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Are you up for the challenge? Grab your designated driver and see how far you and your friends can get through the best watering holes Historic Annapolis has to offer !
Naptown 💪 Larry: While technically a restaurant, the below street level basement bar of this 18th century Inn is definitely worth a stop on your crawl.
Naptown 💪 Larry: Chick & Ruth's isn't a stop on your pub crawl. But it is the place you should remember if you need some late night greasy spoon diner food after your done with your pub crawl.
Naptown 💪 Larry: McGarvey's is a local institution. The crowd is a little more reserved and you won't find any D.J.'s or live music here. But it's definitely worth a stop on your crawl.
Naptown 💪 Larry: Dock Street has more of a city club atmosphere with the music they play and the crowd they attract, but it's still in a historic building and has that turn of the century pub feel inside.
80 Compromise St (at St. Mary's St), Annapolis, MD
Caribbean Restaurant · 77 tips and reviews
Naptown 💪 Larry: Pussers is the only actual waterfront pub in Naptown proper. While you're here, grab a seat on the dock and you have to drink at least one "Pain Killer". Try the #3 at your own risk!
Naptown 💪 Larry: Last stop on the Annapolis 'Epic' Pub Crawl. Davis Pub is where the locals go to escape the tourists. The drafts are served on a brass bar and the water taxi will pick you up right across the street!