We took our DD1 last September and then again in December. So here is what we found helpful.
We did a once umm twice in a lifetime trip by staying at the Grand Floridian. We normally stay at All stars or for an upgrade Dixie Landings oops sorry Port Orleans Riverside. But this time I wanted to be able to use the monorail system as much as possible.
We brought our own fully reclinable safe and clean stroller from home. We did not rent a car so Disney transportation was our only option. Being on the monorail meant we did not have to collapse the stroller. Although there were times when we did. So for those times I do not recommend just throwing everything into the bottom of the stroller. Make sure you have it in an easy one bag system. This would have caused a little less aggravation from DH. He also would not have mentioned I was bringing/buying too much stuff at this point.
Bring lots of wipes... antibacterial for your self and others and also to wipe off some of the handles they might grab onto. I am not a complete germ freak but I am getting there. My DD sucks her thumb and everything she touches goes right into her mouth. I know they have the gels etc but that kills the germs it doesn't seem to get them off. That is my choice to use wipes do as you wish.
As far as food goes... my DD has severe alllergies sooooo I brought it all.
On the airplane I brought at least 2 days worth of baby food in her diaper bag. I declared it before going through security and explained her allergies and had no problem. I also had her epipens and benadryl liquid with me. Along with this I ahd a note from her Dr. explaining I need to bring these liquids onto the plane. (I never even showed it) As far as checking food I used 2 small soft sided coolers like you would use for bringing lunch to the office. Every 3 or 4 jars got put into a ziploc bag incase of breakage or leaks and then into the cooler because it was padded in between the sleeves of ziploced food I put our socks etc. Things that we were packing anyway.
I left the diapers in their sealed pkg and used almost an entire suitcase for them. I packed other small things around them but I knew TSA would be searching my bags as there was so much food and liquids in there so anything I could leave sealed I did. Just for my own sanity. Plus they are vaccum sealed so they would take up less room.
I also brought everything disposable. I love the table toppers that you just toss and the bibsters so I was not carrying around dirty bibs all day. Make sure when you buy the disposable bibs they are the ones that can be refastened. When you are at a charachter breakfast you may want to take them off before snapping those adorable pics.
Bring lots of sunscreen and hats.
We tried the first 2 days to go back to our room for naps and wasted a whole lot of time. Whenever we made it to the room napping was the furthest from her mind. It did not help that she could see us even if we were laying down. We did bring her pack n play from home but she just wasn't having it. she must take after her mommy We are id Disney World... time to move it!!! She ended up napping in her stroller or on dark rides or in shows. Not the best napping situations but they worked for her. That led to more shopping time for mommy.
I hope this helps sorry it was so long. Just remeber if you are used to doind Disney commando style...it won't happen. Things are going to be different and a lot slower. Stop and just watch your childs face as they go down Main Street take lots of pictures and have.
One more point.. there are a lot of rides and shows that they can actually go on at this age. Also use baby swap tickets for those they can't go on.
