Key West Road Trip: Six Sites Worth a Pit Stop

Florida is known for some pretty outré architectural wonders—Coral Gables' ornate Biltmore (likewise with Palm Beach's Breakers), Orlando's Magic Kingdom, and an uncountable inventory of McMansions from Daytona Beach to Doral. But the Florida Keys' myriad abodes, dive bars, diners, and inns are a phenomenon all their own. Charming, kitschy, sometimes weird and always wonderful, they play host to a number of unforgettable properties. Here, we pick six—make a road trip of it from Miami to Key West (and beyond), and take in these standout sites along the way.