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Key West, Florida
  • Resident population: 22,364 (est.)
  • Major features: water sports, beaches
  • 24,620 TripAdvisor reviews of 660 accommodations, 152 attractions and 219 restaurants
Where else are Ernest Hemingway and Jimmy Buffett equally revered? Key West is a sunny, fun destination with enough sights to keep you busy when you're not snorkeling, parasailing or catching some rays.