Cocktail barDollar-bill bar$$duval-streetMon-Thu 10:00-02:00; Fri-Sat 10:00-04:00; Sun 10:00-02:00
Willie T's papers its Duval Street porch in signed dollar bills and pours mojitos over live music from 11:00 to 01:30, with a full Key West seafood menu.
Signature drink: Fresh-mint mojito
Food: Full seafood and burger menu, late-night service
Order: A fresh-mint mojito and whatever fish is on the board
Tip: Add your own signed dollar to the tens of thousands on the walls; the kitchen serves lunch through late night.
Cocktail barDive bar and music room$old-townSun-Thu 10:00-02:00; Fri-Sat 10:00-04:00
The Green Parrot has poured at Whitehead and Southard since 1890 by its own count, Key West's open-shuttered dive with free popcorn and nightly bands.
Signature drink: Cold draft with free popcorn
Food: Free popcorn only; bring your own food
Tip: There is no kitchen, only free popcorn, and outside food is welcome; soundchecks around 17:30 are a show in themselves.
Cocktail barHistoric saloon$$duval-streetMon-Sat 09:00-04:00; Sun 10:00-04:00
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.
Signature drink: Sloppy Rita
Food: Sloppy Joe sandwiches, wings and bar snacks
Tip: The operator dates the bar to 1933 and this corner to 1937; July's Hemingway Look-Alike Contest is the rowdiest week to visit.
Cocktail barHistoric saloon$duval-streetMon-Sat 10:00-02:00; Sun 10:30-01:00
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.
Signature drink: Pirate's Punch under the hanging tree
Food: No kitchen; drinks only
Tip: The operator says the building was an icehouse and morgue and that Hemingway drank here; both bars on this block claim him, so enjoy the argument.
Cocktail barOpen-air harbour bar$$historic-seaportDaily 08:00-02:00
Schooner Wharf Bar has held the old Singleton shrimp-factory site on Key West's bight since 1984, an open-air deck of roosters, rum and live music.
Signature drink: Pina colada on the harbour walk
Food: Seafood, breakfast from 08:00 and bar plates
Order: A pina colada with fish and chips at the dock rail
Tip: Breakfast starts at 08:00 Friday to Sunday and 08:30 Monday to Thursday; the bar calls itself a last little piece of old Key West.
Cocktail barOpen-air saloon$$duval-streetDaily 10:00-02:00
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.
Signature drink: Hog Snort
Food: Raw bar, fish tacos and hog legs
Order: Fish tacos and a Hog Snort during the afternoon set
Tip: Live music runs from 13:00 to close most days; the raw bar side is quieter than the stage side if you want to talk.