The 2 places I found it hardest to extend wake times were at about 4 months when we dropped the evening cat nap which was half an hour, in this case I just bathed earlier and for longer. The second was at 13 months when we cut down to one nap but dd was still tired in the morning but not enough to sleep, in this case I used walks. I think if your little one is young going for a walk may in some cases actually encourage them to drop off in the buggy. Another thing I found great was I would take the changing mat into the living room and strip dd down to the nude, she really loved this and it kept her stimulated, yes we did have a few pee pees to clean :wink: