Hey Jane!
Good luck on your trip! All I can say is that you will figure out what works best for your family. Like Stacy said, I travel quite a bit, and I travel quite a bit alone with Alex. If you think Madden will sleep well if its his bedtime, I think this is the way to go. And this will probably change as he gets older. Now that Alex is older he rarely sleeps in the car, so we actually like to travel first thing in the morning. We tried traveling (and will be do so this weekend) right after dinner, but Alex usually stays awake the entire time... ugh. You are doing the right thing, planning your stops around meals, that is exactly what we do. Maybe some soothing baby music would help too if he gets fussy in the seat. I also sit in the back with Alex sometimes too. I know it can be frustrating to listen to them cry, and we have spent many trips doing so, but there is nothing that you can do while you are driving, and eventually madden will be a pro. Alex barely cries at all on long trips, it's like he knows that there is no point in crying! Let us know how it goes!!
Emily (33) DH (33) Nelly (Golden Retriever - 6), After 4 failed IUI's we got a surprise BFP the cycle before IVF! Alexander Edward arrived September 1, 2010