Key West Happy Hours on Monday

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

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

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

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

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

Visitors to this offbeat bar enjoy specialty martinis and cocktails with edible glitter, plus happy hours.

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

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

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

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.

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.

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

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

An institution since 1890, this watering hole features a jukebox & frequent live music.

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

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

Duval Street tavern and beer garden with housemade pub food, Key West's largest craft beer selection, and two happy hours daily.

Historic hotel, restaurant, piano bar and a unique cabaret on Duval Street

Vibrant open-air bar with patio seating, offering seafood, sandwiches, and cocktails, plus live music.

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

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.

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

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

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

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

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