THREE DOTS AND A DASH (Chicago, IL)
The scene: With its thatch-roofed bar and 165-deep rum selection, this Chicago place is part Don Ho's living room, part speakeasy, and all sorts of awesome. That rum goes into a sea of cocktails served up in everything from normal glasses to clam shells, skulls, and treasure chests. Oh, and the treasure chest comes with a whole bottle of rum and a whole bottle of champagne, in case you wanted to buy Jimmy Buffett a quick pick-me-up.
What you're drinking: The place's namesake cocktail, which originated at Don the Beachcomber and comes loaded with rum, honey, falernum, pineapple, and cherry.