El Meson de Pepe
- ★ 4.3
- Cuban
- $$
Order Ropa vieja with black beans and plantains
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.
Conch cottages, Cuban lunch counters and white-tablecloth rooms share the same shaded blocks between Duval Street and the cemetery.

Order Ropa vieja with black beans and plantains
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.
Order Basin Street broiled oysters, then a Bloody Mary on the patio
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.
Order The daily oyster selection with local ceviche
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.
Order Brunch on the terrace, then whatever pasta is on that night
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.

Guided tour · 3 hours
Discover the Cuban and Caribbean influences on Key West food and culture. Enjoy a small-group tour with stops at 5 locations including tastings.

75 minutes - 2 hours
Savor the flavors of Key West with a cooking demonstration with dinner meal. Watch as expert chefs bring classic island-inspired dishes to life before your eyes.

Water activity · 2 hours
Watch the sunset over Key West from the deck of the elegant 105-foot schooner America 2.0 and sit back, relax, and see some of the top sights of the area.
Order Red snapper at a sand-side table before sunset
Latitudes seats you on Sunset Key's beach after a short ferry from Key West, plating snapper and lobster bisque with the Gulf horizon as the back wall.
Order The four-course chef's tasting built on the local catch
Little Pearl runs a four-course local-seafood tasting menu from a corner cottage on Olivia Street in Key West, with a deep cellar and three set seatings.
Order Crispy yellowtail snapper with shoestring potatoes
Cafe Marquesa is the Marquesa Hotel's 50-seat dining room in Key West, where chef Travis Lee crisps yellowtail snapper and plates oysters nightly.
Order Yellowtail snapper with banana salsa
The Flaming Buoy Filet Co plays retro supper club on Eaton Street in Key West, searing yellowtail snapper with banana salsa under Star Wars memorabilia.
Order The traditional frita with its crown of fried potato strings
Frita's Cuban Burger Cafe keeps a Key West lunch under $15 with Havana-style fritas, tacos and yuca fries on a bright patio just off Southard Street.
Order Cuban mix pressed hot, plus a bag of bollos
5 Brothers Grocery has pressed Cuban mixes and poured con leche at Southard and Grinnell in Key West since 1978, a family corner store with a bench crew.
Order Baja fish tacos and the fire-roasted corn
Amigos Tortilla Bar folds its signature square tacos a block off Mallory Square in Key West, with fire-roasted corn and carne asada nachos to match.
Order A grilled cheese from the nine varieties, with the dipping sauces
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.
Order The local catch with a Main Squeeze citrus wheat ale
First Flight serves chef-driven plates and house beer in the 1927 building where Pan Am sold its first tickets, under a Key West garden tree canopy.
Order An acai bowl and a cold-pressed juice on the deck
Date & Thyme runs an organic cafe and market out of an old Key West petrol station on Fleming Street, pressing juices and building vegan-friendly bowls.
Also on this list5 Brothers Grocery & Sandwich Shop
Order The key lime doughnut with torched meringue
Glazed Donuts fries small-batch rings on Eaton Street in Key West, glazing them with hibiscus, guava and key lime and pouring Red Buoy house coffee.
Order A sticky bun in the morning, a slice of key lime pie after
Old Town Bakery laminates croissants and pulls baguettes from a conch house at Eaton and Grinnell, and turns out a key lime pie the neighbourhood rates.
Order Key lime pie in a cup to walk with, or the chocolate-dipped bar
Key West Key Lime Pie Co bakes its family-recipe pies on Greene Street, selling slices, frozen chocolate-dipped bars and mini pie-making classes.
Red Buoy Coffee roasts street-named house blends inside Glazed Donuts on Eaton Street, pairing Key West espresso with the key lime doughnut counter.
Cuban Coffee Queen Roasters supplies the beans behind Key West's favourite con leche windows from a courtyard roastery off Southard at Key Lime Square.
On this list, shown aboveLittle Pearl
Drink Cold draft with free popcorn
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.
Drink Wednesday old fashioneds
The Roost pairs serious old fashioneds with caviar service half a block off Duval in Key West, doubling as the neighbourhood's corner liquor store.
Also on this listMary Ellen's Bar & Kitchen
Order A Save the Day IPA flight under the projection screen
Southernmost Pint pours up to 18 house taps from its Blast Beer Co brewery on Front Street in Key West, brewing every beer gluten-reduced or removed.
Also on this listFirst Flight Island Restaurant & Brewery
Truman Waterfront Farmers Market fills Key West's harbour park every Thursday with fresh produce, local seafood, baked goods and island-inspired hot bites.
Sugar Apple runs Key West's organic grocery shelves next to a fully plant-based cafe and juice bar on Simonton Street, the market open later than the kitchen.
Date & Thyme's market half stocks organic produce, superfoods and grab-and-go vegan meals in a converted Key West petrol station on Fleming Street.
Also on this list5 Brothers Grocery & Sandwich Shop
On this list, shown above5 Brothers Grocery & Sandwich ShopFrita's Cuban Burger CafeMr Z's
On this list, shown aboveTwo Friends Patio RestaurantAzur Restaurant
On this list, shown aboveMr Z'sMary Ellen's Bar & Kitchen
On this list, shown aboveThe Green ParrotMary Ellen's Bar & Kitchen