GarageCherries
Maitland, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Maitland, Florida.
11 upcoming events in Maitland
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.
Upcoming Events in Maitland
Nov
14
Porsche of Orlando Cars and Coffee
Nov 14, 2026 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
12
Porsche of Orlando Cars and Coffee
Dec 12, 2026 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Porsche Orlando’s Cars & Coffee
Jan 9, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
13
Porsche Orlando’s Cars & Coffee
Mar 13, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
10
Porsche Orlando’s Cars & Coffee
Apr 10, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
May
8
Porsche of Orlando Cars and Coffee
May 8, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
12
Porsche Orlando’s Cars & Coffee
Jun 12, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Jul
10
Porsche of Orlando Cars and Coffee
Jul 10, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Aug
14
Porsche of Orlando Cars and Coffee
Aug 14, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Sep
11
Porsche of Orlando Cars and Coffee
Sep 11, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, Florida, drawing classic cars, hot rods, and collector vehicles.
Oct
9
Porsche of Orlando Cars and Coffee
Oct 9, 2027 · Maitland, FL
Regular cars and coffee / cruise-in gathering in Maitland, 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.