We have the orange joovy caboose... I'm still not sure if I really "love" it or not.
We bought it when we had dd #2 and a 2 yr old, in early 2007.
I will just say it is "okay". Front doesn't recline the greatest and there isn't a ton of room for the "back" older child if the front is reclined at all.
That said, I used it a ton around the mall and while shopping.
When we went to disney last year, girls were 7 months & 2 1/2. We took our full size eddie bauer travel stroller for the baby and an umbrella for the older one. Bester resting for the baby, and we made use of the good storgage underneath.
The biggest dislike I had with the Joovy, was that when it was folded up, the wheels won't roll... So, if you will be using it on buses, trams, it is kind of heavy to "carry" it with you,instead of rolling up to the bus and jumping on.
Good luck!