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

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

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

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

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

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

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

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

Classic European fare served in an upscale modern-meets-tropical space with a patio & bar.

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

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

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

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

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.

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

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

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

Iconic landmark for Floridian-Caribbean cuisine & key lime pie, with a funky setting.

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

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

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

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

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

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

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

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