I am sure if something goes wrong someone will be prepared in the caravan. Someone will have a toolbox, and most of you will have spares, hopefully you 5 luggers have your own (thats what you get for swapping j/k

).
Also most people have phones these days, and if you setup a caravan, where you pick up more people on the way, it will be easier for someone who is familiar with the area, to go to a local place pick up some parts and get back to you. PLus there is always someone with a trailer.
So the main thing you should be worried about is if you are up for the drive, and if you have the money (gas, hotel, track, food, etc...)
Depending on when that meet in Iowa (or wherever it will be), most likely it won't get in the way of the ATL convention, so I will prolly end up going, hopefully someone from the midwest will want to go with me.