Must-see nightlife in Key West

The oldest bar on an island of bars – 'A sunny place for shady people' being one of its mottos – this rogues’ cantina opened in the late 19th century and…

Inside the Saint Hotel, this small, convivial bar deserves special mention for its outstanding Bloody Marys – among the best you'll find in this country…

One of the most popular megabars on Duval, Kevin’s has a pretty good entertainment formula pinned down: nightly live acts that are a cross between a folk…

Propagandists would have you believe the nearby megabar complex of Sloppy Joe’s was Hemingway’s original bar, but the physical place where the old man…

Go to the top of this building and discover Key West’s own clothing-optional drinking patio. Lest you get too excited, cameras aren’t allowed and most…

Overlooking the waterfront, this sprawling open-sided eatery and drinking space is a fun place to get you in the Key West spirit. The allure: a festive…

On the less rowdy end of Duval St, Vinos pours a good selection of wines from around the globe – Spanish tempranillos, Argentine malbecs, Californian cabs…

Aqua hosts some of the best drag shows on the island that attracts all types – gay, lesbian, straight, young, old, couples, groups – all wanting to see…

A celebratory crowd, great DJs and striking male dancers (who shimmy on top of the bar from 10pm onward) keep the party going at this iconic spot on Duval…

There's always something going on at this festive two-story drinking space on Duval. Catch some fun nightly drag shows upstairs at the cabaret bar; there…

This French-run wine bar is tiny but utterly charming, with velvety red wines by the glass or bottle from an impressive rotation of French and American…

A good place to start the infamous Duval Pub Crawl, the Hog’s Breath is a rockin’ outdoor bar with good live bands and better cold Coronas.