Live Music in Southwest Florida This Week: October 29-November 5, 2026

Looking for live music in Southwest Florida this week? From Gavin Adcock and HAIRBALL on Halloween night to the Naples Philharmonic opening its season with Beethoven and Brahms, Broadway vocalist Mandy Gonzalez, country at The Ranch, a free Fleetwood Mac tribute at Mercato, and free waterfront music on Marco Island, there is a show for most tastes between October 29 and November 5. I rounded up eight shows that I could verify from each venue's or event's official page, with the artist, venue, date, time, and a ticket or event link for every one.

Friday, October 30

Naples: Beethoven and Brahms at Artis-Naples

The Naples Philharmonic opens its Masterworks season with Beethoven and Brahms Friday, October 30 at 7:30 PM in Hayes Hall at Artis-Naples, with a prelude at 6:30 PM. Music Director Alexander Shelley conducts pianist Yeol Eum Son in Beethoven's Piano Concerto No. 3, alongside Ellen Taaffe Zwilich's Jubilation Overture and Brahms' Symphony No. 1. The same program plays again Sunday, November 1 at 7:30 PM. Tickets and the full weekend schedule are on the Artis-Naples events page. The campus sits in the Pelican Bay area of North Naples, covered in our Naples area guide.

Saturday, October 31

Estero: Gavin Adcock at Hertz Arena

Country artist Gavin Adcock brings his Day I Hang It Up Tour 2026 to Hertz Arena in Estero Saturday night, with doors at 7 PM and the show at 8 PM. Braxton Keith and The Creakers open the night. Tickets start at about $33.50 plus fees, and the official source is the Hertz Arena event page, which links to Ticketmaster for purchase. Estero is a quick drive up US-41 or I-75 from Naples, and our Estero area guide covers the communities around the arena.

Fort Myers: HAIRBALL at Caloosa Sound Amphitheater

HAIRBALL headlines Caloosa Sound Amphitheater on Edwards Drive in the Fort Myers River District Saturday at 7 PM, an all-ages Halloween night of 80s arena rock. The band recreates the sound and look of the biggest rock acts of that era in one high-energy set. Tickets are sold through the venue's official provider, Tixr, on the Caloosa Sound Amphitheater ticket page, and the show is listed on the venue events page. Doors typically open at 6 PM. The amphitheater anchors the River District, and our Fort Myers area guide covers the neighborhoods around it.

Sunday, November 1

Naples: Naples Concert Band at Cambier Park

The Naples Concert Band plays a free concert in Cambier Park in downtown Naples Sunday, November 1 from 2 to 3 PM, with vocalist Jeanie Darnell on a program called Italian Masterpieces and American Pride. It is an easy afternoon out near Fifth Avenue South, and no tickets are needed. The event is listed on the Fifth Avenue South entertainment calendar.

Tuesday, November 3

Naples: Mandy Gonzalez Sings Broadway at Artis-Naples

Broadway vocalist Mandy Gonzalez, known for starring roles in Hamilton and In the Heights, joins the Naples Philharmonic Pops at Artis-Naples Tuesday, November 3, Wednesday, November 4, and Thursday, November 5, all at 7:30 PM in Hayes Hall. The concerts pair a full orchestra with songs from the musical theater canon. Tickets and details are on the Artis-Naples events page.

Thursday, November 5

Fort Myers: Kelsey Hart at The Ranch

Country artist Kelsey Hart brings his Red All Over Tour to The Ranch Concert Hall & Saloon on Colonial Boulevard Thursday, November 5, with doors at 7 PM and the show at 8 PM. Carson Bock opens. The show is 18 and over. Tickets are on the Ranch events page, which handles the venue's direct ticket sales.

Naples: Sweet Fleet at Mercato

The free Mercato Nights Music Series continues Thursday, November 5 from 6:30 to 8:30 PM with Sweet Fleet, a Fleetwood Mac tribute, on the Piazza at Mercato on Strada Place in North Naples. The set is free and open to everyone, with shops and restaurants around the plaza. Details are on the Mercato event page.

Marco Island: free live music at CJ's on the Bay

On Thursday, November 5, CJ's on the Bay, the waterfront restaurant at the Esplanade Shoppes on Marco Island, hosts its free Live Music Thursday from 6 PM. It is a low-key way to hear local musicians with the bay in the background. The island's Chamber of Commerce event page lists the details, and our Marco Island area guide covers the neighborhoods and communities around the Esplanade.

How I put this list together

I keep this roundup to live music I can confirm from the venue's or event's own pages, and I link to the official ticket or event page for every show. I include concerts, orchestra programs, tribute bands, brewery and plaza stages, and free outdoor sets across Naples, Estero, Fort Myers, and Marco Island. Lineups and times can shift, so it always pays to check the official page before you head out.

A note on fair housing: every venue, neighborhood, and home in Southwest Florida is open to everyone, and I am glad to help you find the place that fits you, whatever your story. If you are exploring a move here, a concert is a nice way to spend an evening in an area you might call home.

A note from the author: I'm Catalina Quintero, a bilingual REALTOR with The Miranda Group at Premiere Plus Realty, Co., serving Naples, Bonita Springs, Estero, Fort Myers, and Marco Island. I put this live music roundup together each week from current, published listings so you can find a show nearby. If you are thinking about a move, email or text me any time.