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

Offers Argentinian grass-fed steaks, seafood, crafted cocktails, and a list of Argentine wines.

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

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

Funky bowling alley-inspired taco & beer establishment with board games, vintage signage, and a ceiling lined with album covers.

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

Seafood-focused American eatery set in an 1884 house with wraparound balconies for people-watching.

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

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

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

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

A great KW staple with attached butcher shop, open to veterans and public alike.

Dog-friendly bar with live music and an outdoor setting, featuring a full bar and Garbo's food truck.

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

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

A lively, open‑air spot just off Duval Street, serving up daily live music, Tex‑Mex comfort food & empanadas, plus craft cocktails and happy hour deals until late into the night

Open-air, beach-style bar and grill serving burgers, seafood, and other pub grub, plus live music.

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

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

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

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

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

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

Relaxed lounge providing kava, elixirs, and non-alcoholic drinks, plus live music and events.