GarageCherries
Kissimmee, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Kissimmee, Florida.
140 upcoming events in Kissimmee
Browse cars for sale in Florida →Get this weekend's car shows near you, every Thursday
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Upcoming Events in Kissimmee
Jun
4
Fired Up Fridays
Jun 4, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
5
Show Car Saturday Nights
Jun 5, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
5
Saturday Night Old Town Classic Car Show
Jun 5, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
8
Forsaken Cars & Coffee Night Edition
Jun 8, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
9
Weekly Wednesdayz
Jun 9, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
9
Old Town Kissimmee Car Show
Jun 9, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
10
Old Town Bike Night
Jun 10, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
11
Fired Up Fridays
Jun 11, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
11
Old Town – Friday Night Muscle Car Show & Cruise
Jun 11, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
11
Promenade Racing Car & Truck Show
Jun 11, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Jun
12
Saturday Night Old Town Classic Car Show
Jun 12, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
12
Show Car Saturday Nights
Jun 12, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
13
4Saken Weekly #1 Park & Chill Sundaze
Jun 13, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Jun
13
he Promenade Car & Truck Show
Jun 13, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
13
Second Sunday Car & Truck Show
Jun 13, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Jun
16
Old Town Bike Night
Jun 16, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
17
Old Town Bike Night
Jun 17, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
17
Weekly Wednesdayz
Jun 17, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
18
Friday Muscle Car Show & Cruise
Jun 18, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
18
Promenade Racing Car & Truck Show
Jun 18, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Car Shows in Nearby Cities
Cars for sale in Florida
2023 Ford Mustang Mach 1
1932 Ford Roadster
1985 Buick Riviera Coupe
1932 Ford Hi-Boy
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.