Classic Fun at Old Town Kissimmee

See an eye-catching car show, take a spin on a Ferris wheel, or satisfy your craving for live music at Old Town Kissimmee, where classic fun rules day and night.

A woman and her two kids walk outside the iconic Old Town sign.

Explore unique shops, delicious dining and more at Old Town Kissimmee

Since Old Town Kissimmee opened in 1986, it has been the hotspot for classic fun in Kissimmee. From antique cars to vintage games to traditional all-American fare, Old Town is a fantastic place for some old-school fun.

Captivating Car Shows

Calling all car lovers! Old Town Kissimmee’s car shows are the talk of the town and a must-see for all automobile enthusiasts. There are multiple themed car shows every week, including the Wednesday Themed Car Show, the Friday Muscle Car Show, and the Saturday Classic Car Show. In other words, there’s a good chance that you’ll get to see quite a few eye-catching vehicles during your visit.

Live Music & Events

Entertainment-wise, there’s almost always something happening in Old Town Kissimmee. Enjoy live music performances from Central Florida artists several times each week. From country to rock to pop, you can listen to a wide variety of genres as you eat, drink, and explore the area.

In addition to live music, Old Town Kissimmee hosts a full lineup of fun events. On the first Sunday of every month, head over to Latin Fest, a lively (and delicious) celebration of Latin American music, food, and culture. And on New Year’s Eve, Old Town Kissimmee is one of the best places to celebrate in Orlando thanks to its iconic firework show.


Kid-Friendly Rides & Entertainment

Along with the incredible car shows, the old-school carnival rides are a classic feature of Old Town Kissimmee. Go for a ride on the 86-foot Ferris wheel and soak in views of Kissimmee and Orlando. Experience an adrenaline-pumping thrill on the five-story Hurricane rollercoaster. Or go for a kid-friendly spin on the picture-perfect carousel.

But the family-friendly fun doesn’t stop there. In The Great Magic Hall, there are daily magic shows that delight all ages. With incredible tricks and optical illusions galore, the magician will captivate everyone in your crew.

Interactive Adventures

Old Town Kissimmee is also home to a couple of interactive activities. First, there’s Happy Days Family Fun Center, an arcade with over 50 exciting games. Test your racing skills, play a few rounds of Skee-ball, and cash in your tickets for fun prizes!

For fans of the popular show American Ninja Warrior, the Xtreme Ninja Challenge is a must-visit. These next-level obstacle courses will have you navigating up net structures, racing up vertical walls, and literally climbing through hoops. Are you ready for the challenge?

Shopping for Souvenirs & Gifts

Souvenirs are a vacation classic. Stop by Wound ‘N Around for 1950s memorabilia, pay a visit to Old Town Leather for high-quality leather goods, pose for a faux-vintage photo at the Old Town Portrait Gallery, or purchase hand-carved wood wares at Extreme Woodcrafts Gift Shop. And then, of course, there’s the Old Town General Store with just about every time-honored souvenir you can think of.

Want to go beyond old-school vibes? Shops like Ocean Wave Surf Shop, Shades in the Sun, and Tiki Jim’s are filled with beach-themed goodies like comfy tees and trendy sunglasses.

Classic Fare

No trip to Old Town Kissimmee would be complete without some all-American food favorites. Get a quick bite at Nathan’s Famous Old Town. This legendary hot dog brand got its start as a nickel hot dog stand in Coney Island in 1916. Today, locations across the U.S. serve up the same hot dogs and fries that have been delighting people for decades. Dig in!

Head to Flippers Pizzeria for brick oven pizza with all the classic pizza topping combinations, plus a few outside-the-box recipes. Try the Pig & Pesto, the Hog & Honey, or the Flippers Big Pie.

For sweet treats, visit Old Town Ice Cream Co. This little ice cream shop lets you take your classic ice cream flavor of choice – whether that’s vanilla, strawberry, or mint chocolate chip – and transform it into an entirely new ice cream creation. Milkshakes, malts, sundaes, and banana splits are just the beginning!

Explore more dining in Old Town Kissimmee.