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
Feb
13
Show Car Saturday Nights
Feb 13, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
13
Saturday Night Old Town Classic Car Show
Feb 13, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
14
Second Sunday Car & Truck Show
Feb 14, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Feb
14
he Promenade Car & Truck Show
Feb 14, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
14
Promenade at Sunset Walk Car & Truck Show
Feb 14, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Feb
16
Forsaken Cars & Coffee Night Edition
Feb 16, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
17
Old Town Kissimmee Car Show
Feb 17, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
19
Old Town – Friday Night Muscle Car Show & Cruise
Feb 19, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
20
Saturday Classic Car Show & Cruise
Feb 20, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
26
Friday Night Muscle Car Show & Cruise
Feb 26, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
28
Old Town Exotic Cars & Coffee
Feb 28, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
28
Import Car Show
Feb 28, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Mar
5
Friday Night Muscle Car Show & Cruise
Mar 5, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
11
Old Town Bike Night
Mar 11, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
12
Friday Night Muscle Car Show & Cruise
Mar 12, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
12
Promenade Racing Car & Truck Show
Mar 12, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Mar
14
4Saken Weekly #1 Park & Chill Sundaze
Mar 14, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Mar
14
Second Sunday Car & Truck Show
Mar 14, 2027 · Kissimmee, FL
Car show in Kissimmee, Florida, featuring classic, custom, and collector vehicles on display.
Mar
14
he Promenade Car & Truck Show
Mar 14, 2027 · Kissimmee, FL
Regular cars and coffee / cruise-in gathering in Kissimmee, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
26
Old Town – Friday Night Muscle Car Show & Cruise
Mar 26, 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.