Why It's Worth It

Behind its candy-colored houses and dense palm trees, Key West holds a quirky culture and deep history that will intrigue even the most seasoned traveler. Only in Key West can you explore a shipwreck a hundred feet underwater, lounge on a beach next to a Civil War-era fort, and sip rum at one of Hemingway’s favorite bars—all in the same day. As the southernmost point in the United States, it’s a world of its own. —Erin Spencer