Kissimmee Live Music Events

Live Music Happening Next in Kissimmee, FL

53rd Annual "Early Irons" Easter Car Show - Sunset Walk Saturday April 4th

 Promenade at Sunset Walk 4 Apr 2026
CAR-SHOWS FREE

"Cinco de Mayo" Street Party and Celebration - Promenade at Sunset Walk

 Promenade at Sunset Walk 5 May 2026
ENTERTAINMENT FREE

Hop on Downtown 2026 brought to you by Kissimmee Main Street

 421 Broadway, Kissimmee, FL, United States, Florida 34741 4 Apr 2026
MUSIC

iRISE EXPO 2026

 1901 Chief Osceola Trail 18 Jul 2026
BUSINESS FREE

2026 Caribbean Fusion Festival | Caribbean And Floridian Association, Inc

 Kissimmee Lakefront Park 26 Apr 2026
FESTIVALS FREE

Promenade at Sunset Walk 6th Annual "Autism Awareness Car & Truck Show"

 Promenade at Sunset Walk 11 Apr 2026
CAR-SHOWS USD 0 TO 37

The Magik and Mythk Festival indoor medieval fair!

 Osceola Heritage Park 22 Aug 2026
CONTESTS

Adult Easter Egg Hunt

 3050 Formosa Gardens Blvd 4 Apr 2026
EASTER USD 35

"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th

 3274 Margaritaville Blvd 24 May 2026
MUSIC USD 32 TO 55

German Festival 2026

 Krush Brau Park and Biergarten - Kissimmee, FL 11 Apr 2026
FESTIVALS

Ray De La Paz in Kissimmee

 4 Apr 2026
CONCERTS

The Tribute to "Prince" - Returns to The Wharf - April 23rd! On Sale Now!

 3274 Margaritaville Blvd 23 Apr 2026
ENTERTAINMENT USD 32 TO 55

Easter Sunday European Brunch A Family Celebration of Springtime Flavors

 2198 4 Winds Blvd 5 Apr 2026
EASTER-SUNDAY USD 25 TO 67

"Bruce Springsteen" Tribute "The Boss Project" Live at The Wharf August 16

 3274 Margaritaville Blvd 16 Aug 2026
ENTERTAINMENT USD 32 TO 60

Green Earth Day Fest Celebrate Nature, Sustainability & Bavarian Spirit

 2198 4 Winds Blvd 19 Apr 2026
FESTIVALS USD 8 TO 893

Bavarian Beats & Brews Jam Where Music Meets the Magic of the Biergarten

 2198 4 Winds Blvd 12 Apr 2026
MUSIC USD 8 TO 893

Krush Brau Park Mother’s Day Brunch & Moms Market

 2198 4 Winds Blvd 10 May 2026
BRUNCH USD 25 TO 67

"Nightrain" The Tribute to "Guns N Roses" Live at The Wharf - June 28th

 3274 Margaritaville Blvd 28 Jun 2026
ENTERTAINMENT USD 32 TO 55

The "Rod Stewart" Tribute Live at The Wharf - July 12th - On Sale Now

 3274 Margaritaville Blvd 12 Jul 2026
ENTERTAINMENT USD 32 TO 55

Music by Capt. Jack

 Violet's Venom Brewery 11 Apr 2026
MUSIC FREE

Soraia, King Quilt, and Kissing Betty @ Uncle Lou’s

Green Acres 11 Apr 2026

Javier Pérez - Live @ Violet's Venom Brewery

 Violet's Venom Brewery 17 May 2026
MUSIC FREE

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Kissimmee 27 Nov 2025
ART FREE

"Sunset Craft, Food & Drink Market" Every Thursday Evening at 6pm

 Promenade at Sunset Walk 3 Jun 2021
MUSIC FREE