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Category: Best Nightlife - Key West Nightlife
Address: 428 Greene St, Key West, FL
Captain Tony's is full of Key West history. The building was built in 1851 as a morgue, then it was converted to an icehouse and finally a telegraph station. This was the original location of Sloppy Joe's, and both Hemingway and Jimmy Buffet have been regulars through the years. Today the walls are decorated with...
Category: Best Nightlife - Key West Nightlife
Address: 601 Whitehead St, Key West, FL
Visit Key West's first bar built in 1890. This is also the "last" bar in the United States since it sits on the far southern reaches of U.S. 1. This is definitely a locals hangout. Pool tables, video games and darts give the patrons something to do while they sip their beers. Live bands rock out on the weekends. No...
Category: Best Nightlife - Key West Nightlife
Address: 427 Caroline St, Key West, FL 33040
This open-air entertainment complex boasts four bars and live entertainment every day of the week. The "Garden of Eden" bar is "clothing optional" and offers sunbathing, body painting, live DJs and live Reggae. "The Bull" features live music and dancing until the wee hours. "The Whistle" is the most laid back of the...
Category: Best Nightlife - Key West Nightlife
Address: 201 Duval St, Key West, FL 33040
Key West's most famous bar is decorated with Hemingway memorabilia, and features a cigar room and a martini bar. "Sloppy Joe" was Captain Joe Russell, the founder and one of Hemingway's drinking buddies. The house drink is the Cuban mojito since this was Papa's favorite libation.
Jimmy Buffet's Margaritaville Cafe
Category: Best Nightlife - Key West Nightlife
Address: 500 Duval St, Key West, FL 33040
How can you visit Key West without a stop at Margaritaville? Lunch and dinner are served in a restaurant decorated with – what else? – Jimmy Buffet memorabilia. Live bands play every night at 10pm and the margaritas are worth singing about.
Category: Best Nightlife - Key West Nightlife
Address: 202 William St, Key West, FL
A great waterfront location and nightly entertainment is what draws locals to this popular spot. A grill provides tasty eats but come to sit in the open air and sip a cocktail or beer. This establishment is "pet friendly" so don't be surprised to see a few dogs walking between the tables.
Category: Best Nightlife - Key West Nightlife
Address: 400 Front St, Key West, FL 33040
Originally founded in Fort Walton Beach in the mid-70's, the Hog's Breath in Key West has been in business for almost 20 years. The bar motto is "Hog's breath is better than no breath at all" and this philosophy has been embraced by the regulars who come here to drink with wild abandon. In the fall, the bar hosts an...
Category: Best Nightlife - Key West Nightlife
Address: 724 Duval St, Key West, FL
Disco and drag are the main draws at this sprawling, gay and straight friendly Duval Street complex. Five bars and two restaurants provide your choice of male dancers, comedians, food and nightly drag shows. Bourbon Street Pub offers the longest cocktail hour of any bar on Duval – you can drink cheap from noon until...
Category: Best Nightlife - Key West Nightlife
Address: 202 Duval St, Key West, FL
This Duval Street entertainment complex offers something for everyone. The sports bar is a great place to start the evening with a beer. Then head to the dance club that offers indoor and outdoor dance floors. Several of the bars feature entertainment for all tastes; live rock bands, karaoke, dancing, and strip shows.
Category: Best Nightlife - Key West Nightlife
Address: 1125 Duval St, LaTeDa Hotel, Key West, FL
Grab one of the best martinis in town and settle in for a fun evening of cabaret. The ticket prices are justified by the quality of the acts – these folks are true professionals. LaTeDa's patio and piano bars also offer entertainment. Smart-casual attire. Smoke free except at the bar.
