Conch Republic Seafood Company
- ★ 4.1
- Seafood
- $$
Order Peel-and-eat Key West pink shrimp
Conch Republic Seafood Company fills the old Singleton fish house on Key West's seaport with peel-and-eat pink shrimp, conch chowder and a long raw bar.
Restaurants in Historic Seaport
Half Shell Raw Bar
- ★ 4.4
- Seafood
- $$
Order Conch ceviche and a dozen on the half shell
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.
Pepe's Cafe
- ★ 4.4
- American
- $$
Order Oysters shucked to order with house hot sauce
Pepe's Cafe has fed Key West since 1909 and calls itself the oldest eating house in the Keys, shucking oysters and baking bread on Caroline Street daily.
Food experiences in Historic Seaport
This neighbourhood
Viator · 2.5 h
Key West Historic Old Town Food Tour with 5 Authentic Tastings
Discover the flavors of paradise on our Key West food tour through the colorful streets of Old Town. Guided by locals, you’ll enjoy 5+ tastings that celebrate the isla...
fromUSD 108 Check dates
This neighbourhood
Guided tour · 3 hours
Key West: Seafood and Seaport Walking Tour with 5 Tastings
Discover the depth of Key West’s fresh seafood and explore the sights and vibrant flavors of the city through its charming Historic Seaport. Sample 5 local specialties...
from$90 Check dates
This neighbourhood
Viator · 2.5 h
Key West Historic Private Food Tour with 5 Authentic Tastings
Discover the flavors of paradise on our Key West food tour through the colorful streets of Old Town. Guided by locals, you’ll enjoy 5+ tastings that celebrate the isla...
fromUSD 370 Check dates
Fine Dining in Historic Seaport
A&B Lobster House
- ★ 4.4
- Seafood
- $$$$
Order Whole Maine lobster with a classic martini
A&B Lobster House has served surf and turf above Key West's harbour since 1947, with martinis, yacht views and the Berlin's speakeasy tucked behind it.
Casual Dining in Historic Seaport
B.O.'s Fish Wagon
- ★ 4.5
- Seafood
- $$
Order Fried grouper sandwich with key lime sauce
B.O.'s Fish Wagon is Key West's driftwood shack at Caroline and William, frying grouper sandwiches and cracked conch under a roof of netting and plates.
Garbo's Grill
- ★ 4.6
- Street food
- $$
Order Korean BBQ tacos with a side of island fries
Garbo's Grill cooks Korean BBQ tacos from an Airstream in the Hank's saloon courtyard in Key West, twice featured on Diners Drive-Ins and Dives.
Harpoon Harry's
- ★ 4.4
- American
- $$
Order Key lime French toast with the home fries
Harpoon Harry's calls itself Key West's last true diner, flipping key lime French toast and blue plate specials on Caroline Street from 06:30 every day.
Eaton Street Seafood Market
- ★ 4.4
- Seafood
- $$
Order Hot buttered lobster roll, or stone crab claws in season
Eaton Street Seafood Market sells the Key West catch two ways: over ice from the 1877 storefront case, or cooked into lobster rolls for the patio tables.
Fisherman's Cafe
- ★ 4.4
- Seafood
- $
Order Fresh fish sandwich with the papaya and mango slaw
Fisherman's Cafe works a small counter by Key West's Historic Seaport, stacking fish sandwiches with papaya and mango slaw for boat crews and walkers.
Onlywood Grill
- ★ 4.2
- Italian
- $$
Order A wood-fired pie with parmacotto ham and pistachio sauce
Onlywood Grill fires Neapolitan pies in a garden courtyard off Caroline Street, the roomiest of the three Onlywood pizzerias running in Key West.
Cafés in Historic Seaport
Cuban Coffee Queen
- ★ 4.6
- Café
- $
Order Cafe con leche and the Cuban breakfast burrito
Cuban Coffee Queen pulls con leches at a muralled walk-up window by the Key West Bight, the waterfront original of the island's Cuban coffee mini-chain.
Funky Rooster Coffee House & Wine Bar
- ★ 4.2
- Café
- $$
Order A cortado and a fresh-baked bagel; return after dark for wine
Funky Rooster pours organic espresso over fresh bagels on Caroline Street in Key West, then flips to a wine bar in the evening under rooster-themed art.
Bakeries in Historic Seaport
Kermit's Key West Key Lime Shoppe
- ★ 4.5
- Bakery
- $$
Order The frozen chocolate-dipped key lime pie bar
Kermit's Key West Key Lime Shoppe sells pie whole, by the slice and frozen on a stick at Elizabeth Street, the island's best-known key lime storefront.
Wine Bars in Historic Seaport
On this list, shown aboveFunky Rooster Coffee House & Wine Bar
Bars in Historic Seaport
Schooner Wharf Bar
- ★ 4.4
- Open-air harbour bar
- $$
Order A pina colada with fish and chips at the dock rail
Schooner Wharf Bar has held the old Singleton shrimp-factory site on Key West's bight since 1984, an open-air deck of roosters, rum and live music.
General Horseplay
- ★ 4.3
- Cocktail bar
- $$
Drink House cocktails and tasty beers
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.
Berlin's Cocktail Bar & Lounge
- ★ 4.4
- Speakeasy
- $$$
Drink Slow-sipped classics with a cigar terrace
Berlin's hides behind A&B Lobster House above Key West's harbour, a leather-chair speakeasy the operator dates as a local favourite since 1947.
Street Food in Historic Seaport
On this list, shown aboveGarbo's GrillCuban Coffee QueenFisherman's Cafe
Breweries in Historic Seaport
The Waterfront Brewery
- ★ 4.3
- Brewery
- $$
Order Crazy Lady Honey Blonde at the harbour-view rail
The Waterfront Brewery brews Crazy Lady Honey Blonde with local Keez Beez honey beside Key West's bight, the largest craft operation in the Keys.
Markets in Historic Seaport
On this list, shown aboveEaton Street Seafood Market
Budget Eats in Historic Seaport
On this list, shown aboveGarbo's GrillFisherman's CafeCuban Coffee Queen
Brunch in Historic Seaport
On this list, shown aboveHarpoon Harry'sPepe's CafeSchooner Wharf Bar
Late-Night Eats in Historic Seaport
On this list, shown aboveGarbo's Grill
Nightlife in Historic Seaport
On this list, shown aboveSchooner Wharf BarBerlin's Cocktail Bar & LoungeGeneral Horseplay