Festivals & Events

Family-Friendly Events in Kissimmee

In Kissimmee, family-friendly fests run the gamut from good old-fashioned rodeo fun to thrilling carnival rides and even exotic car auctions. 

Kowtown Festival, the city of Kissimmee's official birthday party, celebrates with live music from local artists, vendors, and food trucks at Kissimmee Lakefront Park. Kids can run free at KUA Kids' Power Zone, then everyone can gather for a slice of birthday cake.

At Silver Spurs Rodeo, hear the cheers, catch the scent of fresh dirt, and feel the thunder of hooves pounding across the floor. The rodeo — the largest east of the Mississippi River — is held twice a year and features bull riding, bareback and saddle bronc riding, tie-down and team roping, steer wrestling, and women's barrel racing.

The Osceola County Fair, a favorite annual tradition, delivers classic, down-home family fun. Kids can meet and learn about award-winning cattle, sheep, pigs, and even rabbits at the livestock barn, then head to the carnival for a spin on the Ferris wheel or the carousel. At the same time, parents will enjoy browsing local goods and handmade gifts at the marketplace.

The world's largest collector-car auction, Mecum Auto Auction, showcases more than 4,500 iconic automobiles, from classic muscle cars and rare vintage rides to modern exotics. These cars really are legendary —  think a 1965 Shelby 427 Cobra Roadster or a 1966 Ford GT40 Mkll Factory Lightweight. Grab a snack, explore the showroom, or snag a ticket for the Dodge Thrill Ride.

Seasonal Events in Kissimmee

Whether you're stopping to smell the spring flowers or waiting for the snow (yes, really!) to fall, there's a way to celebrate the season in Central Florida.

In May, Taste of Kissimmee brings together local vendors and restaurants to celebrate the community's rich culture and diversity. Sample a variety of dishes and drinks, groove to live performances from local musicians and entertainers, and enjoy the welcoming, hometown vibes.

Year-Round Events in Kissimmee

Thanks to our blue skies and sunshine pretty much year-round, it's easy to find fun events any time of year.

Classic Car Shows

Whether you're a hot rod enthusiast or a passenger princess, classic car shows at Kissimmee's Old Town Entertainment District are a must-do.

Every Friday evening, muscle cars from as far back as 1964, as well as classics dating back to 1985, line up along Trophy Row. The cruise kicks off at 8:30 p.m., but you'll want to secure a front-row space on the sidewalk early for the best view. On Saturday nights, show-quality hot rods, street rods, and antiques set up around 1 p.m., before cruising down Main Street at 8:30 p.m. The fun continues with live entertainment and light bites through 11 p.m.

Throughout the week and year, Old Town Entertainment District also hosts special events like Fourth of July, Halloween, and New Year's festivities. 

Farmers Markets & More

Hosted monthly by Kissimmee Main Street, Kissimmee Valley Farmers Markets feature a rotating lineup of local artisans, farmers, and makers of every kind. Browse clothing and jewelry, beauty and skincare, candles, wellness products, fresh juices, and baked goods. Each market brings its own theme and surprises — past event have included Valentine's Day snuggles with farm animals and cozy, fall-inspired pop-ups. Keep an eye on their Instagram for monthly updates.

In Celebration, Farmer's Markets are a Sunday tradition, filled with local produce, fresh food, and handcrafted goods. Set along the town's quaint, brick-paved Market Street, it's the perfect excuse to linger a little longer and explore nearby shops like Gypsy Moon Market and Market Street Gallery.

Every Thursday, Friday, and Saturday evening, the Promenade at Sunset Walk comes alive with a local artisan market featuring some of the best craft and specialty vendors from across Central Florida. On Friday and Saturday nights, stick around for car and truck shows, live music, and more than 30 restaurants, shops, and entertainment options throughout the plaza.

Theme Park Events

Visiting a theme park during your trip? These events are worth adding to your itinerary.

At Walt Disney World, EPCOT hosts a can't-miss lineup of events throughout the year. In Spring, the International Flower & Garden Festival features vibrant topiary displays, outdoor kitchens, and live music; in fall, the International Food & Wine Festival promises global marketplaces with standout cuisine and excellent entertainment. Early in the year, the International Festival of the Arts celebrates all forms of art, from sidewalk painting to Broadway-caliber performances. And the International Festival of the Holidays brings traditions from around the world, a celebrity- and choir-led telling of the story of Christmas, and holiday treats.

At Universal Orlando Resort, Butterbeer Season runs until May 31st where you can discover the new limited-time treats and themed merch in all three lands of The Wizarding World of Harry Potter. A special way to mark the 25th anniversary of the first Harry Potter film.

The Seven Seas Food Festival at SeaWorld® Orlando invites guests to sample dishes from across the globe, with rotating menus featuring Asian, Latin, European, Polynesian, and North Atlantic flavors. Visit on the weekends for live concerts for all ages, from pop, hip-hop, and country to classic rock, punk, and more.