I have twin grandchildren (boy/girl) who will be 2 next month. Several months ago, girl twin climbed out of her crib twice, once rather smoothly, once with a big bump on the thickly carpeted floor. We decided to transition them to toddler beds (one crib converted to toddler bed, and we have another toddler bed handmade by grandpa when Mom was a toddler). We talked to them about sleeping in big boy/girl beds, they watched us working on the converting and "helped" make their new beds with their own sheets, etc. The room is already completely baby-proofed (dressers and bookcase tethered to walls, drawer locks, etc.). We had already installed a baby gate at the door when girl twin escaped from her crib during her nap, so they were used to that. They immediately took to the new beds with only one "fallout" during a nap one day. They are able to get up and move around in the morning and at naps, but are safe. They have some books and toys to play with. They almost always go right to sleep, both for naps and bedtime because they know it's expected that they do. Occasionally they will "read" books for a few minutes and/or chat with each other, but they both eventually fall asleep. Once boy twin decided he wasn't going to go to bed and lay on the floor crying, woke up after his nap on the floor and decided he didn't like it there. Children sense what you're feeling; if you are tentative about putting them in a toddler bed or "sad" because they're growing up, they will feel that, too, and it won't go well. If you handle the transition as if it's the sensible thing to do and just matter-of-fact, they will go along with it. It's not the end of the world --- they all grow up.