Caribbean$$bahama-villageDaily 08:00-14:30, 17:00-22:00
Blue Heaven is Key West's chicken-crossed Bahama Village courtyard, Michelin Recommended in the 2026 Florida guide for pancakes, shrimp and key lime pie.
Signature: Key lime pie, Richard's Very Good Pancakes
Order: Key lime pie with the towering meringue
Tip: The courtyard closes for a holiday each September and reopens in October, so check ahead if you visit in hurricane season.
Spanish$$bahama-villageDaily 11:00-22:00
Santiago's Bodega fills a Bahama Village cottage in Key West with shared Spanish plates, croquettes and sangria poured for tables that linger all evening.
Signature: Smoked salmon carpaccio, Patatas bravas
Order: Smoked salmon carpaccio and a round of croquettes
Tip: Tables are small and the room fills fast at dinner, so book ahead or come at 11:00 when the tapas kitchen opens.
Seafood$$$white-streetWed-Mon 18:00-22:00; closed Tuesday
Seven Fish is the Key West dinner room locals book on Truman Avenue, plating yellowtail snapper in Thai curry sauce and smoked mahi from a tight menu.
Signature: Yellowtail snapper with Thai curry sauce, Smoked mahi-mahi
Order: Yellowtail snapper with Thai curry sauce
Tip: Dinner only from 18:00 and closed Tuesdays; the small dining room rewards a reservation over a walk-in wait.
New American$$$duval-streetDaily 17:00-23:00
Nine One Five serves an eclectic fusion menu from the porch of an 1850s Victorian on upper Duval in Key West, backed by a deep wine list and late seatings.
Signature: Bacon-wrapped dates, Cedar plank salmon
Order: Bacon-wrapped dates from the porch menu
Tip: Ask for a veranda table at sunset; the upstairs Point Five bar pours the same wine list without the wait downstairs.
French$$$white-streetDaily 17:00-21:00
Cafe Sole has cooked French-Caribbean dinners in a Key West backstreet since 1995, John and Judy Correa's kitchen of hogfish and portobello mushroom soup.
Signature: Hogfish, Portobello mushroom soup
Order: Hogfish from the local catch, then the duck a l'orange
Tip: The Correas close for the whole of September each year and reopen in October, so plan shoulder-season visits around it.
Cuban$$old-townMon-Thu 11:00-21:00; Fri-Sun 11:00-22:00
El Meson de Pepe plates ropa vieja and lechon asado beside Mallory Square in Key West, run by the Diaz family with salsa bands playing at sunset.
Signature: Ropa vieja, Lechon asado
Order: Ropa vieja with black beans and plantains
Tip: Time dinner around the Sunset Celebration next door; the patio band starts as the crowds gather on Mallory Square.
Seafood$$historic-seaportDaily 11:30-21:30
Conch Republic Seafood Company fills the old Singleton fish house on Key West's seaport with peel-and-eat pink shrimp, conch chowder and a long raw bar.
Signature: Key West pink shrimp, Conch chowder
Order: Peel-and-eat Key West pink shrimp
Tip: The original Singleton ice-plant floor and sign are still in place; sit at the harbour rail for the shrimp-dock view.
Seafood$$historic-seaportDaily 11:00-22:00
Half Shell Raw Bar shucks oysters and cures conch ceviche in a licence-plate-lined shed on Key West's Margaret Street docks, open to the harbour breeze.
Signature: Conch ceviche, Broiled garlic oysters
Order: Conch ceviche and a dozen on the half shell
Tip: Happy hour brings discounted oysters; the open-air room on the water is first-come, so aim for off-peak afternoons.
Seafood$$stock-islandDaily 11:00-22:00
Hogfish Bar & Grill sits on Stock Island's Safe Harbor docks outside Key West, frying its namesake fish onto Cuban bread beside the working shrimp fleet.
Signature: Killer Hogfish sandwich, Grouper reuben
Order: The hogfish sandwich with Swiss and mushrooms on Cuban bread
Tip: It is a 10-minute drive from Old Town on the Stock Island marina; go at lunch to watch the boats unload the catch.
Seafood$$old-townDaily 08:00-22:00
Two Friends Patio Restaurant has poured Bloody Marys and broiled oysters under a covered Key West patio since the saloon days, with live music from 08:00.
Signature: Basin Street broiled oysters, Conch fritters
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.
American$$historic-seaportDaily 07:30-21:30
Pepe's Cafe has fed Key West since 1909 and calls itself the oldest eating house in the Keys, shucking oysters and baking bread on Caroline Street daily.
Signature: Fresh-shucked oysters, Key lime pie
Order: Oysters shucked to order with house hot sauce
Tip: The 2026 Bubba awards gave Pepe's best mojito and best margarita on the island; happy hour runs 16:00 to 18:00.
Seafood$$$old-townDaily 12:00-22:00
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.
Cuban$white-streetDaily 11:00-21:30
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.
Haitian$$white-streetMon-Sat 12:00-22:00; closed Sunday
Mo's Restaurant cooks made-from-scratch Haitian Creole food on White Street, the only kitchen of its kind in Key West, with oxtail and goat stew as anchors.
Signature: Oxtail stew, Creole shrimp
Order: Oxtail stew with rice and richly seasoned gravy
Tip: It sits by Bayview Park away from the Duval crowds and closes Sundays; carryout runs until 21:30 on open days.
New American$$$stock-islandBreakfast Mon-Fri 08:00-11:30; brunch Sat-Sun 08:00-13:00; dinner Wed-Sun 17:30-21:30
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.
Italian$$stock-islandMon-Fri 11:00-22:00; Sat-Sun 16:00-22:00
Roostica fires Neapolitan pies and pink shrimp scampi from twin wood ovens on Stock Island, the Mongellis' 2012 pizzeria a bridge away from Key West.
Signature: Hell's Kitchen pizza, Key West pink shrimp scampi
Order: Hell's Kitchen pizza from the wood oven
Tip: Cayo Hueso Brewing pours next door and shares the courtyard, so pair a Stock Island pint with your pie.
French$$duval-streetDaily 07:30-21:00
Banana Cafe griddles sweet and savoury crepes at the quiet end of Duval Street, Key West's French breakfast porch from 07:30 through dinner service.
Signature: Croque monsieur, Strawberry cheesecake crepe
Order: The strawberry cheesecake crepe with a mimosa
Tip: Upper Duval stays quieter than the bar blocks; the porch tables catch the morning shade before the day heats up.
Caribbean$$$duval-streetDaily 11:00-00:00
Mangoes runs a family-owned Caribbean kitchen and brick patio at Duval and Angela in Key West, serving local seafood and homemade key lime pie till late.
Signature: Shrimp scampi, Key lime pie
Order: Shrimp scampi over angel hair with toasted focaccia
Tip: The patio is prime Duval people-watching; happy hour from 16:00 to 18:00 softens the mid-Duval prices.
Caribbean$$duval-streetMon-Thu 11:00-22:00; Fri 11:00-22:30; Sat 08:00-22:30; Sun 08:00-22:00
Kaya Island Eats crosses Caribbean jerk with Pacific poke on Duval Street in Key West, chef Scott's Hawaii training behind the tuna nachos and rasta pasta.
Signature: Jamaican jerk chicken, Ahi poke nachos
Order: Ahi poke nachos, then the jerk chicken
Tip: The kitchen also runs a hook-and-cook service, so charter anglers can bring in the day's catch for dinner.
Mediterranean$$$old-townBrunch daily 09:00-15:00; dinner daily 17:30-22:00
Azur Restaurant cooks Mediterranean dinners and one of Key West's favourite brunches from a shaded corner of Grinnell Street, a few blocks off Duval.
Signature: Mediterranean brunch plates, Fresh pasta
Order: Brunch on the terrace, then whatever pasta is on that night
Tip: Azur takes a long September holiday most years, reopening in mid-October; brunch tables go quickest on weekends.