Parked in Boston, Philly, New York, Miami, Atlanta..
Boston was a breeze for parking, nice little parking lot near Boston common. The north end ( where the awesome Italian food is) has some very narrow streets and if you do find parking over there make sure you are in the box and not over any lines ( they are ticket happy) I got a $40 ticket for being a little over the line..
Philly we were able to park a block over from the liberty bell..
New York was the most challenging for parking and driving.. Parking was tough because most parking is in parking garages which for us is a bit of a height issue.. Did find some street parking so we could walk around a bit and get a pizza but that was not easy to come by..
As for driving in NYC you just have to be on your A game and get in your New York cabbie mode, I drove like a mad man. If I had a dime for every time I got flipped off and honked at I could buy two more interstates!!😜 you have to drive very aggressive or you won't get anywhere..
Atlanta has tons of parking just be aware of what the lot signs read.. Most if not all are unattended and you put money or your credit card into a machine and get a ticket.. There are scammers that stand at those lots and they look the part, have flags and tickets, they do not work there.. They will take your cash and a few other unsuspecting tourist and split before anyone is the wiser.. Then because you didn't pay the lot your car gets towed..
Miami is pretty easy to get around and usually easy to find parking we've been all over that city and not really any problems..
If I know I'm going to visit a city I look for parking lots on google maps you them can call them directly and also use the zoom into street level to get a better look at it to make sure it will work.. If you do some advance panning you will most likely not have any surprises.. City driving is a challenge but it's fun and scary kind of like a roller coaster with some cranky people mixed in 😬