Southernmost Point Buoy

Welcome to the most-photographed butt plug in America! The Southernmost Point Buoy is a giant, striped concrete icon marking the southernmost point of the contiguous states and the “almost-Cuba” spot just 90 miles from Havana—and yes, everyone and their drag mother takes a photo here. It’s pure kitsch, but it’s Key West canon, so set that alarm and snap your pic at sunrise before the cruise ship crowd descends. Bonus: it’s walking distance from other faves like the Hemingway House and Fort Zach—so you can keep the gay history tour going.