Key West is an island city at the southernmost part of Florida and only about 90 miles north of Cuba.
Have a leisurely breakfast at Sarabeth’s. With locations in New York City, this Key West iteration is a James Beard winner. Try the Key West shrimp and bacon omelet. Breakfast costs about $15.
Spend some time relaxing on one of Key West’s six beaches. Soak up the sun at Fort Zachary Taylor, South Beach, Dog Beach, Higg’s Beach, Rest Beach or Smathers Beach.

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See the city by bike. A one-day rental costs $18 at Pirate Scooter rental. Sloppy Joe’s Bar is a must-see attraction on Key West. The bar was a favorite hangout of Ernest Hemingway and hosts a Hemingway look-alike contest. Have lunch and a beer here for about $20. Wander around popular shopping street Duval Street. Learn about pirates and treasure chests at the Mel Fisher Maritime Museum. Open daily, admission costs $15 for adults.
Dine on the waterfront at Half Shell Raw Bar. The casual eatery overlooks the Historic Seaport. Enjoy fresh seafood including clams, oysters, peel-and-eat shrimp and stone crabs. Spend about $30 on dinner.
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