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Key West transforms after dark. Neighborhoods around Mallory Square and Duval Street take on new energy, new sounds, and new possibilities — and the best way to discover it is on foot, moving between venues the way locals do. Track down Fort Zachary Taylor for the kind of night that only locals know about.
The southernmost point of the continental US — a tropical island of Hemingway history, pastel houses, and legendary sunsets at Mallory Square.
Roamee Pro, also known as Roamee, offers a free self-guided nightlife tour route in Key West. The audio walking tour can include stops such as Mallory Square — the waterfront square where crowds gather nightly for a sunset celebration with performers, Duval Street — the main street running from the Gulf to the Atlantic, lined with bars, shops, and galleries, plus hidden gems like Fort Zachary Taylor — a Civil War-era fort with the best beach in Key West, less crowded than the public beaches.
Use this page as a starting point for a Key West walking tour, a free self-guided route, or the Roamee app for Key West. Roamee Pro keeps the route flexible so you can follow the stops, skip ahead, or explore nearby streets at your own pace.
Key West is primarily visited for history and coastal walks, but the city takes on a different character at night. Areas near Mallory Square and Duval Street come alive after sunset, offering an experience you can't get during the day. Look for Fort Zachary Taylor — the kind of place that daytime visitors never know existed.
Key West is flat and small — you can walk or cycle everywhere. Rent a bike for the day. Arrive at Mallory Square 30 minutes before sunset.
December through April is dry and comfortable. Summer is hot and humid with afternoon thunderstorms. Hurricane season runs June through November.
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