was going on a journey, not just an outing. i think i would have been more at ease if my first trip out was just an hour away or so. you probably have your trip already planned, but if you don't, well, just consider a short one to build up your confidence.
also, less is more. don't over pack (clothes, food, stuff) but bring plenty of paper towels and a few old rags. i'm not into paper plates but they come in handy when you're not in the mood to wash dishes.
always check your air pressure. there's a lot of nails and garbage out on the open road. 