DD2 (2 1/2 has 1 day sleep a day she gets cranky without it), she will either go to bed around 12.30 or 1pm and sleep til 3pm on a good day or 2pm on a short sleep day. She goes to bed at night at 7pm and will sleep through until 7am if we are lucky.

DD1 doesnt have day naps unless shes tired and wants one as she is 4yrs old. The girls go to bed together at 7pm, DD2 will go to bed earlier if she cant keep her eyes open.

We usually have dinner at 5pm or 5.30pm
6pm - bath or just relax time before bed
6.30pm - story time, brushing teeth etc
7pm - bedtime.

ETa is he is a cot or a bed? can you make his room more comfortable so he is ok being alone in his room? night lights helped a lot for us when Tara didnt feel that comfy and kept waking up at night.