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Top Car Shows & Automotive Events in Kissimmee
Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.
Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.
Written by the Experience Kissimmee Editorial Team
At a Glance
- Kissimmee offers weekly classic car shows, muscle car cruises, hot rod events, and automotive celebrations at popular destinations throughout Central Florida.
- Visit Old Town Kissimmee for classic and muscle car shows, Promenade at Sunset Walk for monthly car and truck events, and Mecum Auctions for world-famous collector car and motorcycle auctions.
Start your engines and follow the rumble! Kissimmee is home to one of Florida’s most vibrant car cultures. Here, chrome gleams under the sunshine, classics roll proudly down the streets, and auto enthusiasts gather year-round for shows, cruises, and can’t-miss events. Whether you’re into vintage beauties, high-powered muscle, rare collectibles, or simply the joy of a good car meetup, Kissimmee offers plenty of ways to fuel your passion.
Old Town Car Show
Automotive admirers flock to Old Town Kissimmee to see their unforgettable car shows. Three nights a week, Old Town transforms into a cornucopia of cars with some of the coolest automobiles on the planet on display for you to check out.
On the weekends, the fun begins on Friday night with the Muscle Car Show & Cruise where you can watch muscle and performance cars produced between 1964 and 1983 parade up and down the street. Then, on Saturday, it’s time for the classics. For over 30 years, hard-charging hot rods, sleek street rods, and blasts from the past produced before 1983 have all had their chance to shine in the spotlight during Old Town’s Saturday Night Classic Car Show.
But the weekends don’t have all the fun in Old Town. In fact, the Wednesday Night Car Show might be the most intriguing of all. That’s because this show features a rotating theme. One week, you could be checking out titanic trucks and magnificent Mustangs. Then, come back next Wednesday, and you might find Torinos on tour. With so many cool cars throughout Central Florida, you never know what you’re going to get on Wednesdays in Old Town — which is what makes it so much fun!
Chrome gleam, engine dreams, and a crowd that knows a good ride when they see one. Muscle car magic in Kissimmee.
Sunset Drive at Sunset Walk
Sure, it may be called Promenade at Sunset Walk, but make no mistake, the engines start revving here on the second Sunday of every month. That’s because, from 11 a.m. – 2 p.m., the Promenade plays host to hundreds of cars and trucks, ranging from timeless classics to modern marvels. You’ll see vehicles of all eras, makes, and models at this show. Plus, local DJs will bring the hits and play all your favorites as you check out the vehicles.
But that’s not all, Promenade at Sunset Walk also hosts special car shows throughout the year, including Trunk or Treat at Halloween (complete with costumes and candy), a Thanksgiving car and truck food drive in November, and Santa’s Toy Drive in December (where, rumor has it, the big guy himself might give the reindeer the night off and show up in a horse-powered sleigh!).
Sunset glow, polished chrome, and a ride that looks born to steal the spotlight. Promenade nights hit a little different.
Mecum Auctions
Does all this talk about classic cars have you itching to find the vehicle of your dreams? Then you’re coming to the right place! Every year, Kissimmee hosts Mecum Auctions — the world leader in vintage and collector car and motorcycle sales — for a week of fast-paced and fun-fueled auctions. Mecum has been at this for over 30 years, and you can expect to see some absolutely incredible cars and motorcycles on the block during the 2027 Kissimmee auction, which runs from January 5-17, 2027, at Osceola Heritage Park. And when we say incredible, we mean it.
Live auctions of collector and classic cars, antique and motorcycles. Find it all at Mecum Auctions in Kissimmee.
Road Trip to Kissimmee
Whether you’re a car connoisseur or simply love the open road, Kissimmee is a car lover’s dream destination. So hop in, hit the highway, and get ready for the road trip of your life. And if you want to kick the tires on all things Kissimmee before you arrive, be sure to subscribe to our newsletter.
Experience Kissimmee Editorial Team
We are destination experts and storytellers creating local travel content to help visitors plan their trips with ease. We regularly review and update content in collaboration with community partners, ensuring our recommendations are reflective of current visitor experiences.
Frequently Asked Questions
Kissimmee has several popular destinations for car shows and automotive events. Old Town Kissimmee hosts weekly classic car shows, muscle car cruises, and themed automotive events. Promenade at Sunset Walk features monthly car and truck shows, while Osceola Heritage Park hosts the annual Mecum Kissimmee collector car and motorcycle auction.
Old Town Kissimmee hosts several recurring automotive events, including the Wednesday Night Themed Car Show, Friday Night Muscle Car Show & Cruise, and Saturday Night Classic Car Show & Cruise. Visitors can see classic cars, muscle cars, hot rods, street rods, and specialty vehicles. The rotating Wednesday themes showcase different makes, models, and vehicle styles throughout the year.
Kissimmee car shows feature a variety of vehicles, including classic cars, vintage automobiles, muscle cars, hot rods, street rods, antique vehicles, custom trucks, imports, and exotic sports cars. Special events may also showcase collector vehicles, motorcycles, and rare automotive finds.
Mecum Kissimmee is an annual collector car and motorcycle auction held at Osceola Heritage Park in Kissimmee, Florida. Organized by Mecum Auctions, the event brings together classic cars, vintage automobiles, motorcycles, and other collectible vehicles for live bidding. It is a major attraction for collectors, buyers, sellers, and automotive enthusiasts.
Several recurring car shows in Kissimmee offer free admission. Old Town Entertainment District's weekly car shows are free for spectators, making them an accessible activity for visitors and local car enthusiasts. Some special automotive events, auctions, or premium experiences may have separate admission or registration fees, so check the individual event's website before attending.
Yes! Car shows are a fun activity for families visiting Kissimmee. Visitors of different ages can admire classic automobiles, colorful custom vehicles, powerful muscle cars, and unique collector cars. Old Town and Promenade at Sunset Walk also offer dining, shopping, and entertainment, making it easy to turn a car show visit into a full family outing.