Sixty-five gigs across 11 venues this week. The steady rhythm of Southwest Florida live music hits every corner from Naples to Fort Myers Beach. Another solid week on the calendar. Monday, May 18 (10 gigs) The Whale FMB, Slipaway Food Truck Park & Marina, Back Streets Sports Bar, Celebration Park Naples, The Lucky Screw, and Bay Street Yard have shows. Acoustic pick: Matty Jollie plays pop and country at The Whale FMB from 12:00 PM. Band pick: RH3 plays rock at The Whale FMB from 6:30 PM. DJ pick: Dj Julz (Hoolz) spins open format at Bay Street Yard from 7:00 PM. Tuesday, May 19 (9 gigs) The Whale FMB, Slipaway Food Truck Park & Marina, Back Streets Sports Bar, Celebration Park Naples, and The Lucky Screw have shows. Acoustic pick: Nathan tata plays country and rock at The Whale FMB from 12:00 PM. Band pick: Hunny Duo plays pop and neo soul at The Whale FMB from 6:00 PM. DJ pick: King Entertainment Group spins at The Lucky Screw from 7:00 PM. Wednesday, May 20 (10 gigs) The Whale FMB, Slipaway Food Truck Park & Marina, Back Streets Sports Bar, Celebration Park Naples, Bay Street Yard, and The Lucky Screw have shows. Acoustic pick: Claire Liparulo plays rock and americana at The Whale FMB from 12:00 PM. Band pick: ENDLESS SUMMER MUSIC plays rock and reggae at The Whale FMB from 6:00 PM. DJ pick: Karaoke Nights at Back Streets hosts karaoke at Back Streets Sports Bar from 9:15 PM. Thursday, May 21 (12 gigs) The Whale FMB, Slipaway Food Truck Park & Marina, The Hampton Social - Naples, Back Streets Sports Bar, Celebration Park Naples, Backyard Social, and Bay Street Yard have shows. Acoustic pick: Matt Meyer plays rock at The Whale FMB from 12:00 PM. Band pick: The Flatliners plays classic rock at Backyard Social from 6:00 PM. DJ pick: Weekly Trivia hosted by King Entertainment Group at Back Streets Sports Bar from 6:00 PM. Friday, May 22 (13 gigs) The Whale FMB, Slipaway Food Truck Park & Marina, The Hampton Social - Naples, Back Streets Sports Bar, Bay Street Yard, Celebration Park Naples, Anarchy Ale Works, and The Lucky Screw have shows. Acoustic pick: Steve McDougall plays rock and country at The Whale FMB from 12:00 PM. Band pick: Soapy Tuna plays rock classics at The Whale FMB from 6:30 PM. DJ pick: DJ REBEL spins house and hip hop at Bay Street Yard from 10:00 PM. Saturday, May 23 (21 gigs) The Hampton Social - Naples, The Whale FMB, Slipaway Food Truck Park & Marina, Celebration Park Naples, Bay Street Yard, Back Streets Sports Bar, Swamp Cat Brewing Company, Anarchy Ale Works, Backyard Social, and The Lucky Screw have shows. Acoustic pick: Madison Morris plays singer/songwriter and americana at The Whale FMB from 12:00 PM. Band pick: The Smokin' Aces plays rock and funk covers at Bay Street Yard from 5:00 PM. DJ pick: Big Rob Deluxe spins house and top 40 at Slipaway Food Truck Park & Marina from 12:30 PM. Sunday, May 24 (10 gigs) The Whale FMB, Slipaway Food Truck Park & Marina, Bay Street Yard, Anarchy Ale Works, Back Streets Sports Bar, and Backyard Social have shows. Acoustic pick: Chris Terp Solo-Duo plays variety and rock covers at The Whale FMB from 12:00 PM. Band pick: The NightOwls plays pop and rock covers at The Whale FMB from 6:00 PM. DJ pick: DJ Anthony Styles spins dance and top 40 at Bay Street Yard from 10:00 PM. Every Venue, Every Schedule The Whale FMB (10) Anarchy Ale Works (3) Back Streets Sports Bar (17) Backyard Social (4) Bay Street Yard (9) Celebration Park Naples (6) The Hampton Social - Naples (3) Slipaway Food Truck Park & Marina (12) Swamp Cat Brewing Company (1) The Lucky Screw (7) Find Your Next Show Every gig happening across Southwest Florida, right now. Live Gig Feed — A live, always-current calendar of every gig happening across Southwest Florida. Filter by date, location, and vibe to find live music tonight in seconds. Live Map — An interactive map showing every venue in real time. Orange pins pulse with live gig counts. Tap any pin to see the full schedule for that venue. AI Concierge — Your live music going-out agent. Click "AI Concierge" in the navigation bar to ask questions like "What venues have live music today?" and get instant curated recommendations. Explore Venues — The venue directory. Browse every venue on the platform by city, venue type, or artist type. Each venue has a full profile with their upcoming schedule. The Spotlight — The editorial blog you are reading right now. Weekly previews, weekend guides, artist spotlights, venue features, and monthly leaderboards.
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