interactive challenges on this Downtown walking tour. We explored Red Red Wine Bar while enjoying a boozy night out with friends.
Sophie Walker
As tourists, this self-guided bar crawl was perfect for discovering cool spots like Galway Bay Irish Restaurant. A great way to see the city!
Jordan Foster
The Annapolis Bar Hunt is such a fun thing to do in Naptown. The mix of pub games and history at Stan & Joe's Saloon made it unforgettable.
Maya Hughes
Exploring Downtown via the Annapolis Bar Hunt was fantastic! From Castlebay to DRY 85, we had a blast with each bar challenge and trivia.
Ethan Bennett
As tourists, we found this pub crawl an exciting way to see Annapolis' points of interest. The vibrant downtown bars were delightful discoveries.
Sarah Johnson
This boozy walking tour around Downtown Annapolis was so entertaining! From Castlebay Irish Pub to Boatyard Bar & Grill, we enjoyed every moment.
Michael Green
We loved our self-guided Annapolis adventure. Red Red Wine Bar was a favorite stop. A lively way to explore the wonderful bars downtown.
Laura Miller
Annapolis Bar Hunt is perfect for a date night in the historic city. DRY 85 had amazing drinks, and the whole experience was fun and interactive.
Emily Roberts
Exploring Downtown Annapolis on this bar hunt was a blast! We hit Stan & Joes and Galway Bay, each bar had it's own vibe. Highly recommend!
James Watson
© 2016-2025 Let's Roam, LLC. Let’s Roam® is a registered trademark. All Rights Reserved.
