Restaurants/Pubs/Bars – Just about every restaurant/bar in Key West has a thriving live music schedule. This is a long list mostly because I go here so often, I keep finding hidden gems:
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- A&B Lobster House (food/drink only)
- Amsterdam’s Curry Mansion Inn (B&B, too!)
- Blue Heaven (Casual, historic, live entertainment)
- B.O.’s Fishwagon (Fried fish & conch fritters)
- Boondocks Grille & Draft House (Tiki with great food & entertainment)
- The Bull & Whistle Bar (drink/entertainment only)
- Captain Tony’s Saloon (Old school, festive pub)
- Chart Room (drinks only at Pier House)
- Conch Republic Seafood Company (Best local live music)
- Dante’s Restaurant & Pool Bar (Tiki bar with seafood)
- First Flight Island Restaurant (birthplace of Pam Am World Airlines)
- General Horseplay (music, food, cocktails & tomfoolery)
- Green Parrot Bar (first and last bar on US1)
- Hank’s Hair of the Dog (live music w/full bar & food truck)
- Half Shell Bar (food/drink only at original Key West fish house)
- Hogs Breath Saloon (favorite watering hole with live entertainment)
- Island Dogs (all meals and live bands)
- Key West Theater (local live theater w/snacks)
- Lagerheads Beach Bar (most popular beach bar w/live entertainment)
- Lighthouse Court Hotel Bars (craft cocktails & live music)
- Louie’s Backyard (food/drink only established in 1983)
- Margaritaville (live music at the mother ship)
- Margaritaville Resort (plus live music, food & drinks)
- Pelican Landing Condos (live music, drinks & snacks)
- Pepe’s Café & Steak House (food/drink only)
- Rams Head Southernmost (Blue Macaw Island Eats since 1989)
- Red Shoe Island Bistro (local’s breakfast, lunch, and dinner, plus music)
- Rick’s Bar (nightspot w/themed lounge, dance club & live music)
- Sandbar Sports Grill (live music and plenty of sports)
- Schooner Wharf Bar (funky, open-air bar with live music)
- Sloppy Joe’s Bar (traditional Duval stomping ground)
- Smokin’ Tuna Saloon (open air hangout w/seafood & live music)
- Southernmost Beach Café (food/drink only)
- Sugar Apple Organic Café & Market (food/drink only)
- Suite Dreams Inn (Guest house w/live music)
- Sunrise Deli & Sunset Tiki Bar (tropical cocktails & live music)
- Sunset Pier (Ocean Key Resort w/seafood, drinks & live music)
- Tiki House (historically motivated tiki cocktails & live music)
- Tipsy Rooster (one stop, sip & shop store, bar & live music)
- Two Friends Patio Restaurant (open air food & live music since 1967)
- Waterfront Playhouse (150-seat venue in a historic building)
- Willie T’s Restaurant & Bar (open air food/drink w/live music)
