We are also going this fall (early November) and will be the first with any kids...our DS will be 8 1/2 mos then, but he is 4 months just now, so I thought I would share my thoughts as if I were taking him today. I hope it is somewhat helpful!
Our DS is now just able to sit okay in a regular stroller (versus the carrier that plops into a stroller base). For longer stretches of time, a head cushion of sorts would be somewhat helpful. We just ordered the Combi savvy soho stroller from target.com. We bought it with Disney in mind...it is super lightweight, but full of features. It folds up so nice and small and can be carried on your shoulder. Target stores sell one for around $69, but we liked the one for $89 online that has a little window on top so you can peer down on your baby and see what's going on. It also reclines fairly well, although not completely flat. It also has a decent-sized pouch underneath for your diaper bag, or for placing your carrier in when not using it.
We also have an infantino 6-in-1 carrier. I am a huge fan of carriers, so I have tried them all--snugli, Baby Bjorn, etc. This 6-in-1 carrier allows you to carry your baby either facing in (when sleeping) or facing out. It comes with a little cover that you can use for sun protection. It also can be strapped to the back of a chair so you can place them in a regular chair at a restaurant (even if their head support isn't quite there yet). Our DS is too young to sit in a baby chair in restaurants yet, so this carrier is ideal when travelling and you don't have his car seat carrier.
These were just a few products that I find very helpful at his age right now. I am sure I will have a whole new set of problems for 8-9 mos when we go.
One note - he is really starting to get heavy in that carrier...just a month ago it didn't bother me nearly as much as it does today. He is just about 16 lbs. so I guess he's on the larger side. Anyways, be prepared to take turns carrying him because you might get tired!
Good luck and have a great time! Let us know how it all worked out when you get back!
Lisa