Willie T's is a bar in Duval Street, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Must order: A fresh-mint mojito and whatever fish is on the board
Food program: Full seafood and burger menu, late-night service
Tip: Add your own signed dollar to the tens of thousands on the walls; the kitchen serves lunch through late night.
Address: 525 Duval Street, Key West, FL 33040
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.
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.
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.
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.
Signature drink: Rum flight from a list in the hundreds
Food: Drinks only; restaurants within a block
Tip: Ask the bartender to build a three-pour flight by island; the porch rockers are the best seats on upper Duval.
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.
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.
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.
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.
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.
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.
Signature drink: Rum flight from a list in the hundreds
Food: Drinks only; restaurants within a block
Tip: Ask the bartender to build a three-pour flight by island; the porch rockers are the best seats on upper Duval.
