I have the city classic single. we had looked at the double for my 2 and 5 year old. My 5 yr old is skinny and above average height. He was very cramped in the double. He could fit but had to scrunch down a bit. We decided on just the single for my 2 yr old. When we went last Sept. My 5 yo could relax in it when he got tired, but I don't think he would fit very well at this point (almost 6 and 45")