GarageCherries
The Villages, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in The Villages, Florida.
6 upcoming events in The Villages
Browse cars for sale in Florida →Get this weekend's car shows near you, every Thursday
Just your email and ZIP — shows within 50 miles, no account needed.
This Weekend in The Villages · Oct 16–Oct 18
Oct
17
The Villages Classic Car Cruise
Oct 17, 2026 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, Florida, drawing classic cars, hot rods, and collector vehicles.
Upcoming Events in The Villages
Oct
17
The Villages Classic Car Cruise
Oct 17, 2026 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
21
The Villages Classic Car Cruise
Nov 21, 2026 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
19
The Villages Classic Car Cruise
Dec 19, 2026 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
16
The Villages Classic Car Cruise
Jan 16, 2027 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
20
The Villages Classic Car Cruise
Feb 20, 2027 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
17
The Villages Classic Car Cruise
Apr 17, 2027 · The Villages, FL
Regular cars and coffee / cruise-in gathering in The Villages, 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.