Entertainment events in Kissimmee

Check out happening entertainment events all around Kissimmee, FL

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

 Sat, 04 Apr at 09:00 am Promenade at Sunset Walk Free

Hot Wheels Monster Trucks Live Glow-N-Fire

 Sun, 03 May at 02:30 pm Osceola Heritage Park

Hot Wheels Monster Trucks Live Glow-N-Fire

 Sat, 02 May at 04:30 pm Silver Spurs Arena at Osceola Heritage Park

Beyond & Free Spirit Experience

 Wed, 08 Apr at 12:00 am 2145 e irlo Bronson Memorial hwy, Kissimmee, FL, United States, Florida 34744

Hop on Downtown 2026 brought to you by Kissimmee Main Street

 Sat, 04 Apr at 11:00 am 421 Broadway, Kissimmee, FL, United States, Florida 34741

iRISE EXPO 2026

 Sat, 18 Jul at 12:00 pm 1901 Chief Osceola Trail Free

Alex Campos

 Sat, 30 May at 11:00 pm Silver Spurs Arena at Osceola Heritage Park

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

 Sat, 11 Apr at 02:00 pm Promenade at Sunset Walk USD 0 to 37

The Magik and Mythk Festival indoor medieval fair!

 Sat, 22 Aug at 11:00 am Osceola Heritage Park

Hot Wheels Monster Trucks Live Glow-N-Fire

 Sun, 03 May at 02:30 pm Silver Spurs Arena At OHP

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

 Sun, 24 May at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

Adult Easter Egg Hunt

 Sat, 04 Apr at 05:00 pm 3050 Formosa Gardens Blvd USD 35

German Festival 2026

 Sat, 11 Apr at 12:00 pm Krush Brau Park and Biergarten - Kissimmee, FL

Ray De La Paz in Kissimmee

 Sat, 04 Apr at 09:00 pm

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

 Thu, 23 Apr at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

Easter Sunday European Brunch A Family Celebration of Springtime Flavors

 Sun, 05 Apr at 10:00 am 2198 4 Winds Blvd USD 25 to 67

Green Earth Day Fest Celebrate Nature, Sustainability & Bavarian Spirit

 Sun, 19 Apr at 12:00 pm 2198 4 Winds Blvd USD 8 to 893

Free Family Movie Night with Commissioner Peggy Choudhry (D1)

 Fri, 03 Apr at 06:15 pm Studio Movie Grill (Sunset Walk)

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

 Sun, 12 Apr at 12:00 pm 2198 4 Winds Blvd USD 8 to 893

Krush Brau Park Mother’s Day Brunch & Moms Market

 Sun, 10 May at 10:00 am 2198 4 Winds Blvd USD 25 to 67

Party Animals at Loco Beach Coconuts at Champion Stadium at ESPN Wide World of Sports Complex

 Fri, 29 May at 11:59 pm Champion Stadium at ESPN Wide World of Sports Complex

Unidos en Alabanza

 Fri, 29 May at 07:00 pm Silver Spurs Arena

Oddities and Curiosities Expo at Events Center at Osceola Heritage Park

 Sat, 27 Jun Events Center at Osceola Heritage Park

Bavarian Dance & Brews After-Party Euro EDM Night

 Sat, 25 Apr at 05:00 pm 2198 4 Winds Blvd USD 13 to 893

Best Of Both Worlds Bash

 Thu, 16 Apr at 10:00 pm Sun On the Beach Free

Memories, kissimmee weekend kickoff party

 Fri, 24 Apr at 09:00 pm 1881 Restaurant & Bar USD 13 to 88

Dive-In Movie!

 Sat, 06 Jun at 07:00 pm 2204 Denn John Ln Free

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

 Sun, 28 Jun at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

THE BINGO EXPERIENCE: Kissimmee, FL Edition

 Sat, 04 Apr at 03:00 pm Sun On the Beach USD 31 to 36

H.O.D Spring Xperience 2026

Fri, 24 Apr at 05:00 pm Kissimmee,orlando,florida

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

 Sun, 12 Jul at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

Music by Capt. Jack

 Sat, 11 Apr at 04:00 pm Violet's Venom Brewery Free

Comedy on Broadway at Violet's Venom Brewery

 Fri, 17 Apr at 08:00 pm Violet's Venom Brewery Free

Black Excellence Experience Gala and Fashion Show

 Fri, 24 Jul at 06:00 pm Kissimmee Bay Country Club

Mom & me Charcuterie Workshop

 Sat, 02 May at 01:30 pm 822 W Emmett St USD 40 to 75

2026 Florida Cinderella State Finals

 Fri, 12 Jun at 05:00 am Embassy Suites by Hilton Orlando Lake Buena Vista South

Canvas & Cabernet-Paint and Sip-Orlando️

 Wed, 22 Apr at 11:00 am Formosa Winery Tasting House USD 48

Wet and willing foam party

 Fri, 01 May at 09:00 pm 2512 Albany Dr Kissimmee fl 34758

Kel Pérez - Crowd Work Therapy.

 Sat, 21 Mar 3295 Oxford Dr USD 29

THE SOUND OF REVIVAL | WORSHIP CONFERENCE

 Thu, 03 Sep at 07:30 pm Revival Place USD 98 to 162

Singles WEEKEND FISHING KICKBACK

 Fri, 12 Jun at 09:00 am Kissimmee Lakefront Park USD 226 to 376

Orlando City B vs. Inter Miami II

 Sat, 23 May at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Momentum: A Women’s Leadership Accelerator 2026

 Wed, 23 Sep at 05:30 pm The Inn at Celebration, Autograph Collection USD 425 to 525

Playboy Pool Party

 Sat, 25 Apr at 05:00 pm 4122 Reaves Rd USD 34 to 45

Parking The Party Animals at Loco Beach Coconuts

 Fri, 29 May at 07:30 am The Stadium at the ESPN Wide World of Sports at Disney

Sounds of Osceola: New Temporary Exhibit Opening

 Wed, 01 Apr at 06:00 pm 4155 W Vine St, Kissimmee, FL, United States, Florida 34746

Kissimmee Youth Hip Hop Dance Crew

Mon, 06 Apr at 04:20 pm Oak St Community Center

Talk Like a Pirate Day ! Let's Celebrate

 Sat, 19 Sep at 12:00 pm Violet's Venom Brewery Free

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

 Thu, 02 Oct at 08:00 pm Kissimmee Free

Promenade Sunset Walk "Weekend Wellness Series" Saturday Mornings at 10am

 Sat, 10 Jan at 09:30 am Promenade at Sunset Walk

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

 Thu, 27 Nov at 08:00 pm Kissimmee Free

Kissimmee Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

 Thu, 02 Apr Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 10

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

 Thu, 03 Jun at 05:00 pm Promenade at Sunset Walk Free