Schooner Wharf Bar is a bar in Historic Seaport, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Must order: A pina colada with fish and chips at the dock rail
Food program: Seafood, breakfast from 08:00 and bar plates
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.
Address: 202 William Street, Key West, FL 33040
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.
Signature drink: House cocktails and tasty beers
Food: Bar snacks and small plates
Tip: The back bar opens at 19:00 and feels like a second, smaller venue; sister rooms include Mary Ellen's and The Roost.
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.
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.
Signature drink: House cocktails and tasty beers
Food: Bar snacks and small plates
Tip: The back bar opens at 19:00 and feels like a second, smaller venue; sister rooms include Mary Ellen's and The Roost.
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.
Signature drink: Boozy slushies with a grilled cheese
Food: Nine grilled cheeses plus Bad Boy Burrito
Order: A grilled cheese from the nine varieties, with the dipping sauces
Tip: Appelrouth Lane is easy to walk past; the kitchen serves late, which makes it the grown-up alternative to pizza slices.
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.
Signature drink: Zombie with fresh pineapple
Food: Drinks only
Tip: Happy hour runs 12:00 to 15:00 before the street gets loud; the rum build quality beats the location's spring-break stereotype.
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.
Signature drink: Key Lime Pie shot off the shotski
Food: Drinks only
Tip: The operator claims 72 square feet and America's smallest-bar title; the Key Lime Pie shot is the thing to order at the ledge.
