Our bedtime is usually only 15 min early on no nap days, as it really wouldn't work any earlier (she is a stickler for routine and we have to do the same things every night-supper, play, bath, stories, bed, to avoid meltdowns!) She takes OT really well now, and seems chipper to anyone else, but I can see the bags forming under her eyes and the little yawns.
Does he have no nap days after a day of having a longer nap (2-3 hours)? Just wondering if all that extra sleep is piling up and making it hard for him to have a nap. When we sleep in we generally get no nap or the 3:00 catnap. I keep up the routine of putting her to bed for a nap whether she sleeps or not, it is a bit of a break for all of us and if she sleeps, she sleeps!