By Positively Osceola News Staff
Looking for the perfect Saturday night out in Osceola County? Head to Old Town in Kissimmee tonight and take a step back in time at the Old Town Classic Car Show, a local tradition that’s been revving engines and turning heads for over 30 years. Known as one of the premier weekly car shows in Central Florida, this free event is perfect for families, car enthusiasts, and anyone who appreciates a bit of Americana.
The Saturday Classic Car Show kicks off at 1:00 p.m. and welcomes show-quality hot rods, street rods, and antique cars from 1985 and older. Then at 8:30 p.m., the highlight of the evening—the classic car cruise—rolls down Old Town’s iconic brick streets, showcasing some of the finest vintage rides in the region.
Whether you’re there to show off your wheels or just enjoy the view, the event is completely free for both participants and the public. It’s a family-friendly outing that brings together generations with a shared love for classic cars, live music, and timeless charm.
Classic car participants should enter from Highway 192 under the east side of the Jukebox signs, where they’ll be welcomed by event staff and directed to a security escort for safe entry onto the brick-lined promenade.
Please note: cars are not permitted to drive on the bricks without official permission.
Win Big While You Cruise
Old Town is also offering a $2,000 monthly giveaway exclusively for participating cruisers. Every time you cruise on a Friday or Saturday, you’re automatically entered for a chance to win $1,000. The winners are drawn on the final Friday and Saturday of each month, making every cruise night an exciting opportunity to take home more than memories!
Don’t miss your chance to be part of this long-standing community favorite. Come out tonight, soak in the sights and sounds, and enjoy an unforgettable evening at Old Town Kissimmee.
For more details, visit MyOldTownUSA.com.
