SB: I think I'd be tempted to go back to having a walk in the buggy at the times you want him to nap. Are you missing sleep cues? Need to put them down the second they start to look a bit bleary eyed, in my experience. It just might be he is not ready to extend his slep cycle yet (it's to do with brain development/sleep patterns) and is a particularly hard baby to settle. My first child was the same, he never napped with any regularity or significant length... but our twins are good nappers, and have got better as they've got older. IIRC up until they were about 16m, they used to have a nap in the morning and sometimes the pm one wasn't until 2ish, so it wasn't brilliant for an early bed time ... then at 17m they started at creche 10-12 and once they got over not being able to fall asleep on the way there, they got established with a very substantial 12-2pm nap and a 7pm bedtime. It will come. Glad to hear night times are a bit better.