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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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907 Whitehead St, Key West, FL 33040, USA

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the...

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1 Whitehead St, Key West, FL 33040, USA
The Key West Shipwreck Museum transports visitors back to 1856, when the young city's port had more than 100 ships passing through daily. Because of the coral reefs, shipwrecks were common at the time and salvage...
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201 Duval St, Key West, FL 33040, USA

No place is quite as synonymous with the Key West spirit as Sloppy Joe’s, which has been around since 1933 and was a regular hangout for Ernest Hemingway; the bar even hosts an annual Papa look-alike contest, with white-bearded men competing...

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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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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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2 Duval St, Key West, FL 33040, USA
Fury offers several water sports packages for the Keys. I chose the parasailing, jet skiing, and snorkeling package. For about four hours I was in the waters about a mile or two off Key West crashing waves on a jet ski and holding on for my life...
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205 Whitehead St, Key West, FL 33040, USA
The Audobon House, built in the 19th century by Captain George Geiger, now serves as an incredible time portal to the past in Key West. The house is filled with furniture similar to what you would find in Key West in the mid-1800's. It also...
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530 Simonton St, Key West, FL 33040, USA
Sarabeth's restaurant is a local favorite, loved for its unique breakfast offerings. From lemon ricotta pancakes to pumpkin waffles, there's sure to be something on their menu that you haven't seen before! Some of their most popular breakfast...
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410 Wall St, Key West, FL 33040, USA
Family owned since 1986 Pepe's is the best spot in Key West for authentic Cuban cuisine. Every night at sunset the Caribe of Key West, the only local salsa band, perform. While one of their most popular dishes is the shredded pork with yellow rice...
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231 Margaret St, Key West, FL 33040, USA
This authentic Key West restaurant prides itself on their ceviche prepared in the traditional Peruvian style. With spectacular views of the water the ambiance of this restaurant is surpassed only by its delicious menu. Be sure to stop by on Monday...
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400 Front St, Key West, FL 33040, USA
The Hog's Breath Saloon on the corner of Duval and Front Street in the heart of Old Key West has been in business since 1988. The Saloon was a hit from the day it opened. It's a place to enjoy lunch or relax after a day of swimming, fishing, or...
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500 Duval St, Key West, FL 33040, USA
No trip to Key West would be complete without stopping for a drink at the famous Jimmy Buffett Margaritaville. Prepare to relax, enjoy great food, and soak in the laid-back Key West mentality. You can opt for one of their popular cheeseburgers in...
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701 Pauline St, Key West, FL 33040, USA
Ironically referred to as 'one of the liveliest spots in Key West,' this cemetery, dating from 1847, is full of character. Located in the 'dead center' of Key West in Old Town, its main gates open at the corner of Margaret and Angela streets....