With a courtyard swimming pool and cathedral ceilings, it’s classic Key West all the way ... Sleeps two guests. The mood? Floating paradise. Location perks? Enjoy beautiful sunsets along ...

Photograph: Caitlin Driscoll for Time OutDante's Key West Pool Bar & Restaurant Drink all day... If day drinking were a sport, Key West would be an Olympian. Its reigning champ? Duval Street ...

There’s no more wondering “Where the Sidewalk Ends” at the late poet and author Shel Silverstein’s former Key West house. Hurricane Irma uprooted a large ficus tree that crushed the 1901 ...