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The Perfect Day in Key West

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Begin your perfect day in Key West exploring this compact town by foot, bike, or hop-on-hop-off trolley. Stop in at the Ernest Hemingway house, enjoy a casual seafood lunch, browse the boutiques and art galleries on Duval Street, take a selfie in front of the Southernmost Point in the U.S., then get down to Mallory Square for the sunset celebration. 
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220 Simonton St, Key West, FL 33040, USA

New Orleans may be home to America’s most festive thoroughfare, Bourbon Street, but Key West’s Duval Street is a close second. This two-kilometer-long (1.25-mile-long) road runs from north to south, from one end of the island to the...

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320 Simonton St, Key West, FL 33040, USA
There's still so much charm to be found in Key West once you venture off Duval Street. Tucked along the side streets in Old Town just a few blocks from Duval is Simonton Court, with classic Conch architecture and a most charming place to stay....
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Whitehead St & South Street, Key West, FL 33040, USA
The Southernmost Point buoy, at the corner of Whitehead Street and South Street, marks not only the spot for the southernmost point of the continental United States but also the distance (90 miles) to the next country, Cuba. The...
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1 Whitehead St, Key West, FL 33040, USA
Although I try to walk as much as possible when traveling, sometimes I just want to sit back, give my feet a break, recharge, and take in the sights. For this kind of rejuvenating experience in Key West take the Old Town Trolley tour. Specialty...
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6810 Front St, Stock Island, FL 33040, USA
Hogfish Bar and Grill, under a thatched palapa roof with open sides, is tucked in among the boats and gulls of Safe Harbour Marina in Stock Island. In short, a meal or a drink there makes you feel like an insider, a salty local far from the...
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1 Whitehead St, Key West, FL 33040, USA
In the center of Mallory Square you can visit the Sponge Market Shop, which doubles as a museum that depicts the history of the sponging industry in Key West. In the early 19th century the Key West fishermen found sponges washed up on the beaches...
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400 Wall St, Key West, FL 33040, USA

Key West is billed as "the Home of the Sunset," which means every time the sun sinks below the horizon, it’s time for a party. Since the 1960s, Mallory Square’s dock has been hosting this nightly celebration, which begins two hours...

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729 Thomas St, Key West, FL 33040, USA
Blue Heaven is a favorite in Key West—Jimmy Buffett even mentioned it in one of his famous beach tunes. The whimsical courtyard is filled with brightly colored tables and chairs, twinkly lights, foliage, and stray animals. The bar and...
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2801 N Roosevelt Blvd, Key West, FL 33040, USA
Key West is tiny -- only 42 miles-- so just about every location is a good one. Parrot Key Resort lured me in with photos of bright blue Adirondack chairs on peaceful balconies and secluded swimming pools surrounded by greenery and art...
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601 Whitehead St, Key West, FL 33040, USA
Chances are that when you return home after your trip to Key West, someone will ask you if you went to the Green Parrot. It's that kind of iconic bar, the kind your parents' friends ended up at over spring break in college long ago. The...