Last time, my boys were 7 1/2 and almost 2. We rented a city mini GT double stroller, with a rain cover, and it's a safe bet that if we are able to go next year (the boys will be 9 and 3), we will be doing it again. I know there are people who will be turning up their noses at the thought of a 9 year old in a stroller, but if you saw us in the park, you would think they are 4 and 6 instead of 3 and 9. He's very small for his age and he has practically no stamina whereas his 'little' brother is a bit big for his age (and while he is capable of walking for ages, he is a 'runner' so it's best to keep him contained). We have a sit & stand at home but after renting the city mini I wish I would've bought one of those instead, it was sooo nice. Also, we went in September when it rains practically every day so the rain cover was absolutely needed.