1. that's pretty coolI have a 2 year old girl who likes that show and Dora. She also loves carrying backpacks, which are prominently featured on both shows. So maybe something like this? I don't know what the budget is for those tags, but you could maybe put a plush or t-shirt with the same theme inside?
https://smile.amazon.com/Go-Diego-P...F8&qid=1480820157&sr=8-2&keywords=go+diego+go
2. bonus points to you for the smile.amazon link
3. it's a two year old boy.
I can't see that he'd need a backpack type bag, or what he'd do with it.