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
Mar
26
Promenade Racing Car & Truck Show
Mar 26, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Mar
27
Show Car Saturday Nights
Mar 27, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
27
Saturday Night Old Town Classic Car Show
Mar 27, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
28
Import Car Show
Mar 28, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Mar
28
Old Town Exotic Cars & Coffee
Mar 28, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
6
Forsaken Cars & Coffee Night Edition
Apr 6, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
15
Old Town Bike Night
Apr 15, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
16
Old Town – Friday Night Muscle Car Show & Cruise
Apr 16, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
17
Saturday Classic Car Show & Cruise
Apr 17, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
17
Saturday Night Old Town Classic Car Show
Apr 17, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
17
Show Car Saturday Nights
Apr 17, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
22
Weekly Wednesdayz
Apr 22, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
23
Promenade Racing Car & Truck Show
Apr 23, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Apr
23
Friday Muscle Car Show & Cruise
Apr 23, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
May
21
Old Town – Friday Night Muscle Car Show & Cruise
May 21, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
May
22
Saturday Classic Car Show & Cruise
May 22, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
May
23
Old Town Exotic Cars & Coffee
May 23, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
May
27
Weekly Wednesdayz
May 27, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
May
28
Friday Night Muscle Car Show & Cruise
May 28, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
4
Old Town – Friday Night Muscle Car Show & Cruise
Jun 4, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
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.