Okay, lets see if I can remember everything---
DD did use the pack and play most nights. One night she was extremely overtired (our fault keeping her at MK until almost 11), but then she slept with us.
The transportation at AKL was actually very good. We had stayed at POP previously and always waited in long lines for busses. Since AKL is a lot smaller than POP there was never much or any line. Busses tended to run every 10 min. even though they told us they ran about every 20min. The only complaint I had is that the bus that takes you to EPCOT stops at AK first to pick up people waiting for EPCOT. However, the bus never tells you that it stops there first. The first time we went to EPCOT it took us close to an hour. B/c we waited at AK forever it felt like. But that was minor, at least for us.
We did the parks first (4 days) and then the cruise (3 days). DD was so exhausted by the time we got to the cruise, after all the park hopping, that I don't think she even realized where we were. After taking the 3 night cruise, I definitely would do the 4 night. 3 just wasn't enough to do a lot. We purchased the
DCL transfers and they ran extremely smoothly. I think we got the last bus to the ship, and we arrived just after 2pm. But b/c we did the Land/Sea we were already checked in and could just go straight on the ship. We did use Flounder's; 3 different times. one morning and 2 evenings. The CM were outstanding. Make sure you make ressies as soon as possible b/c they book up fast. They'll give you a pager and page you if your needed, we never got paged!
The servers at dinner were excellent. We were at a table with another couple and their 3 children. Since the servers "travel" with you, they remember your children, call them by name, and remember the little things your child wants or needs. Like they remember that DD would rather have her drink out of a sippy instead of their cups, so they accomodated us. The meal options for kids in the dining rooms range from pizza to chicken strips to baked salmon; and always a choice of dessert! Dinner was a little long for DD, sitting down at the table for an hour or more was hard, but the servers did their best to entertain! As a side note, Flounder's only allows baby food in jars to be brought in, so you have to feed your little one before dropping them off.
We had a room with a verandah, which was lifesaver, Whenever DD would get cranky we could take her out there and she loved sitting in the chair watching the world go by.
We did take our own stroller with us. I liked the idea of having something DD and I were comfortable with. She could lay down and nap, or we could put snacks in her tray to keep her occupied. The ones at the parks didn't look too comfortable, especially MK. However, having our own meant folding it up everytime we got on the bus, but just a small inconveince. I know they had strollers you could use on
Castaway Cay (cruise port), but I'm not sure if you had to rent them or not.
I guess my number one tip is to go on your child's schedule. Let him/her tell you when it's time to leave and take a nap, time to eat, etc. We found out the hard way if you try to push it, you're in for some trouble. Just be easy going. I don't think we ate a the same time once on our trip. Just go with the flow! If there's anything I didn't answer let me know!! Enjoy your trips and take lots of pics!
Should we take a back carrier too?, the baby is only about 24lbs 
