L.D.
If he can climb in or out of the crib, then it is time for a toddler bed, for his safety. My son crawled out once at around 18 months and we knew it was time. For naps, he used to come to the door if he couldn't fall asleep. I talked to a girlfriend of mine and she gave me the best advice. I now offer him a small toy and book to take with him and his lovey. He needs to stay in bed or he loses his special things, one at a time. He rarely comes out. I also offer him to 'Just rest a while' and read his books...he will just sit and go through numerous books, and eventually fall asleep.