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Kissimmee Events: Your Year-Round Guide to Must-See Celebrations

Discover the top Kissimmee events, from festivals and rodeos to parades in downtown Kissimmee and more. Plan your trip for unforgettable celebrations all year long!

Step back in time with a classic car show at Old Town Entertainment District

Step back in time with a classic car show at Old Town Entertainment District

Welcome to Kissimmee, where the sun shines bright, the excitement never stops, and every month feels like a celebration! From themed parades to heart-pounding rodeos, Kissimmee is your ultimate destination for events and festivals that cater to every taste of every season.

Whether you’re visiting for a weekend getaway or planning your next adventure, Kissimmee’s events are guaranteed to make your trip extraordinary. So, mark your calendars and get ready. There’s always a new memory waiting to be made in Kissimmee!

1

Mecum Auto Auction

Cars on Display at Mecum Kissimmee

 Live auctions of collector and classic cars, antique and motorcycles. Find it all at Mecum Auctions

Car lovers unite for the Mecum Auto Auction, “The World's Largest Collector Car Auction,” running from January 7–19. Held at Osceola Heritage Park, this Kissimmee event showcases more than 4,500 iconic vehicles, from classic muscle cars and rare vintage models to modern exotics. Even if you're not planning on bidding, the excitement of the auction, paired with some tasty local food, will shift your experience into high gear!

2

Osceola County Fair (Kissimmee Valley Livestock Show)

Have a craving for freshly fried funnel cake? Or the thrill of reaching the top of a Ferris wheel? Ever thought you’d be cheering on adorable pig races? The Osceola County Fair, hosted by the Kissimmee Valley Livestock Show, has it all! On February 14 - 23, this family-friendly event at Osceola Heritage Park combines amusement rides, delicious food, live entertainment, and livestock exhibitions for a perfect day of fairground fun.

3

Taste of Kissimmee

A man in a blue shirt with a white handlebar mustache serves BBQ at Taste of Kissimmee.

Big John's Rockin' BBQ at Taste of Kissimmee. Courtesy City of Kissimmee.

Foodies, save the date for February 21. Taste of Kissimmee celebrates Kissimmee’s rich culinary scene with mouthwatering bites from top eateries so you can discover your next favorite food spot, like Big John’s Rockin’ BBQ, serving up tender brisket and homemade sauce so good it will leave you craving more. With live music filling the air and the stunning Lakefront Park as your backdrop, Taste of Kissimmee invites you to savor the city’s diverse heritage one bite at a time.

 

4

Silver Spurs Rodeo

Cowgirl at Silver Spurs Rodeo.

Cowgirl at Silver Spurs Rodeo.

Saddle up for the Silver Spurs Rodeo, the largest rodeo east of the Mississippi! Watch fearless cowboys and cowgirls take on bucking broncos, speedy barrel races, and adrenaline-pumping bull rides. It’s such a well-loved tradition that it takes center stage twice a year at the Silver Spurs Arena at Osceola Heritage Park for a true taste of Kissimmee’s rodeo roots! Be sure to catch the action on February 20 – 23 and May 30 – 31!

 

5

Kowtown Festival

A musician performing on stage for Kissimmee’s annual birthday celebration, the Kowtown Festival.

A musician performing on stage for Kissimmee’s annual birthday celebration, the Kowtown Festival. Courtesy of the City of Kissimmee.

You’re invited to a birthday bash big enough for the whole city — Kissimmee’s birthday, that is! On March 22, celebrate Kissimmee’s history with a day full of family-friendly fun at the Kowtown Festival. Enjoy live music, tasty dishes from food trucks, and unique finds from local vendors all while the kids have a blast at the KUA Kid’s Power Zone at Lakefront Park. It’s a birthday party you won’t want to miss right in the heart of Downtown Kissimmee.

6

PrideFest Kissimmee

Celebrate love, diversity, and unity at PrideFest Kissimmee on May 31! Held at the Kissimmee Civic Center, this rainbow-filled event honors the incredible contributions of the local LGBTQ+ community. With dazzling drag performances, local merchants to explore, and a lively atmosphere, PrideFest Kissimmee is a heartfelt tribute to the inclusive spirit that makes this city truly one of a kind.

7

Monumental Fourth of July

Aerial shot of fireworks coming from the tops of the buildings in Old Town Kissimmee.

Fireworks and more excitement at Old Town, Kissimmee.

Kick off your Independence Day with a bang at Kissimmee’s Monumental Fourth of July Celebration! Groove to live music, let the kids loose in the activity-packed kid's zone, and savor delicious treats from local food trucks. As night falls, cozy up with loved ones by Lake Tohopekaliga (or Lake Toho for short) for a breathtaking 4th of July fireworks show as monumental as the day itself!

8

Viva Osceola

Experience the sights, sounds, and flavors of Hispanic culture at Viva Osceola, Osceola County’s largest Hispanic festival and a beloved tradition for more than 30 years. Held during Hispanic Heritage Month at Lakefront Park, this family-friendly celebration brings the community together for an unforgettable day filled with live music, delicious Latin cuisine, and cultural performances. Dance the night away as Viva Osceola brings Kissimmee’s beautiful Hispanic culture to life in a celebration the whole family will love!

9

Orlando Japan Festival

Skip the 17-hour flight and head to Kissimmee Lakefront Park for the Orlando Japan Festival, held every November. This cultural celebration brings the magic of Japan to Florida with traditional music, cosplay competitions, and irresistible street food. From the thunderous beats of Taiko drumming to exciting sumo wrestling, the Orlando Japan Festival promises a full day of memories with friends and family.

 

10

Festival of Lights

A car drives in the Kissimmee Festival of Lights Parade

Brighten your holiday spirits at Kissimmee's Festival of Lights Parade

Brighten your holiday season at Kissimmee’s Festival of Lights! Every December, Downtown Kissimmee transforms into a hub of holiday cheer, starting with fun activities for kids like writing letters to Santa and exploring the KUA Kids Power Zone. The magic peaks with the Festival of Lights Parade along Broadway Avenue, where dazzling floats illuminate the streets and spread holiday joy throughout the community. Create treasured memories with your loved ones at a celebration that truly lights up the season!

11

New Year's Eve at Old Town

Ring in the New Year with a retro twist at Old Town’s New Year’s Eve Celebration! Explore Old Town’s nostalgic Americana vibes, one-of-a-kind shops, and thrilling rides at Fun Spot. As the evening unfolds, enjoy live music, captivating street performances, and heart-pounding BMX stunts. The grand finale? A stunning midnight fireworks display that lights up the night and welcomes the new year in style. Best of all, this New Year’s Eve event is free and perfect for the whole family!