GarageCherries
Clearwater, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Clearwater, Florida.
31 upcoming events in Clearwater
Browse cars for sale in Florida →Get this weekend's car shows near you, every Thursday
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This Weekend in Clearwater · Oct 16–Oct 18
Oct
18
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Oct 18, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Whiskey Wings Cars n Coffee Sunday
Oct 18, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Upcoming Events in Clearwater
Oct
18
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Oct 18, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Oct
18
Whiskey Wings Cars n Coffee Sunday
Oct 18, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
7
Racers and Rods Events Presents 1st Saturday Car Shows!
Nov 7, 2026 · Clearwater, FL
Car show in Clearwater, Florida, featuring classic, custom, and collector vehicles on display.
Nov
7
Knights of Columbus 9th Annual Charity CAR SHOW
Nov 7, 2026 · Clearwater, FL
Car show in Clearwater, Florida, featuring classic, custom, and collector vehicles on display.
Nov
8
Cars & Coffee at Jax Wax
Nov 8, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
15
Whiskey Wings Cars n Coffee Sunday
Nov 15, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
22
Ken Block Birthday Car Meet 2026
Nov 22, 2026 · Clearwater, FL
Car show in Clearwater, Florida, featuring classic, custom, and collector vehicles on display.
Dec
5
Racers and Rods Events Presents 1st Saturday Car Shows!
Dec 5, 2026 · Clearwater, FL
Car show in Clearwater, Florida, featuring classic, custom, and collector vehicles on display.
Dec
13
Cars & Coffee at Jax Wax
Dec 13, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
20
Whiskey Wings Cars n Coffee Sunday
Dec 20, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
27
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Dec 27, 2026 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
2
Racers and Rods Events Presents 1st Saturday Car Shows!
Jan 2, 2027 · Clearwater, FL
Car show in Clearwater, Florida, featuring classic, custom, and collector vehicles on display.
Jan
3
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Jan 3, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Jan 10, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Cars & Coffee at Jax Wax
Jan 10, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Whiskey Wings Cars n Coffee Sunday
Jan 17, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Jan 17, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
6
Racers and Rods Events Presents 1st Saturday Car Shows!
Feb 6, 2027 · Clearwater, FL
Car show in Clearwater, Florida, featuring classic, custom, and collector vehicles on display.
Feb
7
Kevin’s Car Shows & Whiskey Wings Countryside Car Truck Jeep and Bike Show!
Feb 7, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
14
Cars & Coffee at Jax Wax
Feb 14, 2027 · Clearwater, FL
Regular cars and coffee / cruise-in gathering in Clearwater, 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.