Upcoming Kissimmee Events

Check out what's happening all around Kissimmee, FL

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

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

Christmas Fest '25

 Sat, 20 Dec at 10:00 am 3600 Reaves Rd Free

Kissimmee Festival of Lights Parade & Holiday Festival

 Sat, 13 Dec at 04:00 pm Downtown Kissimmee

Sagittarius Season ''An Elegant & Sexy Affair"

 Sat, 20 Dec at 09:00 pm The Amador Gallery Event Venue USD 0 to 20

Breakfast with Santa in Pajamas !

 Sat, 20 Dec at 10:00 am Kissimmee City Chambers Park Community Center Free

Sunset Walk & Osceola County Sheriff's Office Santa's Toy Drive & Car Show

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

"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

2025 Christmas Winter Festival- FTC Kissimmee

 Sat, 13 Dec at 10:00 am Florida Technical College - Kissimmee Campus Free

Senior’s Christmas Brunch

 Wed, 17 Dec at 10:00 am Oak Street Park Community Center, North Palm Avenue, Kissimmee, FL, USA Free

Holiday Nights

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

Jingle Bar Hop

 Fri, 12 Dec at 06:00 pm 421 Broadway, Kissimmee, FL, United States, Florida 34741

Holiday Family Movie Night | Crush Yard Orlando

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

Navidad y despedida del año con Preparando el Camino

 Sat, 20 Dec at 07:30 pm 4139 W Vine St Free

The World of Music School – Christmas Spectacular 2024!

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

Cabs and Steak Wine Tasting

 Thu, 11 Dec at 06:30 pm Violet's Venom Brewery USD 48

Monster Bulls

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

A Neil Diamond Tribute in Kissimmee FL

 Sat, 07 Feb at 07:00 pm Elks Lodge

Bavarian Winterfest: Beer, Brats & Brass Bands

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

Obra Teatral | Pero, ¡Qué Cena!

Fri, 19 Dec at 08:00 pm Casa Cristiana JWC

Meet Todd James Pierce

 Sat, 13 Dec at 06:00 pm Museum of Military History Free

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

ALPFA End of Year Celebration

 Fri, 12 Dec at 07:00 pm 3 Sisters Speakeasy USD 6

An 8 Wine Tasting for December Wine Club

 Sat, 13 Dec at 06:00 pm Vintage Vino

Santa Night: Live Band + DJ, Snow Show & Delicious Food

 Sat, 20 Dec at 06:00 pm 5403 W Irlo Bronson Memorial Highway, 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 2: Crimson & Noir

 Sat, 17 Jan at 05:30 pm Hogwarts Inn Free

A Winter Market: For The Girlies 🩵❄️☃️

 Sat, 13 Dec at 01:00 pm Marydia Community Center

🎅 Free Pictures with Santa and the Best Food Trucks in Town!

 Sat, 13 Dec at 06:00 pm 5403 W Irlo Bronson Memorial Highway, Kissimmee, FL, United States, Florida 34746

Holiday Indulgence: Wine, Cheese and Seasonal Savories!

 Sat, 20 Dec at 06:00 pm Vintage Vino

PARKS & RECREATION FAMILY FUN NIGHT - KARAOKE

 Fri, 16 Jan at 06:30 pm Bob Makinson Aquatic Center Free

Osceola Magic vs. Memphis Hustle

 Sat, 13 Dec at 07:00 pm Silver Spurs Arena

S.N.A.P. JR (SPECIAL NEEDS ADAPTIVE PROGRAM) - WINTER DANCE

 Fri, 23 Jan at 06:30 pm Oak Street Park Community Center Free

Venom & Vibes Standup Comedy

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

Last Chance To Dance Your Sass Off! in 2025 @ NPR Eagles

 Fri, 12 Dec at 06:30 pm Fraternal Order of Eagles #3153

The Happiest Market: Winter in Wonderland Market

 Sat, 20 Dec at 03:00 pm Island H2O Water Park USD 0 to 36

2nd Annual Great Gingerbread Build-Off

 Sun, 14 Dec at 01:00 pm Hart Memorial Central Library

TIKTOK NIGHT

Fri, 26 Dec at 07:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

New York Comedy Take Over - Orlando Edition

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

LAKESIDE FAMILY FUN NIGHT-BINGO

 Fri, 19 Dec at 06:30 pm Mark Durbin Community Park at Lakeside

Krush Brau Goulash & Bier Social

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

Wine, Paint & Learn Date Night

 Sat, 13 Dec at 05:00 pm 3040 Loopdale Ln Free

Ivelissa Ríos at Holiday Inn Resort Kissimmee

 Fri, 12 Dec at 08:00 pm Holiday Inn Resort Kissimmee

Meet the Members

 Sat, 17 Jan at 02:00 pm 111 E Monument Ave suite 606 Free

Vision board + Prayers

 Sun, 14 Dec at 04:00 pm 820 W Emmett St USD 29

December Chip Tournament

 Sat, 13 Dec at 02:00 pm Mad Hippo Saloon

Trivia @ Big John’s

 Thu, 11 Dec at 07:00 pm 220 E Monument Ave, Kissimmee, FL

DIY Chunky Knit Blankets!!

 Thu, 11 Dec at 06:00 pm 3038 Dyer Boulevard, Kissimmee, FL 34741

Salsa at Lakefront

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

Kissimmee Women's Day

 Sat, 31 Jan at 10:00 am The BEV Center 700 Generation Point, Kissimmee

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

QueenDom’s Royal Opulence Mercado

Sat, 27 Dec at 10:00 am Kissimmee,orlando,florida

Holiday Nights

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

Creative Vision Board

 Sat, 20 Dec at 09:00 am Dipinto Art Place USD 34

End of the year In-House soccer event

 Sat, 20 Dec at 09:30 am Oren Brown Community Park USD 7

DEJA DE PAGAR RENTA ESTE 2025 #Orlando

 Sat, 13 Dec at 04:00 pm 3459 W Vine St suite 1 3459 Free

4 Horas de Inmersión y Neuro-Activación y neuro entrenamineto gerencial

 Sat, 13 Dec at 10:00 am 2450 Smith St suite i USD 107

COMMUNITY GARDEN EDUCATION CLASSES- RAIN GARDEN

 Thu, 18 Dec at 11:00 am Kissimmee City Chambers Park Community Center Free

Santa at the Train Depot

 Fri, 12 Dec at 04:00 pm Pioneer Village At Shingle Creek

EXTENSIONES DE CABELLO

Sun, 14 Dec at 10:00 am Kissimmee,orlando,florida

Cruise With Your Travel Agent

 Fri, 12 Dec at 10:00 am Wish With Crystal Travel

Free Picture with Santa at Susana´s Café

 Sat, 13 Dec at 11:00 am 18 S. Orlando Ave, Kissimmee, FL, United States, Florida 34741

PARKS & RECREATION FAMILY FUN NIGHT - BOARD GAMES

 Fri, 20 Feb at 06:30 pm Bob Makinson Aquatic Center Free

Christmas at Harvest

 Wed, 24 Dec at 07:30 pm 2830 N Orange Blossom Trail, Kissimmee, FL, United States, Florida 34744

Two-for-Tues BOGO 1/2 off!!

 Tue, 16 Dec at 07:00 pm 3038 Dyer Boulevard, Kissimmee, FL 34741

Entre Sonidos y Gratitud: Suelta y Renace.

 Sat, 13 Dec at 05:00 pm 3131 Tocoa Cir USD 41

Cookies & Cocoa Family Roller Skate🍪☕️

 Wed, 17 Dec at 06:30 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Lineman U Camp

 Sat, 10 Jan at 10:00 am Tohopekaliga High School USD 13

NeoCity Plug-in: Holiday Cheer

 Thu, 11 Dec at 08:30 am Cafe Barista NeoCity Free

CALL FOR VENDORS

 Sat, 20 Dec at 10:00 am 3600 Reaves Rd Free

UNO Kissimmee Kids Event - Holiday Cookie Decorating

 Tue, 16 Dec at 04:00 pm UNO Pizzeria & Grill Free

Osceola Behavioral Health Association

 Fri, 30 Jan at 12:00 pm Hart Memorial Central Library Free

SR Family - Ni Santos Ni Perfectos at Holiday Inn Resort Kissimmee

 Sat, 20 Dec Holiday Inn Resort Kissimmee

Osceola Magic vs. Noblesville Boom

 Fri, 06 Feb at 07:00 pm Osceola Heritage Park

Bike Night at Violet's Venom Brewery

Thu, 11 Dec at 05:00 pm 413 Broadway, Kissimmee, FL, United States, Florida 34741

Bachata Classes

 Thu, 11 Dec at 09:00 pm Downtown Kissimmee

The Mondayist Xmas Party Ever: Improv Holiday Party

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

Wooden Door Hanger Workshop

Mon, 15 Dec at 08:30 pm The Town of Kindred

Santa Sunday!

 Sun, 14 Dec at 12:00 pm 1534 W Vine St, Kissimmee, FL 34741

Osceola Magic - Holiday Party + Replica Jersey Giveaway!

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

The Pop Market: Academy of Magic Market

 Fri, 19 Dec at 04:00 pm Formosa Winery Tasting House Free

Anything But a Cup — SLUSHY TAKEOVER & ROLLER SKATE

 Fri, 12 Dec at 07:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Plant Sale

 Sat, 13 Dec at 09:00 am 4229 Reaves Road, Kissimmee, FL

Friends Come Free Weekend

 Sat, 13 Dec at 07:00 am 850 W. Osceola Pkwy, Kissimmee, FL 34741

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

Trivia Tuesday

 Tue, 16 Dec at 07:00 pm 226 Broadway

Frozen Christmas Creative Together Market

 Sat, 13 Dec at 12:00 pm 7470 W Irlo Bronson Memorial Hwy USD 0 to 13

From Contract to Commission

 Thu, 18 Dec at 09:00 am 2910 Park Pond Wy Free

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

STEM Night

 Wed, 17 Dec at 05:30 pm 4980 Golden Knight Blvd. , Kissimmee, FL, United States, Florida 34746

Beyond & Free Spirit Experience

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

Gather & Pray: January Gathering 🙏🏾

Sat, 03 Jan at 07:30 am Kissimmee Lakefront Park

The Joint Chiropractic ( Grand Opening)

 Thu, 11 Dec at 10:00 am 4694 Marigold Ave Free

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

Jardín De Vegetales para Principiantes

 Wed, 07 Jan at 01:00 pm BVL Library Free

Plant Sale

 Fri, 12 Dec at 09:00 am 4229 Reaves Road, Kissimmee, FL
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