So this is a pretty easy one to get.
Do you remember Dukes Of Hazard? Well, time to jump through the windows like back in the day.
This should only take you a few minutes to do. All you go to do is go up to a car, HOLD LB the entire time, and spam the Y button. Shouldn't take no more than 5 to 10 minutes, depending on if you are multitasking like I tend to do.