Sailboats racing in Key West Race Regatta in the Florida Keys (Steve Bly/Photodisc)

Boat and sunset in Key West, Florida (Grant Faint/Photogs Choice/Getty)

Palm trees and ocean in Key West, Florida (dcwriterdawn/flickr)

Tightrope walking at the sunset celebration in Key West, Florida (Bob Krist/Florida Keys News Bureau)

View of Key West, Florida (Florida Keys and Key West tourism)

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What to do in Key West

For a tiny island that comprises a mere five square miles, Key West boasts a colorful history populated by an enviable cast of characters. Most visitors to the Conch Republic never get past Duval Street, but those willing to wake up with the rising sun can explore the rough edges of intriguing U.S. heroes and antiheroes. Every literati worth their salt knows Hemingway roamed the one-road island. Today his legacy lives on—along with a tolerated infestation of polydactyl cats—through his home-turned-museum on Whitehead Street. And The Little White House was formerly used by President William Howard Taft and inventor Thomas Edison, but it was Harry Truman who made it his winter residence. Tennessee Williams and Jimmy Buffett, pink cabs, blue skies, and legions of kooky locals have kept the Southernmost City sporting a big personality.

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Traveler Reviews of Key West


Alistair rates Key West
My wife and I honeymooned in Key West and really enjoyed the town's artistic, quirky vibe. I thought the Mallory Square and Duval Street area was too tacky and overcrowded, especially when the cruise ships disgorged their day-trip passengers. This was the most obvious disappointment of our visit. We stayed at an excellent guesthouse called the Mermaid & Alligator, near the Hemingway House, which is also just round the corner from a fabulous restaurant called Seven Fish (we were there three nights and ate here twice!). Other highlights included cruising around the backstreets on bikes and out to places like the beach at Fort Zachary, plus the sailing trip we took to kayak the offshore mangroves and snorkel above nurse sharks and other exotic fish. The sunset during our sail home was a photo-op for the ages!
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Terry rates Key West
Key West has all the resorts, dining , art, culture and music, of a big city, with a small town feel. Its a great small town that is an artist colony of sorts. home to many great writers, poets, musicians, chefs. Just a really cool place. great old architecture, a place where people applaude the beauty of a sunset. The towns motto is One Human Family... and it really is evident they embrace it. I live in Fort Myers and try to get down there as often as I can on the Key West Express. i feel lucky to only be a boat ride away from this really cool place, Key West.
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