I wonder if it's worth pushing the nap much later KatyBee? It's great he's actually taking it at that time, but as you said it is UT and perhaps he's OT by BT? We too have a bubba that takes ages to wind down at BT, so I don't see that too much of an issue. Perhaps if you could push the nap closer to 1pm for 40mins capped it might help? Someone once told me on here that the idea is the first A can be long, then a short CN isn't restorative then the first A rides out over the shorter second?
Funnily enough the opposite helped us Kelljs!
at the weekend whilst out with my hubby my son fell asleep at 11:20am and woke around midday and therefore I was able to get my son to bed at 7pm... (it is impossible to get him to sleep in much less than 7 hrs A before bed, so a later nap is totally disastrous unfortunately - I've tried it!) ..he then slept until almost 7am and we felt a bit back on track.... phew!
He then did an easy NND day and was in bed by 6:45pm and slept until 7:15am yesterday!!!! Which felt amazing
However.... we are falling back into shorter nights after NND again as last night he was tough to get to bed - didn't seem overtired, just happy and wanted to play... so got him to sleep at 7:10pm and he woke at 5:50 am this morning. .... so still better than the days with a nap, but this is what happened last time, earlier & earlier wake ups until he needed the nap again....
Got nursery today so likely to fall asleep in the car on way home - might try capping it to 20mins and fingers crossed can keep bedtime reasonable!