GarageCherries
Brooksville, FL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Brooksville, Florida.
20 upcoming events in Brooksville
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 Brooksville · Oct 16–Oct 18
Oct
16
Weekly Drag Racing Test & Tune
Oct 16, 2026 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Upcoming Events in Brooksville
Oct
16
Weekly Drag Racing Test & Tune
Oct 16, 2026 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
18
Weekly Drag Racing Test & Tune
Dec 18, 2026 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Dec
19
Sinister Saturdays Cruise Night
Dec 19, 2026 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
1
Weekly Drag Racing Test & Tune
Jan 1, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Sinister Saturdays Cruise Night
Jan 3, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Sumter Swap Meets Classic Car & Swap Meet
Jan 3, 2027 · Brooksville, FL
Car show in Brooksville, Florida, featuring classic, custom, and collector vehicles on display.
Jan
8
Weekly Drag Racing Test & Tune
Jan 8, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
15
Weekly Drag Racing Test & Tune
Jan 15, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Sinister Saturdays Cruise Night
Jan 17, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
5
Weekly Drag Racing Test & Tune
Feb 5, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Feb
6
Tangerine Festival Car Show 2027
Feb 6, 2027 · Brooksville, FL
Car show in Brooksville, Florida, featuring classic, custom, and collector vehicles on display.
Feb
7
Sumter Swap Meets Classic Car & Swap Meet
Feb 7, 2027 · Brooksville, FL
Car show in Brooksville, Florida, featuring classic, custom, and collector vehicles on display.
Feb
14
Sinister Saturdays Cruise Night
Feb 14, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
13
Sinister Saturdays Cruise Night
Mar 13, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Mar
27
Sinister Saturdays Cruise Night
Mar 27, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Apr
4
Sumter Swap Meets Classic Car & Swap Meet
Apr 4, 2027 · Brooksville, FL
Car show in Brooksville, Florida, featuring classic, custom, and collector vehicles on display.
Apr
23
Weekly Drag Racing Test & Tune
Apr 23, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
May
22
Sinister Saturdays Cruise Night
May 22, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
5
Sinister Saturdays Cruise Night
Jun 5, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, Florida, drawing classic cars, hot rods, and collector vehicles.
Jun
18
Weekly Drag Racing Test & Tune
Jun 18, 2027 · Brooksville, FL
Regular cars and coffee / cruise-in gathering in Brooksville, 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.