Easygoing bar offering a diverse menu of cocktails, plus cupcake sushi & familiar snacks.

Funky 2-story debauchery den filled floor-to-ceiling with local paintings, rock n' roll set lists, Key West memorabilia, and a homage to a hunk of Slash's chewed gum

Longtime open-air hangout for seafood complemented by live music & dockside views.

Quaint counter-serve doling out salads & housemade pastas, plus cocktails & wood-fired pizzas.

Coffeehouse offering pastries, bagels, and breakfast dishes, plus wine and beer.

Small upscale hideaway bar with a speakeasy atmosphere and fancy cocktails.

Happening watering hole with a classic-rock playlist, roadhouse decor & a buzzy late-night scene.

Relaxed garden cottage offering separate menus for breakfast or lunch & dinner, as well as drinks.

Charming tapas bar pairing global small plates with house-specialty sangria in a warm room.

Creative New American fare & a broad wine list served in a Victorian mansion with a garden & porch.

Popular, arty wine bar with 20+ wines by the glass & 200+ bottles, plus cheeses & charcuterie.

A toast to Old Key West, with a twist of cowboy charm serving mouth-watering BBQ, Southern-inspired favorites, and fresh local seafood.

Lively joint offers island-inspired fare & margaritas plus a gift shop & live music most nights.

Second floor of the Bull & Whistle Bar featuring a large squared bar, pool tables, games, and a balcony.

Neighborhood cocktail bar and liquor store offering classic craft cocktails, fine wine, and small bites.

Cozy, laid-back cocktail bar offering classic & updated tiki drinks amid retro South Seas decor.

Casual bar and grill serving quick bites, cocktails, and music.

Craft cocktails, beer, and live music are on offer in this historic Old Town lounge.