ENGLEWOOD, FL CAR SHOWS
CRUSIN' ON DEARBORN
- First Saturday of Every Month -
1:00PM to 6:00 PM
CAFFEINE AND GASOLINE
AT THE ANN AND CHUCK DEVER REGIONAL PARK
- Every Wednesday from 7:30AM to 9:30 AM -
CRUSIN' ON DEARBORN - ENGLEWOOD CAR SHOW
The first Saturday of every month, Englewood has a car show, "Crusin' on Dearborn."
They usually have hundreds of cars, from old classics to new age power cars and everything in-between. ​ Thousands of people flock this event and take in the beauty of the cars and trucks while listening to music played throughout the street.
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Cruisin’ on Dearborn is one of those easygoing Englewood events that locals just drop into without much planning. Dearborn Street fills up with classic cars, hot rods, and vintage trucks lined up curb to curb, while people stroll through checking them out, talking with the owners, and grabbing something to eat or drink from the nearby restaurants.
It’s not loud or over-the-top—just a relaxed evening where you can take your time, listen to a little music, and enjoy being out in the middle of town. Even if you’re not a big car person, it’s still worth walking through for the atmosphere alone. Sometimes the car show coincides with an event at pioneer plaza too!
CRUSIN' ON DEARBORN ENGLEWOOD CAR SHOW
- EVERY FIRST SATURDAY OF EVERY MONTH -
Video by: Gatorpics09 (Youtube)
UPCOMING DATES​​
SEPTEMBER 05, 2026
OCTOBER 03, 2026
NOVEMBER 07, 2026
DECEMBER 05, 2026
JANURARY 02, 2027
FEBRUARY 06, 2027
MARCH 06, 2027
APRIL 03, 2026
MAY 01, 2026
JUNE 05, 2026
JULY 03, 2026
AUGUST 07, 2026
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WEEKLY CAR AND COFFEE MEET-UP
CAFFEINE AND GASOLINE
AT THE ANN AND CHUCK DEVER REGIONAL PARK
- Every Wednesday from 7:30AM to 9:30 AM -
Caffeine and Gasoline at Ann and Chuck Dever Regional Park is more of a laid-back, weekly meet-up than a big event, but that’s exactly why people like it.
Early in the morning, you’ll find a mix of classic cars, newer builds, and everyday drivers pulled into the lot, with people standing around talking cars over coffee. It’s not organized or formal—no judging, no pressure—just whoever shows up that week.
You’ll see everything from muscle cars to imports, and the crowd is usually a mix of regulars and new faces. It’s an easy way to start the day, especially if you like cars or just want a reason to get out for a bit before the heat kicks in.
CAR SHOW IN ENGLEWOOD, FLORIDA
