17 editor picks in Key West.
17 cocktail bar places in Key West we have eaten in, sorted by editor score. All cuisines in Key West · Cocktail Bar across every city.
Drink Cold draft with free popcorn
The Green Parrot has poured at Whitehead and Southard since 1890 by its own count, Key West's open-shuttered dive with free popcorn and nightly bands.
Drink Sloppy Rita
Sloppy Joe's opened with Prohibition's end in 1933 and has held Duval and Greene since 1937, a National Register Key West saloon with all-day live music.
Drink Pirate's Punch under the hanging tree
Captain Tony's Saloon drinks inside an 1851 icehouse on Greene Street, the Key West bar that claims Hemingway's patronage and a tree through the roof.
Order A pina colada with fish and chips at the dock rail
Schooner Wharf Bar has held the old Singleton shrimp-factory site on Key West's bight since 1984, an open-air deck of roosters, rum and live music.
Viator · 2 h
Learn the History of Tiki and How to Make Authentic Tiki Cocktails! Curious about the history of tiki? Want to make authentic tiki cocktails? Our tiki workshop i...
Guided tour · 3 hours
Discover 5 Key West hidden bars & sample fresh spins on old classics on this off-Duval pub crawl. Learn iconic stories behind the Hemingway Daiquiri, & explore the int...
Viator · 2 to 3 h
We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive into the history of Old Fish...
Order Fish tacos and a Hog Snort during the afternoon set
Hog's Breath Saloon works an open-air corner near Mallory Square, the Key West room of a saloon brand founded in Florida in 1976, with all-day bands.
Drink Rum flight from a list in the hundreds
The Rum Bar pours one of Key West's deepest rum lists on the Speakeasy Inn porch, an upper Duval house whose basement once hid Prohibition bottles.
Drink House cocktails and tasty beers
General Horseplay mixes proper cocktails and pours craft beer on Caroline Street in Key West, with a hidden back bar opening nightly at 19:00.
Order A grilled cheese from the nine varieties, with the dipping sauces
Mary Ellen's serves grilled cheese down an Appelrouth Lane alley until 02:00, the late Key West kitchen that beats a pizza slice after Duval Street.
Drink Zombie with fresh pineapple
Tiki House shakes zombies and mai tais with fresh fruit on lower Duval in Key West, the island's dedicated tiki room from the Horseplay bar family.
Drink Key Lime Pie shot off the shotski
The Smallest Bar squeezes a full Key West cocktail list into 72 square feet on lower Duval, claiming the title of the tiniest bar in the United States.
Drink Slow-sipped classics with a cigar terrace
Berlin's hides behind A&B Lobster House above Key West's harbour, a leather-chair speakeasy the operator dates as a local favourite since 1947.
The Chart Room hides inside the Pier House Resort at mile zero of Duval, the wood-panelled Key West bar once frequented by Jimmy Buffett and Mel Fisher.
The Roost pairs serious old fashioneds with caviar service half a block off Duval in Key West, doubling as the neighbourhood's corner liquor store.
Drink Irish beers with singalong sets
Irish Kevin's has run singalong sets on lower Duval since July 1998, a Key West show bar pouring Irish beer with a kitchen that serves until 23:00.
Order A fresh-mint mojito and whatever fish is on the board
Willie T's papers its Duval Street porch in signed dollar bills and pours mojitos over live music from 11:00 to 01:30, with a full Key West seafood menu.
The Roost pairs serious old fashioneds with caviar service half a block off Duval in Key West, doubling as the neighbourhood's corner liquor store.
The Chart Room hides inside the Pier House Resort at mile zero of Duval, the wood-panelled Key West bar once frequented by Jimmy Buffett and Mel Fisher.
