Hi L.,
I remember as a kid my brother was about this age when he learned to climb out of his crib and get into things in the middle of the night. Being 4 years older, I was blamed for it as my parents did not know I was telling the truth when I said it wasn't me. When my parents learned it was my brother they switched him to a toddler bed. When each of my children turned 1 I switched them over to beds. I did not want them to learn to climb out of the crib and possibly hurt themselves. (The less trips to the emergency room the better :-) ) I think it sounds that your son is ready for a toddler bed. I hope this helps and good luck!