Kissimmee Live Music Events

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

Promenade at Sunset Walk 5 May 2026

2026 Caribbean Fusion Festival | Caribbean And Floridian Association, Inc

Kissimmee Lakefront Park 26 Apr 2026

Taste of Kissimmee

Kissimmee Lakefront Park 8 May 2026

iRISE EXPO 2026

1901 Chief Osceola Trail 18 Jul 2026

Alex Manga, Enaldo Barrera Jr. in Kissimmee

Fonda Dulce Jesus Mio 22 May 2026

Promenade at Sunset Walk "Memorial 4 Day Weekend" May 22nd - May 25th

Promenade at Sunset Walk 22 May 2026

The Magik and Mythk Festival indoor medieval fair!

Osceola Heritage Park 22 Aug 2026

Unidos En Alabanza

Osceola Heritage Park / Silver Spurs Arena 30 May 2026

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

3274 Margaritaville Blvd 24 May 2026

Badder Bunny @ Sun On The Beach (Bad Bunny Tribute)

Sun On the Beach 11 Jun 2026

Krush Brau Park Mother’s Day Brunch & Moms Market

2198 4 Winds Blvd 10 May 2026

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

3274 Margaritaville Blvd 16 Aug 2026

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

3274 Margaritaville Blvd 23 Apr 2026

Spring Soiree

Pioneer Village At Shingle Creek 9 May 2026

"Thrive & Vibe" Fitness Flight & Wellness Fest Saturday, May 16th 9am - 3pm

Promenade at Sunset Walk 16 May 2026

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

3274 Margaritaville Blvd 28 Jun 2026

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

3274 Margaritaville Blvd 12 Jul 2026

MAMACITA'S DAY

6071 W Irlo Bronson Memorial Hwy 2 May 2026

Javier Pérez - Live @ Violet's Venom Brewery

Violet's Venom Brewery 17 May 2026

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

Kissimmee 27 Nov 2025

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

Promenade at Sunset Walk 3 Jun 2021