GarageCherries
Port Charlotte, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Port Charlotte, Florida.
20 upcoming events in Port Charlotte
Browse cars for sale in Florida →Get this weekend's car shows near you, every Thursday
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This Weekend in Port Charlotte · Oct 16–Oct 18
Oct
16
Friday Steak n Shake Car Cruise-In
Oct 16, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Oct
17
Five Guys Cars and Coffee
Oct 17, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Upcoming Events in Port Charlotte
Oct
16
Friday Steak n Shake Car Cruise-In
Oct 16, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Oct
17
Five Guys Cars and Coffee
Oct 17, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Oct
30
Cracker Barrel Car Show
Oct 30, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
14
Harbor Corvettes A Holiday Happening 13th Annual Corvette & GM Car & Truck Show
Nov 14, 2026 · 9 AM – 3 PM · Port Charlotte, FL
Harbor Corvettes presents A Holiday Happening, its 13th Annual Corvette & GM Car & Truck Show at Port Charlotte Town Center Mall, 1441 Tamiami Trail. The show features Corvettes and GM cars and trucks along with a silent auction, basket auction, 50/50 drawing, door prizes, food trucks, vendors and DJ entertainment while supporting local charities.
Nov
21
Five Guys Cars and Coffee
Nov 21, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Nov
27
Cracker Barrel Car Show
Nov 27, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
18
Friday Steak n Shake Car Cruise-In
Dec 18, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
19
Five Guys Cars and Coffee
Dec 19, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
25
Cracker Barrel Car Show
Dec 25, 2026 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
1
Friday Steak n Shake Car Cruise-In
Jan 1, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Five Guys Cars and Coffee
Jan 16, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
5
Friday Steak n Shake Car Cruise-In
Feb 5, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
20
Five Guys Cars and Coffee
Feb 20, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
26
Cracker Barrel Car Show
Feb 26, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
20
Five Guys Cars and Coffee
Mar 20, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
26
Cracker Barrel Car Show
Mar 26, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
16
Friday Steak n Shake Car Cruise-In
Apr 16, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
17
Five Guys Cars and Coffee
Apr 17, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
May
28
Cracker Barrel Car Show
May 28, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
18
Friday Steak n Shake Car Cruise-In
Jun 18, 2027 · Port Charlotte, FL
Regular cars and coffee / cruise-in gathering in Port Charlotte, 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.