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

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.

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

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

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

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

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

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

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

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

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

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

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

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

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.

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