A.M.
Hi H.-- Just read your post and if the little one is doing some serious climbing it probably is a good time to move him. We moved my son around the same time and he did really well. The only issue we had was that he is tall for his age so he didn't really fit the toddler bed very well so we ended up having to get a twin bed just a few months later (extra $$$). If you are worried about him falling out of a bigger bed and hurting himself there are several different rail systems available. We bought convertable cribs for both kids and my daughter's is now set up like a day bed and at 2 1/2, is still comfortably sleeping in it(we did away with the crib for her around 20 months). We probably won't have to get her a bigger bed until spring. We also let them pick out one set of character sheets to celebrate the big move........ It turned out to be a big event for them! Hope everything works out for you, A.