Big drives can be expensive and also really time consuming. Having tried to organise many of these, and having actually made some of them happy, a close locale position is always best.
If we want to BBQ, a central park with good parking is always a bonus (speedbumps aren't a problem for us either)
Setting a date and sticking to it is best
Keeping it simple
And a "not cruise" can be a good idea as not everyone wants to go through windy roads, most of us just like to sit around, talk cars and catch up over a some food.
That said, I'm not keen to take full control as I've got a fair bit on my plate right now, I'm happy to help but I can't do it all unfortunately.
If you want to organise it and make it happen, I'll help and make it easier if you like, not that it's too hard.