Two Friends Patio Restaurant is a seafood restaurant in Old Town, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Signature dishes: Basin Street broiled oysters, Conch fritters
Must order: Basin Street broiled oysters, then a Bloody Mary on the patio
Tip: Karaoke runs Friday and Saturday from 20:00; mornings are calmer if you want the breakfast and Bloody Mary combination.
Address: 512 Front St, Key West, FL 33040
Thirsty Mermaid runs a jewel-box raw bar on Fleming Street in Key West, rotating daily oysters beside local ceviche and pan-sauteed yellowtail snapper.
Signature: Raw local ceviche, Pan-sauteed yellowtail snapper
Order: The daily oyster selection with local ceviche
Tip: Happy hour oysters from 16:00 to 18:00 are the best raw-bar deal in Old Town; the room seats few, so arrive early.
Pepe's Cafe has fed Key West since 1909 and calls itself the oldest eating house in the Keys, shucking oysters and baking bread on Caroline Street daily.
Signature: Fresh-shucked oysters, Key lime pie
Order: Oysters shucked to order with house hot sauce
Tip: The 2026 Bubba awards gave Pepe's best mojito and best margarita on the island; happy hour runs 16:00 to 18:00.
Thirsty Mermaid runs a jewel-box raw bar on Fleming Street in Key West, rotating daily oysters beside local ceviche and pan-sauteed yellowtail snapper.
Signature: Raw local ceviche, Pan-sauteed yellowtail snapper
Order: The daily oyster selection with local ceviche
Tip: Happy hour oysters from 16:00 to 18:00 are the best raw-bar deal in Old Town; the room seats few, so arrive early.
El Siboney is Key West's bilingual Cuban dining room on Catherine Street, ladling roast pork, rice and beans at prices the neighbourhood can still afford.
Signature: Paella Valenciana, Roast pork with mojo
Order: Roast pork with black beans, rice and plantains
Tip: The Paella Valenciana needs at least an hour's notice, so call ahead if you want it; everything else moves fast.
Mo's Restaurant cooks made-from-scratch Haitian Creole food on White Street, the only kitchen of its kind in Key West, with oxtail and goat stew as anchors.
Signature: Oxtail stew, Creole shrimp
Order: Oxtail stew with rice and richly seasoned gravy
Tip: It sits by Bayview Park away from the Duval crowds and closes Sundays; carryout runs until 21:30 on open days.
Matt's Stock Island Kitchen & Bar cooks New American comfort food over the Perry Hotel marina near Key West and will even cook the fish you caught.
Signature: Fresh-caught fish, Black bean fritters
Order: The daily local catch from the marina menu
Tip: Bring your own catch for the You Catch We'll Cook service; Monroe County residents get 20% off dinner with ID.
Roostica fires Neapolitan pies and pink shrimp scampi from twin wood ovens on Stock Island, the Mongellis' 2012 pizzeria a bridge away from Key West.
Signature: Hell's Kitchen pizza, Key West pink shrimp scampi
Order: Hell's Kitchen pizza from the wood oven
Tip: Cayo Hueso Brewing pours next door and shares the courtyard, so pair a Stock Island pint with your pie.
