Entertainment events in Kissimmee

Check out happening entertainment events all around Kissimmee, FL

Hot Wheels Monster Trucks Live Glow-N-Fire

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

Movie in the Park: Zootopia 2

 Fri, 06 Mar at 05:30 pm Kissimmee Lakefront Park

Hot Wheels Monster Trucks Live Glow-N-Fire

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

Kissimmee Kowtown Festival

 Sat, 21 Mar at 12:00 pm Kissimmee Lakefront Park

St. Patrick's Day Street Party & Celebration at the Promenade - Sunset Walk

 Tue, 17 Mar at 02:00 pm Promenade at Sunset Walk Free

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

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

Beyond & Free Spirit Experience

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

Osceola Cattleman’s Country Gala

 Sat, 14 Mar at 05:00 pm Kissimmee Valley Livestock Arena

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

Hot Wheels Monster Trucks Live Glow-N-Fire

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

Thompson Square in Kissimmee

 Sat, 21 Mar at 02:30 pm

"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

Mosh Eisley

 Sat, 21 Mar at 08:00 pm Sun On the Beach USD 54

Ray De La Paz in Kissimmee

 Sat, 04 Apr at 09:00 pm

ProboxTV Contender Series

 Fri, 13 Mar at 10:00 pm Events Center at Osceola Heritage Park

Noire Society Jazz & Supper Club Networking

 Fri, 27 Mar at 06:00 pm 1881 Restaurant & Bar USD 82

Krush Brau Park Mother’s Day Brunch & Moms Market

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

Unidos en Alabanza

 Fri, 29 May Silver Spurs Arena

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

Art & Cosplay Biergarten Where Creativity, Costumes, and Craft Beer Collide

 Sun, 22 Mar at 12:00 pm 2198 4 Winds Blvd USD 13 to 893

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

The Happiest Club: Sweet Niblets Soiree

 Fri, 20 Mar at 06:00 pm Formosa Winery Tasting House USD 42

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

Bavarian Dance & Brews After-Party Euro EDM Night

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

Green Earth Day Fest Celebrate Nature, Sustainability & Bavarian Spirit

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

Painting with a Twist Blacklight Painting!!

 Fri, 06 Mar at 07:30 pm 3038 Dyer Boulevard, Kissimmee, FL 34741

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

Krush Brau Dogtoberfest 2026

 Sat, 14 Mar at 12:00 pm Krush Brau Park Portal Immersion Center USD 0 to 59

FrühlingsFit Fest: European Health & Wellness Celebration

 Sun, 08 Mar at 12:00 am 2198 4 Winds Blvd USD 13 to 893

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

KOOL MIKE SKI " CELEBRATING LIFE 2.0 "

 Sun, 22 Mar at 01:00 pm FAMA GASTROBAR USD 39

H.O.D Spring Xperience 2026

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

Yacht-A-Rock Returns to The Wharf at Sunset Walk

 Sat, 07 Mar at 06:30 pm The Wharf at Sunset Walk

THE BINGO EXPERIENCE: Kissimmee, FL Edition

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

How Top Agents Use Funnels, Content, AI & YouTube to Close 4+Deals a Month

 Wed, 11 Mar at 10:00 am 2830 N Orange Blossom Trail Free

The Rundown @ The Wharf at Sunset Walk

Sat, 28 Mar at 06:30 pm The Wharf at Sunset Walk

Adult Easter Egg Hunt

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

"The Cars" Tribute - "Carpool" in Concert - March 26th - On Sale Now

 Thu, 26 Mar at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

Singles WEEKEND FISHING KICKBACK

 Fri, 20 Mar at 09:00 am Kissimmee Lakefront Park USD 226 to 376

2026 Florida Cinderella State Finals

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

Parking Wisconsin Herd at Osceola Magic

 Wed, 11 Mar at 11:00 pm Silver Spurs Arena at Osceola Heritage Park

Wet and willing foam party

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

A Spring Market: For The Girlies 2026

 Sat, 21 Mar at 08:00 am Marydia Community Center

Orlando City B vs. Inter Miami II

 Sat, 21 Mar at 07:00 pm Osceola County Stadium At Osceola Heritage Park

MORNING COFFEE MEET

 Thu, 05 Feb at 10:00 am Kissimmee City Chambers Park Community Center Free

Playboy Pool Party

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

An evening with the "Hyssongs In Concert"

 Sun, 15 Mar at 06:00 pm GSCC - Good Samaritan Community Church

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

The Rundown @ Oldtown

Sun, 22 Mar at 05:00 pm Oldtown,kissimmee

Sounds of Osceola: New Temporary Exhibit Opening

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

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

 Thu, 02 Oct at 08:00 pm Kissimmee Free

Kissimmee Youth Hip Hop Dance Crew

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

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

Singles Party

 Tue, 02 Dec at 08:00 pm Kissimmee Free

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

 Thu, 05 Mar 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