Im commited on getting a Revolution Bob stroller.. its kinda a hybrid of a jogger and off-trail type stroller. My husband and I are pretty outdoorsy, so we want something that can go down trails, or roll on the beach.. but more than that, the Bob has these bicycle type wheels that are a really smooth ride. The front wheel spins 360 degrees, so its high manueverable, and the whole thing is constructed of durable thick canvas.. so you can easily spray it with a pressure washer IF you need to clean it. the material is thick enough that most stuff can be wiped/scrubbed off pretty easy. Plus the hood part of it pulls down really far for lots of privacy on the baby if you want while still have a thick high quality plastic window on top for the stroller pusher to peek in at baby. The stroller adjusts for ages from newborn up to like 4 years old. It also can be adjusted to lay flat for if baby is sleeping, or adjusted back up into the seat position. It folds too. Its a great great stroller, worth every pretty penny.
As for carriers, Ive tried several (one winter a few years ago I babysat my friends newborn for 7 months for 8-9 hours a day when she went back to work in exchange for free rent) and they went crazy with lots of different styles of carriers. I really liked the Moby (its a really long length of fabric that you wrap around your self in a certain way to strap the baby to your front or your back), but I REALLY like just the simple non-adjustable sling. The sling was great, you can tuck the baby in many different ways, and it felt really secure. We had a Baby Bjorn too, but it was a pain in the ass to use and I preferred the Moby for times when the baby would be strapped to me for long periods of time.
I mainly just used the carriers for around the house when i need my hands free to cook, clean, whatever and the baby refused to not be held. Its amazing how many things you can learn to do one handed, but also the things you just cannot do with only one hand. I preferred the Bob stroller for walks, because it also has a ton of storage space. AND its rain-proof!!!