Live Music events in Southwest Florida

12–6 PMAnkrolab Brewing Company, Naples

7th Annual Oktoberfest

The 7th annual Oktoberfest celebration featuring 6 beer releases, food specials, BOGO Oktoberfest 4-packs, live music from Nostaljah (1-4pm), and a stein holding competition (2 & 5pm).

1–4 PMDimensions Nightclub, Naples

Naples Kids Rave

A neon daytime dance party for kids and families with glow sticks, bubbles, and a DJ, benefiting Eva's Closet.

6–9 PMThe Baker Museum, Naples

Free Admission to Art After Hours

A fun evening of art and entertainment for audiences of all ages with live music performed by local musicians, concessions at Heidi's Place and free admission to all museum exhibitions.

Times vary by dayMillennial Brewing Company, Fort Myers

Runs through Sun, Oct 4

Fort Myers Oktoberfest at Millennial

A Munich style beer hall celebration with German beer and food, live music, and stein competitions.

7–9 PMGulf Coast Town Center, Fort Myers

First Friday Concert: The Girls of Motown

A free outdoor concert featuring The Girls of Motown delivering smooth soulful harmonies and the fast-paced rhythms of the most popular Motown-era hits at Gulf Coast Town Center.

Times vary by daySouthern Fresh Farms, Fort Myers

Runs through Sun, Nov 1

Fall Fest 2026

A weekend fall festival with local vendors, food, live music, farm animals, and pumpkins every weekend in October.

Times vary by dayFort Myers Brewing Co., Fort Myers

Runs through Sun, Oct 18

Oktoberfest at Fort Myers Brewing Co.

Featuring 50+ beers and seltzers on rotation, live music performances, food trucks, a free stein-hoisting competition on Saturday at 5pm, and Oktoberfest merchandise available for purchase.

6–10 PMDowntown Fort Myers, Fort Myers

Music Walk Downtown

A monthly live music night on 3rd Friday in the River District with over a dozen venues featuring local and regional talent.

6–9 PMFlorida Gulf Coast University, Fort Myers

Candlelight: A Haunted Evening of Halloween Classics | Fort Myers

Hosted by Florida Gulf Coast Symphonic Band

A candlelit concert featuring Halloween-themed classical and contemporary music performed by the Listeso String Quartet, including pieces from horror films and spooky classics like Thriller, The Exorcist, Stranger Things, and Ghostbusters.

6–8 PMBig Corkscrew Island Regional Park, Naples

RIP Trunk or Treat

Annual Trunk or Treat event featuring music, candy, crafts, and a costume contest with prizes.

6–8 PMMercato, Naples

Moonlight Market

An evening market of metaphysical vendors, from aura photography to crystals, reiki, and tarot, with ambient music under the full moon.

6–9 PMThe Baker Museum, Naples

Free Admission to Art After Hours

A fun evening of art and entertainment for audiences of all ages with live music performed by local musicians, concessions at Heidi's Place and free admission to all museum exhibitions.

6–7:30 PMBig Corkscrew Island Regional Park, Naples

Baby Rave: Halloween Edition

A Halloween themed dance party for babies and toddlers with dancing, music, glow lights, and bubbles.

1–4 PMSouthern Fresh Farms, Fort Myers

Boo at the Farm Trick or Treating

A farm wide, car free trick or treat with decorated Community Candy Stations and vendors, part of Fall Fest, which also includes a pumpkin patch, playground, farm animals, local vendors, and fall photo opportunities.

7–9 PMGulf Coast Town Center, Fort Myers

First Friday Concert: Dreams of Fleetwood Mac

A free outdoor concert featuring Dreams of Fleetwood Mac, a SWFL-based tribute band delivering the classic sound and spirit of Fleetwood Mac's most beloved hits.

6–10 PMDowntown Fort Myers, Fort Myers

Music Walk Downtown

A monthly live music night on 3rd Friday in the River District with over a dozen venues featuring local and regional talent.

5–7 PMM&M Farms, Fort Myers

Farm to Table Supper

An evening farm dinner featuring fresh, locally sourced ingredients and live music.

6–9 PMThe Baker Museum, Naples

Free Admission to Art After Hours

A fun evening of art and entertainment for audiences of all ages with live music performed by local musicians, concessions at Heidi's Place and free admission to all museum exhibitions.

9 AM–3 PMMillennial Brewing Company, Fort Myers

SWFL BrunchFest

A brunch festival with a live DJ and karaoke, food trucks, and a DIY mimosa tower bar with eight flavors to mix and match.

7–9 PMGulf Coast Town Center, Fort Myers

First Friday Concert: A Rockin' Blue Christmas

A free outdoor holiday concert bringing rock-and-roll Christmas spirit to Gulf Coast Town Center's open-air courtyard.

6–10 PMDowntown Fort Myers, Fort Myers

Music Walk Downtown

A monthly live music night on 3rd Friday in the River District with over a dozen venues featuring local and regional talent.