Well, as to the stroller part... yes & no.... we have 2 strollers we're going to take - her deluxe stroller lays flat - but won't sit up at a 90 degree angle - which she needs still, she get really frustrated that she can't sit up for more than a few minutes (I'm hoping that changes over the next 6 weeks and she get's a little stronger) But the real downfall about this stroller is that she can't see me... so when people pop right in front of her with big grins and smiles - if she can't see me - she freaks... seriously, she screams, cries, covers her eyes and won't look at them... but if she can see me, and I'm smiling - then all is well... Well, frankly this could present a problem in WDW...
However, our other stroller is just a metal frame that her carseat attatches to - very light weight and easy to haul around, she faces me and she has no problem sleeping in that one... However... you can't buy rain covers or sun covers for this style of stroller as the canopy sits close to the childs head and there wouldn't be room to breathe... well, being that we're going to FL and rain is inevitable... we have to have a rain cover for the stroller...
so, we're still working on the stroller thing - not sure what we're going to do - I'm thinking that i'll just buy the regular rain cover for the deluxe stroller, use it on the smaller stroller and just take the baby out before covering it and carry her under an umbrella while it's raining - I've got a Hip Hammock now (which is a wonderful invention - I can sit with it - and move around easily - plus it keeps her weight on my hips and off my back - which is what works best for me)
Anyway - complicated answer - I'm working hard to get her used to her bigger stroller so that we don't have to worry about anything - but I have to say that i really enjoy her facing me, I know exactly what she's up to at the moment and she's much more at peace when she can see her mom & dad...