Well, you have to travel with a male relative (husband, father or brother). Depending on nationality a transit visa is pretty easy but takes a few weeks. Ladies have to cover in Saudi even in the car and women arent allowed to drive.

There isnt a lot on the drive there, and the hotels along the road are cheap and dirty. Borders take a good bit of time, our longest wait was at the Jordanian border.

Car insurance for the trip can be purchased at the border.
"Diplomacy is the art of saying 'Nice doggie' until you can find a rock - Will Rogers"