I've been a number of times with a few different strollers.
We've taken a singe Peg Perego, the Peg Perego double (side by side), and a Maclaren umbrella stroller. All have served their purposes at times, although of course the double wide is a bit on the large side.
The advantage to the Peg single over the umbrella is the storage space below, and the abliity for it to recline completely. It folds up nicely and my daughter spent many a night/afternoon sleeping in there while I did "research"
The umbrella was quite portable and light, but once you're in the park, it's not really that big of a deal since you rarely (if ever) fold it up.
Your bigger stroller does provide some issues with crowds, monorails, etc. but I can't speak specifically to it since I have not used one.