Entertainment events in Kissimmee

Check out happening entertainment events all around Kissimmee, FL

Margaritaville Resort Orlando Holiday Celebration 2026. Friday Dec. 19th!

 Fri, 19 Dec at 06:00 pm Margaritaville Resort Orlando Free

Holiday Nights

 Sun, 21 Dec at 06:00 pm 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746

Holiday Family Movie Night | Crush Yard Orlando

 Fri, 12 Dec at 06:00 pm Crush Yard - Pickleball Bar & Lounge Free

The World of Music School – Christmas Spectacular 2024!

 Sun, 14 Dec at 11:30 am Sun On the Beach Free

Monster Bulls

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

Bavarian Winterfest: Beer, Brats & Brass Bands

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

Comedy on Broadway at Violet's Venom Brewery

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

Váyase pa’ su País - Orlando FL Comedy show

 Sun, 14 Dec at 08:00 pm 6071 W Irlo Bronson Memorial Hwy USD 23 to 55

Osceola County Cinderella Scholarship Pageant

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

Venom & Vibes Standup Comedy

 Fri, 12 Dec at 08:00 pm Violet's Venom Brewery Free

New York Comedy Take Over - Orlando Edition

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

Krush Brau Goulash & Bier Social

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

Salsa at Lakefront

Thu, 11 Dec at 07:00 pm 69 Lakeview Drive, Kissimmee, FL

Pomp Snow & CIRQUEumstance

 Thu, 13 Nov at 07:00 pm Gaylord Palms Hotel & Convention Center - FL

Black Cake & Sorrel FL 2025

 Sat, 13 Dec at 07:00 pm MAMMA's Banquets & Events USD 23

"Rocking New Year 2026" FREE Concert, Street Party & Fireworks Spectacular!

 Wed, 31 Dec at 07:00 pm Promenade at Sunset Walk USD 0 to 72

Glimmer Tree Paint and Sip

 Wed, 10 Dec at 06:00 pm 1881 Restaurant & Bar USD 36 to 42

The Mondayist Xmas Party Ever: Improv Holiday Party

 Mon, 22 Dec at 07:00 pm 1881 Restaurant & Bar USD 13

Osceola Magic - Holiday Party + Replica Jersey Giveaway!

 Tue, 16 Dec at 07:00 pm 1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744

Ugly Sweater Themed Mid Month Party

 Tue, 16 Dec at 05:00 pm 850 W. Osceola Pkwy, Kissimmee, FL 34741

HIP HOP & R&B SKATE

 Fri, 19 Dec at 07:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

BLACK HISTORY CELEBRATION

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

LANDFALL at Cypress Cove Nudist Resort

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

Beyond & Free Spirit Experience

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

Night 1: KC's 80's Kickback

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

Late-Night Glow Pickleball | New Year's Eve at Crush Yard Orlando

 Wed, 31 Dec at 08:00 pm Crush Yard - Pickleball Bar & Lounge USD 99

K-Pop Demon Hunters — Toy Drive & Roller Skate

 Sun, 14 Dec at 06:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Salsa Night

 Wed, 10 Dec at 09:00 pm 226 Broadway

New Years Themed End of Month Party

 Tue, 30 Dec at 05:00 pm 850 W. Osceola Pkwy, Kissimmee, FL 34741

RIGHTCONNEXTIONS BUBBLE PARTY

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

Night 3: Terra Nostra

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

RIGHTCONNEXTIONS 90's BUBBLE PARTY

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

Fasching Karneval Kick-Off Party

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

🎉🎂 Let’s Celebrate Earle Turning 103! 🎂🎉

 Wed, 10 Dec at 03:00 pm 1701 Ball Park Road

Paint and Sip Holiday Brunch

 Sun, 14 Dec at 11:00 am Oishi Latin Fusion USD 59

Rock & Brews Kissimmee New Year's Bash

 Wed, 31 Dec at 08:30 pm Rock & Brews Kissimmee USD 48 to 117

"Elvis: The Blue Christmas Show" The Tribute to Elvis - December 11th

 Thu, 11 Dec at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

Central Florida European Heritage Fest

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

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

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

The Wharf at Sunset Walk - Exclusive "New Year's Eve VIP Celebration"

 Wed, 31 Dec at 07:00 pm 3274 Margaritaville Blvd USD 175

Memphis Hustle at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park

 Sun, 14 Dec Silver Spurs Arena at Osceola Heritage Park

Krush Brau Park Mother’s Day Brunch & Moms Market

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

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

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

Kids' Happy Noon Year's Eve Party at Promenade Sunset Walk - Public Welcome

 Wed, 31 Dec at 11:30 am Promenade at Sunset Walk Free

Mosh Eisley

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

Krush Brau New Years Eve Party - Free Admission - Reserve Now!

 Wed, 31 Dec at 06:00 pm Krush Brau Park Portal Immersion Center USD 0 to 117

"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

Green Earth Day Fest Celebrate Nature, Sustainability & Bavarian Spirit

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

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

 Sat, 31 Jan at 03:00 pm kissimee, Florida......

Cashflow & Wealth Building Networking

Wed, 17 Dec at 06:30 pm B J's Restaurant #474

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

Mardi Gras Karneval: Fasching at Krush Brau Park

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

Spring-Bloom Biergarten Celebrate Frühling — the German Way!

 Sun, 01 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

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

 Wed, 04 Feb Silver Spurs Arena at Osceola Heritage Park

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

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

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

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

Promenade Racing Car & Truck Show - Friday Nights at 5PM

 Fri, 31 Jan at 05:00 pm Promenade at Sunset Walk Free

Kissimmee Festival of Lights

 Sat, 29 Nov at 12:00 am Downtown Kissimmee

Pomp, Snow & CIRQUEumstance at Gaylord Palms Resort and Convention Center

 Wed, 10 Dec at 01:00 pm Gaylord Palms Resort and Convention Center

Parking Noblesville Boom at Osceola Magic

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

Parking Cleveland Charge at Osceola Magic

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

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

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

 Thu, 27 Nov at 08:00 pm Kissimmee Free

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

Kissimmee Movie in the Park (Tentative)

 Fri, 09 Jan at 05:00 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

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

Pop the Balloon Speed Dating.[Vendors Welcome]

 Wed, 20 Aug at 08:00 pm Kissimmee Free

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

"Holinights" Holiday Celebration at Promenade Sunset Walk - Public Welcome

 Thu, 20 Nov at 06:30 pm Promenade at Sunset Walk Free

MORNING COFFEE MEET

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

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

 Sun, 01 Mar Silver Spurs Arena at Osceola Heritage Park

Winter Pickleball Kids Camp | 12/22-1/2 | Orlando, FL

 Mon, 22 Dec at 10:00 am Crush Yard - Pickleball Bar & Lounge USD 90 to 598

Wizard of Oz Experience - Kissimmee

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

THIS MUST BE THE BRUNCH

 Sun, 04 May at 01:00 pm Euphoria Kissimmee Free

Chester Monte's M**der Mystery - Kissimmee

 Thu, 30 Oct at 08:00 am Chester Monte's Murder Mystery - Kissimmee USD 24 to 64

Parking Wisconsin Herd at Osceola Magic

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

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

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