One memorable trip from MBJ to the BCC back on the old 'road' in pouring rain at night (delayed flight, someone jammed something in lav on an AirJa flight out of ORD). Island Rental junk car - hole in the driver side floorboard. Crab migration time! Dodging potholes, defiant crabs and people gathering them in baskets. Avoided most of the crabs because I was sure they're upturned claws would puncture my bald tires.
Had a bunch of other non-terrifying drives (especially with the new road) but what convinced me to not drive any more was when we hired a driver to take us to Treasure Beach from Negril. Again in the pouring rain with small mudslides and large trucks we had to reverse out of the way of. So much respect for that driver and in no way did I ever want to be in that situation with me behind the wheel.