Upcoming Kissimmee Events

Check out what's happening all around Kissimmee, FL

Osceola County High School Graduations

 Tue, 19 May at 09:30 am 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744

Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park

 Sat, 02 May at 12:30 pm Silver Spurs Arena at Osceola Heritage Park

Hot Wheels Monster Trucks Live Glow-N-Fire

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

Sunset Walk - Orlando July 4th "America 250" Celebration Starring DFALC

 Sat, 04 Jul at 04:00 pm Promenade at Sunset Walk Free

"Cinco de Mayo" Street Party and Celebration - Promenade at Sunset Walk

 Tue, 05 May at 03:00 pm Promenade at Sunset Walk Free

7th Asian Food and Cultural Festival

 Sat, 02 May at 02:00 pm 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Ari Lennox Tickets

 Fri, 08 May at 08:00 pm Orlando Florida ( Walt Disney World)

157th Silver Spurs Rodeo

 Fri, 05 Jun at 07:30 pm 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744

Hot Wheels Monster Trucks Live Glow-N-Fire

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

Osceola Pride

 Sun, 28 Jun at 12:00 pm 1875 Silver Spur Ln, Kissimmee, FL 34744-6105, United States

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

 Fri, 05 Jun at 07:30 pm Silver Spurs Arena at Osceola Heritage Park

Taste of Kissimmee

Fri, 08 May at 05:00 pm Kissimmee Lakefront Park

Alex Campos y Ingrid Rosario: Unidos en Alabanza

 Sat, 30 May at 07:00 pm Silver Spurs Arena At OHP

Days to Shine Sessions Orlando

 Wed, 27 May at 09:00 am Estefan Kitchen Orlando USD 70

iRISE EXPO 2026

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

Alex Manga, Enaldo Barrera Jr. in Kissimmee

 Fri, 22 May at 09:00 pm Fonda Dulce Jesus Mio

Silver Spurs Rodeo

 Thu, 04 Jun at 07:00 pm Silver Spurs Arena

ILAN All Inclusive 2026

 Sat, 23 May at 04:00 pm Island Grove Winery USD 140

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

Promenade at Sunset Walk "Memorial 4 Day Weekend" May 22nd - May 25th

 Fri, 22 May at 05:00 pm Promenade at Sunset Walk Free

Victory Charter School Graduations

 Tue, 26 May at 11:00 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Alex Campos

 Sat, 30 May Silver Spurs Arena at Osceola Heritage Park

Badder Bunny @ Sun On The Beach (Bad Bunny Tribute)

 Thu, 11 Jun at 06:30 pm Sun On the Beach USD 31 to 48

Sunset Walk Orlando - Kids' 4th of July Family Celebration

 Sat, 04 Jul at 11:00 am Promenade at Sunset Walk Free

"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

Unidos en Alabanza

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

Krush Brau Park Mother’s Day Brunch & Moms Market

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

Medieval Times: Educational Field Trip & Unit Study

Tue, 12 May at 10:30 am Medieval Times Dinner & Tournament - Orlando

"Bruce Springsteen" Tribute "The Boss Project" Live at The Wharf August 16

 Sun, 16 Aug at 05:00 pm 3274 Margaritaville Blvd USD 32 to 60

Spring Soiree

Sat, 09 May at 10:00 am Pioneer Village At Shingle Creek

Orlando City B vs. Columbus Crew 2

 Sat, 27 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Meet Us at Kissimmee Collector Fest

Sat, 23 May at 09:00 am Osceola Heritage Park

POKÉMON SKATE & STEM ROLLER SKATE

 Wed, 13 May at 06:30 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Spartan Combat Nationals / FAWA State Championships - Both Days

 Sat, 30 May at 07:30 am Events Center at Osceola Heritage Park

SCHOOLS OUT SKATE NIGHT @ SKATE REFLECTIONS

Thu, 28 May at 08:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Osceola County Senior Wellness Expo

 Thu, 21 May at 10:00 am 1550 Aldersgate Dr Free

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

Bandai TCG Mixed Regional by Versus Games

 Sat, 06 Jun at 10:00 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Oddities and Curiosities Expo at Events Center at Osceola Heritage Park

 Sat, 27 Jun at 11:00 am Events Center at Osceola Heritage Park

Spartan Combat Nationals / FAWA State Championships - Saturday

 Sat, 30 May at 07:30 am Events Center at Osceola Heritage Park

UNO Kissimmee Mom and Me Deep Dish Pizza Cooking Class

 Sat, 09 May at 12:00 pm UNO Pizzeria & Grill USD 13 to 48

The Tribute to The Eagles - "The Long Run" Live at The Wharf September 13th

 Sun, 13 Sep at 05:00 pm 3274 Margaritaville Blvd USD 32 to 60

Major League Pickleball

 Thu, 30 Jul at 07:30 am ESPN Wide World of Sports - State Farm Field House

"Thrive & Vibe" Fitness Flight & Wellness Fest Saturday, May 16th 9am - 3pm

 Sat, 16 May at 09:00 am Promenade at Sunset Walk Free

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

 Sat, 03 Oct at 07:30 pm Silver Spurs Arena at Osceola Heritage Park

Columbus Crew 2 at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 28 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Dive-In Movie!

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

City of Kissimmee Mother & Son Dance

 Sat, 09 May at 05:00 pm Chambers Park Community Center

Orlando City B vs. Inter Miami CF II

 Sun, 24 May at 07:00 pm Osceola County Stadium

New Yorican Saturdays – Mother’s Day Edition 🌹

 Sat, 09 May at 08:00 pm 121 Broadway Kissimmee FL 34741

Orlando City B vs. Crown Legacy FC

 Sun, 03 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

The Marketplace of Magic- Magic Meets Mayhem

 Fri, 15 May at 06:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 0 to 13

Food Pantry at Access Community Center Kissimmee West

 Thu, 07 May at 11:00 am 3516 W Vine St, Kissimmee, FL 34741-4627, United States

"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

MISS MUNDO LATINA USA 2026

 Sat, 13 Jun at 06:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 34 to 98

MRS MUNDO LATINA USA 2026

 Sat, 13 Jun at 02:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 23 to 66

Orlando City B vs. Inter Miami CF II

 Sun, 24 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Spartan Combat Nationals / FAWA State Championships - Saturday

 Sat, 30 May at 12:00 am Events Center at Osceola Heritage Park

Orlando City B vs. Philadelphia Union II

 Sat, 20 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Philadelphia Union II at Orlando City B

 Sun, 21 Jun at 11:00 pm Osceola County Stadium

2026 CAM U Homecoming and Trade Show "Passport to Paradise"

 Fri, 10 Jul at 08:00 am 8000 Fins Up Cir Free

Kowboy Crawl 2026

 Fri, 29 May at 06:00 pm 421 Broadway, Kissimmee, FL

Super Mario Roller Skate

Sun, 31 May at 01:30 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Atlanta United 2 at Orlando City B

 Sun, 20 Sep at 06:00 pm Osceola County Stadium

Mother's Day Roller Skate- Moms Skate FREE!

Sun, 10 May at 01:30 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

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

Mother’s Day Morning Market! 🌸🌷

 Sat, 16 May at 11:00 am 1701 North Central Ave Kissimmee, FL 34741

Food Pantry at Access Community Center Kissimmee

 Tue, 05 May at 11:00 am Access Community Center

Curso de Real Estate Comercial

 Mon, 11 May at 08:30 am Hampton Inn Kissimmee North USD 495

EcoLove Date Night Under the Stars

 Fri, 15 May at 07:30 pm 4229 Reaves Road, Kissimmee, FL

SLAM! 8th Grade 2026 Graduation

 Wed, 13 May at 09:00 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

💖🍷 Mom’s Night Out – Mother’s Day Edition! 🍷💖

 Sun, 10 May at 06:00 pm 3038 Dyer Boulevard, Kissimmee, FL 34741

FUJI BJJ Orlando Spring Championship

 Sat, 23 May at 08:00 am Kissimmee Middle School

New Direction Academy 2026 Graduation

 Fri, 15 May at 04:45 pm 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Path to Freedom - Paint and Sip in Orlando | Classpop!™

 Fri, 22 May Formosa Winery & Tasting House USD 54

Inter Miami CF II at Orlando City B

 Sun, 22 Mar at 11:00 pm Osceola County Stadium

Orlando City B vs. Inter Miami II

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

ABKC SUNSHINE STATE BULLY EXTRAVAGANZA

Sat, 15 Aug at 09:00 am Osceola Heritage Park

Philadelphia Union II at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 21 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Apoteosis Fashion Show 2026 - Gala de Graduación de Project 24

 Fri, 29 May at 05:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 71 to 77

Spartan Combat Nationals / FAWA State Championships - Sunday

 Sun, 31 May at 12:00 am Events Center at Osceola Heritage Park

TRIB3 3LITE x Champions Lab - MEGA Prospect Camp

 Sat, 23 May at 07:30 am Poinciana High School USD 82 to 109

he Bridgerton Roller Skate Soirée: The Diamond Event of the Season, hosted by Skate Reflections

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

“SPIN THE BLOCK” FASHION SHOW

 Sun, 03 May at 06:00 pm Alpha Tires&Wheels USD 31 to 59

2026 Florida Cinderella State Finals

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

The Adjutant General's Leadership Summit

 Thu, 28 May at 12:00 am Embassy Suites by Hilton Orlando Lake Buena Vista South

Black Excellence Experience Gala and Fashion Show

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

Orlando City B vs. Carolina Core FC

 Sat, 06 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Pediatric Practice & Procedure Skills Lab - Kissimmee, FL

 Mon, 04 May at 08:30 am Pedi-Ed-Trics Corporate Office USD 350

USMEXA Supply Chain & Resource Security Summit | Executive Networking

 Fri, 08 May at 02:00 pm NeoCity Tech Center Free

The Divorce by Freida McFadden Launch Event with Signed Book (NO AUTHOR)

 Fri, 29 May at 06:30 pm Vintage Vino USD 46

Columbus Crew 2 at Orlando City B

 Sun, 28 Jun at 11:00 pm Osceola County Stadium

Spring Wine Tasting - Birds, Butterflies & Wine

 Wed, 20 May at 07:00 pm Violet's Venom Brewery USD 42

Orlando City B vs. Philadelphia Union II

 Sun, 21 Jun at 07:00 pm Osceola County Stadium

New Outlook Events Sunset & Sips: Memorial Weekend Brunch & Day Party

 Sun, 24 May at 12:00 pm FAMA RESTAURANT AND LOUNGE USD 13 to 920

HOMESCHOOL ROLLER SKATE- KISSIMMEE

 Thu, 07 May at 11:30 am 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Carolina Core FC at Orlando City B

 Sun, 07 Jun at 11:00 pm Osceola County Stadium

Pasarela White Fashion Show 2026

 Sun, 31 May at 05:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 94 to 122

Sip & Paint : Celebrating Mom with Pinceles y Sabores

 Fri, 08 May at 03:30 pm Tacos Don Andres Celebration USD 55
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