Entertainment events in Kissimmee

Check out happening entertainment events all around Kissimmee, FL

Boots Bulls & Barrels

 Fri, 03 Oct at 07:00 pm Silver Spurs Arena

Pj Sin Suela in Kissimmee

 Sat, 11 Oct at 09:00 pm Sun On the Beach

Promenade 6th Annual "Trunk or Treat" Trick or Treating & Car Show

 Sat, 25 Oct at 04:00 pm Promenade at Sunset Walk Free

Movie in the Park: A Minecraft Movie

 Fri, 03 Oct at 05:30 pm Kissimmee Lakefront Park

The Promise Gathering 2025

 Fri, 03 Oct at 07:00 pm 1251 Marllo Rd Free

Alianza Center Presents: Jafet Murguía & Daniel Díaz LIVE!

 Sat, 11 Oct at 07:00 pm Gateway High School Auditorium USD 50

Monster Bulls

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

Pioneer Day

 Sat, 08 Nov at 10:00 am 2491 Babb Rd, Kissimmee, FL 34746-5803, United States

Freestyle 40th Anniversary: George LaMond Trinere Shannon & Corina

 Fri, 10 Oct at 07:00 pm Silver Spurs Arena

Promenade 3rd Annual Halloween Costume Contest $1000's in Cash & Prizes!

 Fri, 31 Oct at 06:00 pm Promenade at Sunset Walk Free

5th Annual Promenade Breast Cancer Awareness Car & Truck Show

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

Kissimmee’s Greatest Costume Party

 Sat, 25 Oct at 06:30 pm 3054 Mandolin Dr Free

SEMINARIO PRIMER COMPRADOR E INVERSIONISTA ORLANDO

 Sat, 04 Oct at 11:00 am 3040 Loopdale Ln Free

Boo On Broadway

 Fri, 24 Oct at 06:00 pm 421 Broadway, Kissimmee, FL, United States, Florida 34741

Noche de Neon: Glow & Grub Weekend

 Sat, 04 Oct at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

George Lamond, Trinere, Shannon, Corina, Giggles, Rob Base, Shannon, Corina, Freedom Williams in Kissimmee

 Sat, 11 Oct at 08:00 pm Silver Spurs Arena At OHP

Humanitarian Concert for Myanmar

 Sat, 15 Nov at 06:00 pm Tohopekaliga High School Auditorium USD 109 to 535

MBO/OBO 4th Annual Pool Party💦

 Sat, 04 Oct at 02:00 pm 5324 Fairfield Lake Dr, Kissimmee, FL 34746

The Wine & Cheese Experience

 Sat, 08 Nov at 07:00 pm Formosa Winery | Island Grove Wine Company USD 23 to 500

BOO! on Broadway

 Fri, 24 Oct at 06:00 pm Kissimmee Main Street

Beyond The Yellow Brick Road by Wedding Venue Map

 Tue, 14 Oct at 06:00 pm The BEV

Orlando Japan Festival in Kissimmee 2025

 Sun, 09 Nov at 11:00 am Kissimmee Lakefront Park

K-Pop Lil' Demon Hunters Roller Skate & Sing-A-Long!

 Sat, 11 Oct at 10:00 am 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

The Terror of Boggy Creek: Ride & Glide Halloween Nights OPENING NIGHT!

 Fri, 03 Oct at 06:00 pm 2001 E. Southport Road, Kissimmee, FL, United States, Florida 34746

[ОРЛАНДО] СУПЕРДИСКОТЕКА 90х и 2000х: ЗОЛОТЫЕ ХИТЫ

 Fri, 17 Oct at 08:00 pm FUMA Lounge

Promenade Sunset Walk & Real Radio 104.1 "Best of Challenge" Chili Edition

 Sat, 04 Oct at 12:00 pm Promenade at Sunset Walk USD 0 to 26

MORFFIT VIBES HALLOWEEN EDITION

 Sat, 25 Oct at 04:00 pm Ramada by Wyndham Kissimmee Gateway USD 13 to 25

Senior Wellness Expo

 Fri, 03 Oct at 10:00 am 1372 E Vine St, Kissimmee, FL, United States, Florida 34744

The Tribute to "No Doubt" Live at The Wharf - Sunday Oct.19th On Sale Now!

 Sun, 19 Oct at 05:00 pm 3274 Margaritaville Blvd USD 26 to 49

Holiday Nights

 Sat, 20 Dec at 06:00 pm 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746

Jeff Dunham at Silver Spurs Arena at Osceola Heritage Park

 Sat, 22 Nov Silver Spurs Arena at Osceola Heritage Park

Boots, Bulls, and Barrels at Silver Spurs Arena at Osceola Heritage Park

 Sat, 04 Oct at 07:30 pm Silver Spurs Arena at Osceola Heritage Park

Cider & Showdowns

 Sat, 04 Oct at 10:00 am Pioneer Village At Shingle Creek

El George Harris Show Tickets Kissimmee FL Silver Spurs Arena (Orlando area)

 Sun, 09 Nov at 07:00 pm Silver Spurs Arena

Jeff Dunham

 Fri, 21 Nov at 07:00 pm Silver Spurs Arena

The Intruder by Freida McFadden Release Party - M**der Mystery and Wine!

 Thu, 09 Oct at 06:00 pm Vintage Vino USD 58

Pomp Snow & CIRQUEumstance

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

The Wharf Stage

 Sat, 29 Nov at 06:30 pm The Wharf at Sunset Walk

Osceola Magic - Opening Night + T-Shirt Giveaway!

 Fri, 07 Nov at 07:00 pm 1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744

Show Car Saturday Nights

 Sat, 07 Nov at 04:00 pm Promenade at Sunset Walk Free

Meet the Author: Rebecca Bentley

 Mon, 24 Nov at 06:00 pm 2625 Reading Trail Free

Passport to Presence

 Mon, 27 Oct at 06:30 pm Vintage Vino

Ice Cream for Breakfast with Santa

 Sat, 06 Dec at 09:00 am 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746

Kissimmee: Bingo for 55+

 Fri, 24 Oct at 11:00 am 3050 Michigan Ave Free

Osceola Magic - Fan Appreciation Weekend!

 Sat, 21 Mar at 07:00 pm 1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744

Venom & Vibes - Standup Comedy

Thu, 23 Oct at 07:00 pm 413 Broadway, Kissimmee, FL, United States, Florida 34741

George Harris: El Pueblo de Uno

 Sun, 09 Nov at 07:30 pm 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744

Ultimate Cards & Gaming Convention - 3 Day Pass

 Thu, 09 Oct at 07:00 pm Events Center At Osceola Heritage Park

THE BINGO EXPERIENCE: Kissimmee, FL Edition

 Sat, 18 Oct at 07:00 am Sun On the Beach USD 36

12th Annual Fund for Hope Gala Fundraiser

 Sat, 08 Nov at 06:00 pm Kissimmee Civic Centre

Travursity Travel Showcase, Studio Movie Grill Sunset Walk, Orlando, FL

 Wed, 05 Nov at 05:00 pm Studio Movie Grill - Sunset Walk USD 8

Zumba Gold at Access Community Center

 Tue, 07 Oct at 11:00 am 1372 E Vine St, Kissimmee, FL, United States, Florida 34744

The Promenade at Sunset Walk Veterans Day Car & Truck Show and Celebration

 Sun, 09 Nov at 11:00 am Promenade at Sunset Walk Free

Krush Brau Dogtoberfest 2026

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

Holiday Nights

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

Osceola County Cinderella Scholarship Pageant

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

Night 1: KC's 80's Kickback

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

Venom & Vibes - Standup Comedy

 Fri, 14 Nov at 10:00 am 413 Broadway, Kissimmee, FL, United States, Florida 34741

ESPN Events Invitational Adventure Bracket - Session 3

 Mon, 24 Nov at 07:00 pm State Farm Field House at ESPN Wide World Of Sports Complex

Ice Cream for Breakfast with Santa

 Sun, 07 Dec at 09:00 am 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746

Night 3: Terra Nostra

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

ICVM Storytellers Conference

 Wed, 01 Oct at 09:00 am Embassy Suites Orlando - Lake Buena Vista South

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

Tribute To Van Halen - Thanksgiving Eve - November 26th! On Sale Now

 Wed, 26 Nov at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

"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

Cashflow & Wealth Building Networking

Wed, 15 Oct at 06:30 pm B J's Restaurant #474

Parking - George Harris - Comedian

 Mon, 10 Nov Silver Spurs Arena at Osceola Heritage Park

Boots, Bulls, and Barrels

 Sat, 04 Oct at 11:30 pm Silver Spurs Arena at Osceola Heritage Park

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

 Sun, 14 Dec Silver Spurs Arena at Osceola Heritage Park

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

 Wed, 04 Feb Silver Spurs Arena at Osceola Heritage Park

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

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

Adventurous Scavenger Hunt - Kissimmee Capers & Curiosities Hunt

 Thu, 14 Nov at 08:00 am 201 Lakeview Dr USD 15

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

George Harris at Silver Spurs Arena at Osceola Heritage Park

 Sun, 09 Nov at 07:00 pm Silver Spurs Arena at Osceola Heritage Park

ProStreet & Pre-1985 Muscle Car Show

Sat, 01 Nov at 09:00 am Old Town Kissimmee

Barefoot Bay Travelers Club trip to Medieval Times

 Thu, 06 Nov at 03:00 pm Medieval Times Dinner & Tournament - Orlando

George Lamond with Trinere

 Sun, 12 Oct at 12:00 am Silver Spurs Arena at Osceola Heritage Park

Family Day with "Mr. Harley" at the Promenade - Sunset Walk Plaza!

 Sat, 21 Sep at 10:00 am Promenade at Sunset Walk Free

George Harris - Comedian

 Mon, 10 Nov at 12:00 am Silver Spurs Arena at Osceola Heritage Park

Pop the Balloon Speed Dating.[Vendors Welcome]

 Wed, 20 Aug at 08:00 pm Kissimmee Free

"The Patch" and Pumpkin Painting - Sunset Walk - Open Daily Oct. 17 thru 30

 Fri, 17 Oct at 04:00 pm Promenade at Sunset Walk 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

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

 Sun, 01 Mar Silver Spurs Arena at Osceola Heritage Park

On The 7th Day We Brunch ! | Orlando's #1 Brunch Party

 Sun, 13 Nov at 12:00 pm Euphoria Orlando Sushi Lounge Free

THIS MUST BE THE BRUNCH

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

Parking Wisconsin Herd at Osceola Magic

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

The Wonderful Wizard of Oz Experience - Kissimmee

 Mon, 22 Sep at 08:00 am The Wonderful 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