I do not have any teenage kids but I've helped teach two of my sisters to drive and I would say no way. MAYBE if he had his own car, but I live in California and we do not have ways to go around cities and driving in the cities is way different than outside of them. My sister is 18 and is not allowed to drive my parents car in LA, although she drives it in larger cities closer to where we live. And if he has never driven that long before, let alone by himself, he has no idea what he is getting himself into!