DS1 is in that phase where he doesn't want a nap but then is a monster if he doesn't. I used to drive him around, but that doesn't always work. Part of me is thinking that even if he falls asleep at 4 and doesn't go to bed until 10 or 11, I should just be flexible with bed time and just wake him up every morning at the same time to try to get him back on track. Any suggestions or stories on how you dealt with this would be a great help! Thanks!
Re: dropping nap
DD naps about half the time now. She is doing great with her quiet time - she even asks for it! She'll read books and build towers with blocks and can even pick one or two quiet toys to take into her room for quiet time (she doesn't have other toys in her room). I find if for some reason she misses her quiet time that she is much harder to handle than the days where she gets it. On the days that she naps we put her to bed a little bit later (probably 45ish minutes) and she'll just lay in her bed and talk to herself for a while, but eventually she falls asleep.
I do agree that driving around just to get a nap in is not a good idea. You can't really force a child to sleep. If they are working on dropping that nap, help them make it an easier transition. Also, during some quiet times DD will just climb into bed and take a nap on her own will. Good luck!