we always leave in the evening if at all possible, this just makes things easier when traveling with kids. also I always pack plenty of snacks, water bottles, juice boxes, bananas, apple slices (they sell them in a bag already sliced), crackers etc. also I always pack new toys, go to the dollar store, i spend like $10 in new toys, they wont last long because they are cheap but they will keep him occupied more because they are new, crayons & coloring books, a travel dvd player if you can. at one they are still in diapers so at least you don't have to stop for him to use the potty, i plan stops every 4 hours & we stop for 45min to an hour, & stop at a place where they can run & play, if they dont eat much its okay because they can eat in the car they cant run in the car : )