You're lucky with that drive! The drive for me is 16-17 hours. And that's without stopping. Last time we did it, we stopped in Savannah for the night and then continued on the next day. We did it once where we drove straight through to Orlando and by the time we got there, we were so tired we didn't want to do anything. It's much better to have a stopover!
It's his first time flying? Is he nervous? I'm not a big fan of flying but it's much more convenient!