I own one classic car (long story how I got it), but to buy one was on my original list of fifty things to do, didn’t make the cut for 43 things, but it is satisfying. I’d suggest getting something that you can drive whenever you want and is safe, I have an old Corvette and it’s actually not that fun to just drive around, but it is pretty to look at, it’s too loud, terrible gas milage and even a small accident would cost thousands and thousands to fix. Good luck on your goal though, perhaps buy one and then make your next goal to fix one up :)