Entertainment events in Kissimmee

Check out happening entertainment events all around Kissimmee, FL

The Magik and Mythk Festival indoor medieval fair!

 Sat, 16 Aug at 11:00 am Osceola Heritage Park

Jimmy Buffett Day at Margaritaville Resort Orlando 2025

 Fri, 29 Aug at 05:00 pm Margaritaville Resort Orlando Free

Boots Bulls & Barrels

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

FREE Senior Fun Day

 Fri, 29 Aug at 04:00 pm Marydia Community Center Free

Summer Farewell Fest - Saturday

 Sat, 23 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

The Tribute to "ABBA", Returns to The Wharf! ON SALE NOW

 Sun, 17 Aug at 05:00 pm 3274 Margaritaville Blvd USD 32 to 60

Adalberto Santiago in Kissimmee

 Sat, 16 Aug at 10:00 pm Sun On the Beach

ELVIS LIVE IN CONCERT 2025

 Fri, 29 Aug at 05:00 pm 7470 W Irlo Bronson Memorial Hwy Free

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

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

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

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

💃🕺 Summer Dance Party

 Fri, 15 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Highway, Kissimmee, FL, United States, Florida 34746

Summer Dance Party - Saturday

 Sat, 16 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

Salsa Dura

 Sat, 16 Aug at 10:00 pm Sun On the Beach USD 50 to 100

Freestyle 40th Anniversary: George LaMond Trinere Shannon & Corina

 Fri, 10 Oct 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

Out Of This World

 Sat, 16 Aug at 04:30 pm 1251 Marllo Rd USD 20

Jeff Dunham

 Fri, 21 Nov Silver Spurs Arena

Poinciana High School - 20 Year Reunion

 Fri, 19 Sep at 07:00 pm Poinciana High School USD 0 to 199

Mail Activism - Post Card and Card Writing Party

 Sat, 16 Aug at 10:00 am White Rose Books & More USD 3 to 18

5th Annual Promenade Breast Cancer Awareness Car & Truck Show

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

Summer Farewell Fest - Friday

 Fri, 22 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

Labor Day Kickoff Weekend - Friday

 Fri, 29 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

Take the HEATT ZUMBA MASTERCLASS with TommyG

 Sat, 16 Aug at 12:30 pm Salsa Heat Dance Studio USD 25

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

 Fri, 17 Oct at 08:00 pm FUMA Lounge

So So Def's 90s Pool Party

 Sat, 23 Aug at 06:00 pm 4542 Narrative Ln USD 0 to 31

SOS- Sounds Of Summer

 Sat, 30 Aug at 01:00 pm Euphoria Kissimmee USD 19 to 25

Labor Day Kickoff Weekend - Saturday

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

Jeff Dunham at Silver Spurs Arena at Osceola Heritage Park

 Sat, 22 Nov Silver Spurs Arena at Osceola Heritage Park

🍉🍔 Summer Farewell Fest

 Fri, 22 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Highway, Kissimmee, FL, United States, Florida 34746

Simpson Trivia by Puzzles Entertainment

 Wed, 27 Aug at 07:00 pm Crush Yard Orlando

The Promise Gathering 2025

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

EL CALENTON

 Sat, 23 Aug at 05:00 pm Euphoria Kissimmee USD 25 to 71

The Wine & Cheese Experience

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

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

🎉🍻 Labor Day Kickoff Weekend

 Fri, 29 Aug at 06:30 pm 5403 W Irlo Bronson Memorial Highway, Kissimmee, FL, United States, Florida 34746

"Ramble On" The Tribute to "Led Zeppelin" - Live at The Wharf Sept. 21st

 Sun, 21 Sep at 05:00 pm 3274 Margaritaville Blvd USD 26 to 49

Fandom Kissimmee - Heroes vs. Villains

 Sat, 13 Sep at 12:00 pm Kissimmee Civic Center

NOTARY REVAMP 2025 | NOTARY FEST & CONFERENCE

 Fri, 29 Aug at 04:00 pm 7470 W Irlo Bronson Memorial Hwy Free

Promenade Labor Day Weekend 4 - Day Celebration Aug. 29th thru Sept. 1st

 Fri, 29 Aug at 04:00 pm Promenade at Sunset Walk Free

The Marketplace of Magic- Boo to You!

 Sun, 14 Sep at 11:00 am Holiday Inn Resort Kissimmee by the Parks by IHG USD 0 to 13

Mail Activism - Post Card and Card Writing Party

 Sat, 23 Aug at 10:00 am White Rose Books & More USD 3 to 18

K-pop Skate Party

 Sun, 17 Aug at 06:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Cider & Showdowns

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

Boo On Broadway

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

Kissimmee: Bingo for 55+

 Fri, 29 Aug at 11:00 am 3050 Michigan Ave Free

Swifty Bingo Skate

 Sat, 16 Aug at 10:30 am 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Open Mic Night: Talk Like a Pirate

 Fri, 19 Sep at 06:30 pm Violet's Venom Brewery USD 0 to 9

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

Yacht-A-Rock at The Wharf at Sunset Walk

 Sat, 13 Sep at 06:30 pm The Wharf at Sunset Walk

MORFFIT VIBES HALLOWEEN EDITION

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

Mail Activism - Post Card and Card Writing Party

 Sat, 30 Aug at 10:00 am White Rose Books & More USD 3 to 18

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

Kissimmee: Bingo for 55+

 Fri, 19 Sep at 11:00 am 3050 Michigan Ave Free

Hispanic Cultural Celebration & Awards Ceremony

 Tue, 09 Sep at 06:00 pm NUC University – Florida Technical College Kissimmee Free

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

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

Hawaiian - Themed End of Month Party

 Thu, 28 Aug at 05:00 pm 850 W. Osceola Pkwy, Kissimmee, FL 34741

Magik and Mythk Festival at Events Center at Osceola Heritage Park

 Sat, 16 Aug at 11:00 am Events Center 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

Osceola Magic -- OPENING NIGHT

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

Best of Downtown Kissimmee

 Thu, 11 Sep at 06:00 pm Kissimmee Civic Centre

Relay for Life of Osceola County, FL.

 Sat, 23 Aug at 10:00 am Osceola Heritage Park

Orlando Japan Festival in Kissimmee 2025

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

MNSSHP 2025

 Thu, 25 Sep at 07:00 pm Magic Kingdom - Walt Disney World

12th Annual Fund for Hope Gala Fundraiser

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

Shufflers Revenge Shuffle Competition

Tue, 16 Sep at 08:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, 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

Holiday Nights

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

Pop the Balloon Speed Dating.[Vendors Welcome]

 Wed, 20 Aug at 08:00 pm Kissimmee Free

Holiday Nights

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

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

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

🎉 BINGO in the Morning – Healthy Seniors Initiative

 Tue, 19 Aug at 10:00 am 501 Florida Pkwy, Kissimmee, FL 34743-7511, United States

KAMP TOHO

 Sun, 31 Aug at 10:00 am 69 Lakeview Dr USD 0 to 231

Cashflow & Wealth Building Networking

Wed, 20 Aug at 06:15 pm B J's Restaurant #474

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

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

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

THE BINGO EXPERIENCE: Kissimmee, FL Edition

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

2025 Annual Banquet- Presented by Orlando Health St. Cloud Hospital

 Sat, 20 Sep at 05:30 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Ice Cream for Breakfast with Santa

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

"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

Ice Cream for Breakfast with Santa

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

Loomis Bros. Circus 2025 Summer Tour - Kissimmee, FL

 Wed, 13 Aug at 04:30 pm KVLS Pavilion @ Osceola Heritage Park USD 10 to 34

ESPORTS OPEN PLAY

 Thu, 01 May at 05:00 pm Fortune Road Athletic Complex Free

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

George Lamond with Trinere

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

BOO! on Broadway

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

George Harris - Comedian

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

"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

Promenade "Sunday-Latin-Sunday" Every Sunday Evening / Free Admission

 Sun, 07 Apr at 05:00 pm Promenade at Sunset Walk Free

Parking Crown Legacy FC at Orlando City B

 Sun, 31 Aug Osceola Heritage Park

THIS MUST BE THE BRUNCH

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

"Ladies Night" at Promenade - Sunset Walk / Wednesdays 5:00pm to Close

 Wed, 09 Oct at 05:00 pm Promenade at Sunset Walk Free

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

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