Old Town Car Shows & Karaoke

Old Town has been Kissimmee's go to for classic, affordable, family fun for 30 years. Visit our 50+ shops, entertainment & dining destinations today! Old Town, is a unique walking district that transports visitors back in time. Stroll down our beautiful, tree-lined brick streets and discover over 50 unique shops, restaurants, bars and family friendly amusements and you’ll see why Old Town has become a beloved family tradition for almost 30 years.

Wednesday Night Themed Car Show is a unique car show featuring show-quality specific types, models or makes of cars and trucks. As long as you own that type of vehicle, you can be a part of the show. It’s free to participate or attend and features live music. Car Show beings at 5:00pm and Live Music on the Main Stage begins at 6:00pm

The Friday Muscle Car Show will begin at 3:00pm and the qualifications are show-quality muscle and factory-performance cars from 1964 and newer and classics from 1983 and older. Cars will cruise at 8:30pm and all cars registered can participate. The Muscle Car Show & Cruise is free for car owners* and free for the public to attend.

Join us every Saturday and take a trip down memory lane. The Old Town Classic Car Show has been a local tradition for over 30 years, it is one of the premier weekly car shows in Central Florida. The Saturday Classic Car Show begins at 1:00pm and welcomes show-quality 1983 and older hot rods, street rods, and antiques. Cars will cruise at 8:30pm and all cars registered can participate.

Do you sing and wish you had a stage to show off your vocal talents? Or maybe you’re a little off-key but love to sing with friends? We have the perfect solution for you at Old Town. Join us on Thursday nights for Karaoke where you’re are the star! Good, bad, mediocre – it doesn’t matter as we welcome everyone to center stage. Come, sing, have fun and enjoy your fifteen minutes of fame in the spotlight. Karaoke is every Thursday on Old Town’s Main Stage next to Southern Breeze from 7:00pm – 11:00pm.




Always free to walk around and see entertainment!