As the Southernmost point of the continental United States, the tiny island of Key West tends to become party central, especially during holidays and Spring Break. While watching the sun set from the dock at Mallory Square is tops on most visitor’s lists, there’s another time honored tradition that is almost as popular: the Duval Pub Crawl.
Duval is the main street in what is known as Old Town Key West, and it runs north to south across the island. Mallory Square anchors the north end of Duval and is the best spot to start your evening’s pub crawl. Grab a margarita or a cold beer, find a spot that faces the water and enjoy the sunset.
Once the sun dips below the horizon, head on over to the Hogs Breath Saloon (400 Front Street, with a Duval entrance). If you haven’t eaten yet, and you can find a place to sit, then this is a good place to grab a bite. After all, you won’t last long on the pub crawl if you drink on an empty stomach.
Exit onto Duval and head south. When you reach Sunset Lane, about a block or so down, you’ll spot two of the watering holes that writer Ernest Hemingway used to frequent.
At the intersection sits Sloppy Joe’s, one of the most popular places on the island. They usually feature a live band playing covers and a small bit of empty space in front of the stage that serves as a dance floor.
Look to your right and about a half-block down, you’ll see Captain Tony’s Saloon. It’s a tiny shack-like building, but there’s usually somebody entertaining the drinkers with a guitar.
Once you’ve hit up both of these bars, you have to pace yourself for the next 2-3 blocks.
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