Key West Vacations

This island getaway in the Straits of Florida is known for its laid-back atmosphere, historical sites and lively nightlife.

Closer to Havana than it is to Miami, Key West is the southernmost city of the continental United States, approximately 90 miles (140 kilometers) from the Cuban capital. Key West refers to the island as well as the city. Over the years, it has been a pirate refuge, a naval base and a favored haunt of American literary legends, including Ernest Hemingway. Today, the island appears to be in permanent vacation mode, with plenty of bars, restaurants and beaches where you can while away the hours.

Make your first stop at the impressive monument at the corner of South and Whitehead streets near South Beach. Proudly announcing in bold letters that you are at the southernmost point of the continental United States, it is one of Key West’s most photographed attractions. 

Most of the tourist attractions are located in the old town. Step inside the Key West Shipwreck Museum, which charts the history of the “wreckers” who used to rescue people from sunken ships then salvage and sell the cargo.

Visit the Key West Shipwreck Museum, a Spanish colonial-style building in which the author wrote some of his most famous works. At Ripley’s Believe It or Not! Odditorium, see Hemingway’s typewriter, glasses and a shrunken human torso that he owned. The Harry S. Truman Little White House is a historic site where several former presidents made many decisions on domestic and foreign policy.

Join locals and visitors who gather every evening at the water’s edge at Mallory Square for the sunset celebration. Street performers and exhibitors entertain the crowds as the sun lowers into the Gulf of Mexico.

Duval Street is downtown Key West’s main strip and home to the majority of pubs, restaurants and nightclubs.

At 4 miles (6.4 kilometers) long and 2 miles (3.2 kilometers) wide, Key West is not a big city. Most people spend their time in the old town, where all the attractions are within easy walking distance. Bicycles and scooters, which can be rented, are popular ways to get around.

For more details on interesting local attractions and activities, check out our things to do in the Florida Keys page.

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Guide to Exploring Key West


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