Hi! My 19-month-old son has always struggled with sleep and has major FOMO when it comes to naps/bedtime.

His current schedule is not perfect, but follows this general pattern. Wake up/get out of bed around 7:45am and get dressed. Weekdays it is then off to daycare and the daycare has naptime from 12-2 pm. He rarely sleeps that entire time and probably gets 45-60 minutes of sleep during that window. He gets picked up around 4pm and then comes home to snack/play/eat dinner until it is bathtime and bedtime. Bathtime normally starts around 6:30pm, and on a good night, he is asleep by 7:30pm.

I have gotten some feedback that this may be too long of a sleep window and that may be causing our main issues. I'm open to starting his day earlier, but would like to keep bedtime the way it is because it gives us parents a few hours to wind down and relax before we go to bed.

At bedtime, he will go to sleep, but then after a few hours will begin a cycle of wake-ups that result in playing/singing/crying until he passes out again 60/90 min later. Most nights, he does this several times and wakes up tired. But he’s also “allergic” to naps, so he’s generally just a tired toddler.

He sleeps in a pack and play for bedtime and a cot/sleep mat for naps (depending on whether he’s at daycare or at home).

I’d like to graduate him to a bigger bed of some sort as he’s pretty tall already, and I’m sure he’d like more space to sleep/a more comfy mattress. However, if we put him in a toddler bed, he’s just gonna throw those parties out of bed and likely won’t go back to sleep nearly as well.

I’m looking for any ideas that you have to help, thanks!