Entertainment events in Kissimmee

Check out happening entertainment events all around Kissimmee, FL

Hot Wheels Monster Trucks Live Glow-N-Fire

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

Sioux Falls Skyforce at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park

 Sun, 01 Mar Silver Spurs Arena at Osceola Heritage Park

"Turn It On Again" The Tribute to Phil Collins & Genesis Live at the Wharf

 Thu, 22 Jan at 05:00 pm 3274 Margaritaville Blvd USD 26 to 49

Osceola County Cinderella Scholarship Pageant

 Sat, 21 Feb at 12:00 pm 1911 Kissimmee Valley Ln, Kissimmee, FL 34744-6107, United States

Beyond & Free Spirit Experience

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

Monster Bulls

 Fri, 13 Feb at 07:00 pm Silver Spurs Arena

6th Annual "Pets on the Promenade" at Sunset Walk - Sunday, January 18th

 Sun, 18 Jan at 12:00 pm Promenade at Sunset Walk Free

2026 Florida Cinderella State Finals

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

Central Florida European Heritage Fest

 Sat, 17 Jan at 12:00 pm 2198 4 Winds Blvd USD 13 to 893

Mosh Eisley

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

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

 Fri, 29 May Champion Stadium at ESPN Wide World of Sports Complex

BLOOD IN BLOOD OUT MEET & GREET MIKLO/DAMIAN CHAPA KISSIMEE FLORIDA

 Sat, 31 Jan at 03:00 pm El Tenampa Mexican Restaurant

Spring-Bloom Biergarten Celebrate Frühling — the German Way!

 Sun, 01 Mar at 12:00 pm 2198 4 Winds Blvd USD 13 to 893

Mardi Gras Karneval: Fasching at Krush Brau Park

 Sun, 22 Feb at 12:00 pm 2198 4 Winds Blvd USD 13 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

Bar Fly at The Wharf Sat Jan 17th

 Sat, 17 Jan at 06:30 pm The Wharf at Sunset Walk

Night 1: KC's 80's Kickback

 Fri, 16 Jan at 05:30 pm Hogwarts Inn Free

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

"American Elton" The Tribute to Sir Elton John at The Wharf February 26th

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

Comedy on Broadway at Violet's Venom Brewery

 Fri, 16 Jan at 08:00 pm Violet's Venom Brewery Free

Write The Vision Immersion Retreat

 Fri, 23 Jan at 06:00 pm Red Lion Hotel Orlando Lake Buena Vista South USD 29 to 109

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

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

The Wharf Stage

 Sat, 21 Feb at 06:30 pm The Wharf at Sunset Walk

Bavarian Winterfest: Beer, Brats & Brass Bands

 Sat, 31 Jan at 05:00 pm 2198 4 Winds Blvd USD 13 to 893

Kissimmee Martin Luther King Jr. Unity Celebration

 Sat, 17 Jan at 12:00 pm Kissimmee Lakefront Park

Fasching Karneval Kick-Off Party

 Sat, 24 Jan at 05:00 pm 2198 4 Winds Blvd USD 13 to 893

Krush Brau Goulash & Bier Social

 Sun, 11 Jan at 01:00 pm 2198 4 Winds Blvd USD 8 to 31

"The Wharf" at Sunset Walk "Big Game Watch Party" Sunday, Feb.8th at 6:00pm

 Sun, 08 Feb at 06:00 pm 3274 Margaritaville Blvd USD 118

Cinema Themed Mid Month Party

 Wed, 14 Jan at 05:00 pm 850 W. Osceola Pkwy, Kissimmee, FL 34741

Pioneer Winterfest

 Sat, 31 Jan at 10:00 am Pioneer Village At Shingle Creek

New York Comedy Take Over - Orlando Edition

 Sat, 17 Jan at 06:00 pm FAMA STEAKHOUSE USD 23 to 55

Spring Paint Party

Mon, 26 Jan at 05:00 pm Mama Romano’s 3821 Pleasant Hill Road Kissimmee, FL

Night 3: Terra Nostra

 Sun, 18 Jan at 05:00 pm Hogwarts Inn Free

BLACK HISTORY CELEBRATION

 Sat, 21 Feb at 01:00 pm Kissimmee City Chambers Park Community Center Free

HIP HOP & R&B SKATE

 Fri, 16 Jan at 07:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

FrühlingsFit Fest: European Health & Wellness Celebration

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

Parking Wisconsin Herd at Osceola Magic

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

Waggin' Weekend

 Sun, 01 Feb at 10:00 am Old Town

Kids Snowman Cupcake Decorating Party

 Tue, 13 Jan at 04:00 pm 5350 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

The Big Game Watch Party at Promenade Sunset Walk! February 8th

 Sun, 08 Feb at 02:00 pm Promenade at Sunset Walk Free

Football Themed End of Month Party

 Wed, 28 Jan at 05:00 pm 850 W. Osceola Pkwy, Kissimmee, FL 34741

Osceola Response Team at MLK Jr Unity Celebration Kissimmee

 Sat, 17 Jan at 12:00 pm Kissimmee Lakefront Park

MORNING COFFEE MEET

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

RIGHTCONNEXTIONS BUBBLE PARTY

 Fri, 16 Jan at 09:00 pm Kissimmee, Orlando

Lebrón Brothers in Kissimmee

 Fri, 06 Feb at 08:00 pm Fonda Dulce Jesus Mio

Promenade & Osceola County Sheriff's Office Teen Driver Car & Truck Show

 Sat, 21 Feb at 02:00 pm Promenade at Sunset Walk USD 0 to 26

Promenade - Sunset Walk Fat Tuesday/Mardi Gras Street Party! February 17th

 Tue, 17 Feb at 05:00 pm Promenade at Sunset Walk Free

Parking Cleveland Charge at Osceola Magic

 Thu, 26 Feb at 12:00 am Silver Spurs Arena at Osceola Heritage Park

LANDFALL at Cypress Cove Nudist Resort

 Sat, 28 Feb at 07:00 pm Cypress Cove Nudist Resort

Krush Brau Dogtoberfest 2026

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

RIGHTCONNEXTIONS 90's BUBBLE PARTY

 Fri, 16 Jan at 09:00 pm Kississimee, Fla

Noblesville Boom at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park

 Wed, 04 Feb Silver Spurs Arena at Osceola Heritage Park

Zumba Gold at Access Community Center

 Wed, 14 Jan at 11:00 am 1372 E Vine St, Kissimmee, FL, United States, Florida 34744

"Head Games" the Tribute to "Foreigner" at The Wharf - March 26th

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

Krush Brau NovemberFest (Biggest German Beer Garden in the US - 10 AC)

 Sat, 08 Nov at 04:00 pm Krush Brau Park Portal Immersion Center USD 0 to 862

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

Fresh Produce Day - BVL

 Fri, 23 Jan at 10:00 am Orlando Family Physicians by InnovaCare Health Free

Parking Noblesville Boom at Osceola Magic

 Thu, 05 Feb at 12:00 am Silver Spurs Arena at Osceola Heritage Park

Singles Party

 Tue, 02 Dec at 08:00 pm Kissimmee Free

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 Artisan Market Place - Every Thursday, Friday, & Saturday - 6pm

 Thu, 10 Jul at 06:00 pm Promenade at Sunset Walk 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!!)

 Sat, 10 Jan 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

Promenade Second Sunday Car & Truck Show - FREE Admission & Top 3 Trophies

 Sun, 14 Mar at 11:00 am Promenade at Sunset Walk Free

"Dockside Dueling Pianos" at The Wharf at Sunset Walk EVERY Friday Night

 Sat, 02 Sep at 09:45 pm 3274 Margaritaville Blvd USD 5

Wizard of Oz Experience - Kissimmee

 Fri, 05 Dec at 08:00 am Wizard of Oz Experience - Kissimmee USD 24 to 64

An Action-Packed Scavenger Hunt! - Bay Lake Buccaneer‘s Bonanza

 Wed, 15 Jan at 08:00 am Building 1 USD 15