Key West, Florida, is an exciting and eccentric city with a storied history and fantastic nightlife. Notable people, from author Ernest Hemingway to President Harry Truman, have called the small waterfront city home at some point.
Tourists from across the world visit Key West to engage in watersports, see the manatees, try the key lime pie, and visit some of the best bars in Key West, Florida!
601 Whitehead St, Key West, FL 33040
Phone: (305) 294-6133
The Green Parrot Bar is housed in one of the oldest venues on the island. It’s located down the side street, just a few minutes walk from the busy Duval Street. Just look for the green light outside.
Once, it stood as a grocery store, but as the great depression hit the mainland, even Key West made some changes.
428 Greene St, Naval Air Station Key West, FL 33040
Phone: (305) 294-1838
Captain Tony’s is the oldest bar in Florida. The bar is a traditional pub and Tennessee Williams’ favorite place to find a drink. The bar’s namesake, Captain Tony, was a fishing boat captain and former Mayor of Key West.
As you enter or exit, try throwing a quarter into the mouth of the fish above the door; the rumor is that good luck will follow you while you stay in Key West.
0 Duval St, Key West, FL 33040
Phone: (305) 296-7701
Sunset Pier offers a relaxing atmosphere and tropical cocktails to enjoy. It is located in Ocean Key Resort and Spa.
1115 Duval St, Key West, FL 33040
Phone: (305) 296-2680
Located in the Speakeasy Inn, The Rum Bar is located at the upper end of Duval Street. Try a flight of rum shots or the infamous rum runner.
The Rum Bar has a literal history of alcohol smuggling during prohibition–it is one of the only homes in Key West with a basement where illicit rum was hidden.
821 Duval St, Key West, FL 33040
Phone: (305) 741-7515
For a classy night out in Key West, visit the Little Room Jazz Club. Live jazz performances occur five nights a week.
The bar offers an elevated cocktail experience with signature cocktails, wine, and beer. The kitchen offers small plates of American comfort food.
It is a perfect place to have an intimate date night in Key West.
201 Duval St, Key West, FL 33040
Phone: (305) 294-5717
Sloppy Joe’s is a Key West institution. Try the pina colada with a heavy pour of dark rum. Sloppy Joe’s is also the home of the annual Hemingway Look-Alike contest, where thousands of hopefuls compete for that year’s “Papa.”
Be sure to order the original Sloppy Joe sandwich. The bar is a great place to visit for lunch or dinner.
224 Duval St, Key West, FL 33040
Phone: (305) 296-4545
The Bull is an open-air bar on the corner of Duval Street with local live musicians playing popular tunes for a crowd.
No one is a stranger at the bar; the bartender will extend a warm welcome and a cold beer, no matter what time of day or what you are wearing. Try the 2-for-1 margaritas from the daily specials menu!
124 Duval St, Key West, FL 33040
Phone: (305) 240-0860
With just a few barstools, the Smallest Bar In Key West is a fun place to grab a quick drink as you travel down Duval Street.
Many famous faces have stopped by for a drink over the years. Check out the names on the barstools hanging over the bar!
409 Caroline St, Naval Air Station Key West, FL 33040
Phone: (305) 509-7758
Hank’s Hair of the Dog Saloon offers excellent happy hours throughout the day and live music. Try the umami burger if you’re hungry.
My favorite cocktail is the Watermelon Cucumber Crush with Stoli Cucumber Vodka, lime, cucumber, and watermelon.
1325 Simonton St, Key West, FL 33040
Phone: (305) 295-5287
The Tipsy Rooster Liquor Store & Bar is a 2022 Traveler’s Choice Award winner. Grab a cocktail at the bar and on the way out, stop by the liquor store for some reserves to enjoy later.
The bar has fantastic house-infused liquors!
4 Charles Street, Duval St 200 Block, Key West, FL 33040
Phone: (305) 517-6350
The Smokin’ Tuna Saloon is just off busy Duval Street; it is a fun place to have a cocktail to start or end the night.
Try the draft beer, Iguana Bait, brewed nearby–just up the highway in Islamorada. The frozen strawberry daiquiri is also a crowd favorite.
227 Duval St, Naval Air Station Key West, FL 33040
Phone: (305) 294-7525
Check out the Flying Monkey’s vast frozen drink menu–the Banana Breese and the Pain in the Ass are two of the most popular.
Take home the souvenir cup with your tasty frozen concoction. Flying Monkey is located within walking distance of most Key West attractions on Duval Street.
400 Front St, Key West, FL 33040
Phone: (305) 296-4222
Always look for famous faces at the Hog’s Breath Saloon. Kenney Chesney has been known to swing by with his guitar for a set.
Try the Havana Hog Punch cocktail and a dozen fresh oysters while you enjoy the live music and lively atmosphere.
221 Duval St, Key West, FL 33040
Phone: (305) 922-2616
Lucy’s Retired Surfers Bar is known for its Infamous Scorpion Shot, where a real scorpion is added to a shot of alcohol. Those brave or foolish enough to try it can take home a free t-shirt.
For those who want a drink without extra protein, try the Flamingo Punch.
202-208 Duval St, Naval Air Station Key West, FL 33040
Phone: (305) 296-5513
Durty Harry’s offers live music nightly, so it is the perfect place to go when looking for an adventurous night out in Key West.
The bar offers straightforward cocktails and beer, but the dancing and singing crowd provides hours of entertainment.
410 Wall St, Key West, FL 33040
Phone: (305) 295-2620
El Meson De Pepe’s Restaurant & Bar is located in Mallory Square and offers delicious, authentic Cuban food.
What’s great is that as you head to Mallory Square to watch the acts and take in a breathtaking sunset, El Meson De Pepe has a sidebar selling incredible mojitos that you can sip while walking around the square.
201 William St, Naval Air Station Key West, FL 33040
Phone: (305) 440-2270
The Waterfront Brewery is a must-visit location in Key West for beer lovers. The bar has a happy hour daily between 4:00 pm and 6:00 pm.
Try the Blueberry Wheat or the Lazy Way IPA. You can also order a flight of beers to sample the most popular brews.
And if you’d like to explore more great spots in Key West, check out some of its fantastic sports bars.
Let us know in the comments below what’s your favorite bar in Key West.
- Green Parrot Bar
- Capt Tony’s Saloon
- Sunset Pier
- The Rum Bar
- Little Room Jazz Club
- Sloppy Joe’s
- The Bull
- Smallest Bar In Key West
- Hank’s Hair of the Dog Saloon
- Tipsy Rooster Liquor Store & Bar
- Smokin’ Tuna Saloon
- Flying Monkey
- Hog’s Breath Saloon
- Lucy’s Retired Surfers Bar & Restaurant
- Durty Harry’s
- El Meson De Pepe’s Restaurant & Bar
- The Waterfront Brewery