Home » How To Drive A Bunch Of Cool Vintage Cars For Free This Weekend

How To Drive A Bunch Of Cool Vintage Cars For Free This Weekend

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This weekend is the Greenwich Concours d’Elegance in blue-blooded coastal Connecticut, with the Concours Sport tomorrow and the full Concours on Sunday. I went to the Sport last year with my daughter and it was a great time. If you love cars and you’re in the area, either day or both days is worth a trip. I love nothing more than chatting with owners and seeing cars I’ve never seen before. That’s not true, I love one thing more: Driving old cars.

Hagerty, which is a classic car company that’s somehow both vertically and horizontally integrated at the same time, not only runs the Concours, it also runs the Ride & Drive event that happens beforehand. Only a well-insured company like, well, an insurance company, is going to just hand the keys to a vintage Buick Super or original Ford Bronco to some random car weirdos. Thankfully, Hagerty is that company.

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Earlier today I got to go for a spin in the vintage Cadillac they had on hand, as well as drive the Buick droptop (video coming soon). They were both fantastic. Here I am with video editor/shooter extraordinaire Erica in the back of the 1957 Cadillac Fleetwood:

1957 Cadillac Fleetwood 1

And here are some happy folks in the Bronco:

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And here are the details of the cars:

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And, finally, here’s me checking out an Audi 1000SP!

You can’t drive the Audi unless you’re the owner, but the other stuff is all driveable and it doesn’t require a ticket and you can’t reserve in advance.

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If you want to participate just arrive as early as you can on Saturday, June 1st or Sunday, June 2nd, and get in line. It’s first come, first served from 9 am to 3 pm each day. And did I mention it’s free?

Go have some fun and drive some cars. Then go look at some cars.

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TJ996
TJ996
5 months ago

This is an excellent idea. If I knew ahead of time, I’d definitely try to make it to an event that had test drives of classic cars.

Jack Trade
Jack Trade
5 months ago

I enjoy how they’re all autos; as cool as it is, Hagerty is still wise to your “yeah of course I can drive stick” bluster.

StillNotATony
StillNotATony
5 months ago
Reply to  Jack Trade

Not their first rodeo…

Luis Lopez
Luis Lopez
5 months ago

So, I saw the headline and clicked because I thought to myself, “Hey, I did that last year when I brought my GTI to the Radwood show on Saturday at the Greenwich Concours.” I waited in line for a few minutes and got the chance to drive the light blue 1971 Bronco….

Lo and behold, as I read and scrolled down the article, I saw a picture of me in the driver’s seat about to embark! LOL!

It’s worth doing, as all it takes is a driver’s license, and the car train goes through a park and the downtown of Greenwich. You end up going no more than about 40 mph in one stretch, but it was cool to make believe, if only for a little bit. And, on that day, there was also a McLaren and Ferrari to drive.

As for the driving experience in that 1971 Bronco. Very cool, very nostalgic with that super thin steering wheel, but the “steering” was merely a vague idea, and the driving position was strange. I’m 6’3″ and it felt like the wheel was in my chest and I could’ve used much more seat track travel!

Mechjaz
Mechjaz
5 months ago

Man. I’d love to scoot around in that Buick and that Caddy. Actually they’re all pretty awesome, and they must have fantastic old car smell.

Boulevard_Yachtsman
Boulevard_Yachtsman
5 months ago

That looks like an excellent time! Any ideas if they’ll be doing this again at a more midwestern locale? I’d be more than happy to take a day and road-trip several hundred miles for a chance at driving that Fleetwood.

Good on Hagerty for setting this up – a short drive behind the wheel of something unique can easily be enough to set the hook for a future-enthusiast.

Looking forward to the video!

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