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

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.

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

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.

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

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

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

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

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

Tropical island-themed bar and grill featuring a laid-back atmosphere with both indoor and outdoor seating.

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

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

Chill, family-friendly spot for seafood-focused American eats with happy-hour specials & a deck.

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

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.

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

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

Upbeat watering hole with a cool vibe & comfort eats including gourmet grilled cheese.

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

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

Chill spot adorned with local art serving globally inspired veggie & seafood eats, plus beer & wine.

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

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