Caroline's Other Side
In a bar scene saturated with two-for-one frozen drink specials and "Ernest Hemingway Drank Here" proclamations, Caroline's Other Side is a welcome respite. The space, which looks and feels more like a library than a bar, is one of Key West's first attempts at the modern-day speakeasy craze that invaded bigger cities years ago. And it's a hit—thanks, in large part, to the lineup of perfectly mixed craft cocktails that comprise the menu, like the punny Adios Pantalones! (a mix of watermelon juice, High West double rye whiskey, coconut oolong tea, and lemon juice). Of course, this being Key West, a Hemingway Daiquiri is always a good call, too.