Chart Room

Key West bars, especially the popular ones, can get crowded. So if you’re looking for somewhere to escape—and if you generally prefer drinking at a dive bar—go seek shelter at Chart Room. This Key West staple is impossible to stumble upon unless you know about it, as it’s located inside a bougie resort, but completely open to the public. Every inch of the small room is covered in a flag, photo, or bumper sticker, and it’s quiet enough for a conversation or a game of backgammon over a very tasty Old Fashioned. Also, there are complimentary peanuts and hot dogs for anyone brave enough to reach into the slow cooker.