🪕 Porky’s Bayside BBQ & Marina
Time: 6–9 PM
Music: Trop-rock, acoustic covers
Pairing: Smoked ribs + mojito
Insider Tip: Pet-friendly, come early for happy hour and a mini-golf round next door.
🎤 Brass Monkey Lounge
Time: 9 PM–late
Music: Live solo acts, karaoke late
Pairing: Wings + rum & Coke
Insider Tip: True local dive; expect a gritty vibe and great people-watching.
🎸 Sparky’s Landing (Key Colony)
Time: 6:30–10 PM
Music: Acoustic island rock
Pairing: Fish tacos + house margarita
Insider Tip: Taco & Tequila Tuesday gets packed—come by 6 for a waterside table.
🎤 Brass Monkey Lounge
Time: 9 PM–late
Music: Karaoke
Pairing: Bar snacks + strong well drinks
Insider Tip: Great spot if you're feeling bold and want to jump on the mic.
🎶 Brass Monkey Lounge (Freddie Bye Night)
Time: 9 PM–late
Music: Rock, blues, oldies
Pairing: Burger + cold beer
Insider Tip: Locals-only energy—chat with Freddie after the show; he’s a Keys music legend.
🎵 Lighthouse Grill at Faro Blanco
Time: 6–9 PM
Music: Acoustic, soft rock
Pairing: Grilled catch + Key Lime Colada
Insider Tip: Reserve patio seating for perfect sunset and music combo.
🎶 Sparky’s Landing
Time: 6:30–10 PM
Music: Local singer-songwriters
Pairing: Shrimp tacos + tequila flight
Insider Tip: Thursday often features John Bartus—ex-mayor and local music icon.
🎤 Dockside Boot Key Harbor
Time: 5–10 PM
Music: Rock, reggae, jam bands
Pairing: Fish sandwich + rum punch
Insider Tip: Arrive by boat if you can—dock spots available!
🎶 Sparky’s Landing
Time: 6:30–10 PM
Music: Full bands, island vibes
Pairing: Seafood platter + tropical cocktails
Insider Tip: Big Friday energy, but still family-friendly.
🎵 Isla Bella Beach Resort
Time: 6:30–9:30 PM
Music: Solo acoustic
Pairing: Sushi + mojito
Insider Tip: Quiet upscale vibe—perfect for a romantic evening.
🎸 Overseas Pub & Grill
Time: 7–10 PM
Music: Rock, country
Pairing: Prime rib + frozen margarita
Insider Tip: Great for locals and newcomers—wander to the back patio for music.
🎵 Isla Bella Beach Resort
Time: 6:30–9:30 PM
Music: Acoustic island sets
Pairing: Mahi-mahi + island-style cocktail
Insider Tip: Fire pits and beach seating available—ideal for mellow nights.
🌴 Sunset Grille & Raw Bar
Time: 12 PM–Sunset
Music: DJ + tropical hits
Pairing: Sushi rolls + frozen cocktail
Insider Tip: Bring your swimsuit—there’s a pool with a swim-up bar.
🎶 Dockside Boot Key Harbor
Time: 7–10 PM
Music: Open jam night
Pairing: Conch fritters + beer
Insider Tip: Musicians welcome—introduce yourself to the house band if you want to play.