Driving thru Saudi from Kuwait to Qatar

Expats!

I am faced with a conundrum; I am currently contemplating going on an epic roadtrip for the long weekend to Qatar from Kuwait. To do so I would have to drive thru saudi.

I already checked with the Qatar embassy and ensured that my "work permit" designation allows me visa on arrival, my main query now however is Saudi. See the road is long and relatively treacherous, I would love to have company with me in the car, be it someone to keep you awake or drive in your place.

Some of the people that expressed interest were women, now what is the legality of driving through Saudi with a non-related woman in your vehicle if you are only transiting thru, as in not staying. I believe the visa to pass thru saudi is for 72 hours or so.

any thoughts? anyone tried this before?

The flight is only 85KD but still, I would love to do an actual cross country roadtrip.