GarageCherries
Key West, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Key West, Florida.
10 upcoming events in Key West
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 Key West · Oct 16–Oct 18
Oct
18
Cars & Coffee Key West
Oct 18, 2026 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Upcoming Events in Key West
Oct
18
Cars & Coffee Key West
Oct 18, 2026 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
15
Cars & Coffee Key West
Nov 15, 2026 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
20
Cars & Coffee Key West
Dec 20, 2026 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Cars & Coffee Key West
Jan 17, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
21
Cars & Coffee Key West
Feb 21, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
21
Cars & Coffee Key West
Mar 21, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
18
Cars & Coffee Key West
Apr 18, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
May
16
Cars & Coffee Key West
May 16, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
20
Cars & Coffee Key West
Jun 20, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
Jul
18
Cars & Coffee Key West
Jul 18, 2027 · Key West, FL
Regular cars and coffee / cruise-in gathering in Key West, Florida, drawing classic cars, hot rods, and collector vehicles.
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.