We took our twins at 10 months old, 19 months old and about to take them again at 22 months old
Some of my tips
- If you are flying and are not TSA precheck do it- it's the best $100 I've ever spent - even with the kids in a stroller it takes 5 minutes to go through security even at busy airports
==> If you are planning to fly international in the next five years, then do Global Entry as you get customs and TSA precheck
- We brought carriers and our Citi Mini double stroller to the airport- note that American Airlines will NOT let you gate check a stroller that weighs more than 25 lbs, you will have to check a big stroller and pick it up at baggage claim (one of the reasons we're flying much more United lately)
- We have flown with both babies as lap infants and I would say it makes sense to have an extra seat if you can afford it, the space is great
- Make sure to have some new toys for them to play with on the plane- it's a nice distraction
- DW breast fed the kids during take off and landing to help with the ears popping
- Our kids fly great, they've done about 5 round trips to various points in the US (and are strongly considering going to Shanghai Disney opening day this summer) and I think a big deal is your stress level- if you're stressed then they will feed off it- give yourself plenty of time at the airport and you'll do great
- With regards to DME, we pick up our own luggage rather than letting Disney do it- MCO is actually really fast at getting your luggage out and it makes sure you have everything you need
- We ship diapers wipes and other miscellaneous baby stuff to the hotel using
amazon- works great
- We do not rent a car- but if you do make sure you rent/ bring a car seat
- Our kids were fine for bathtime in the big bath even at 10 months
- Our kids sleep in the pack and plays for like half the night then they usually end up sleeping with us (one of them at least)
- Each time we've gone we've stayed at BCV (we own DVC) first two trips were in Studios which had plenty of room for us, this trip we are going with another couple that has a 1 year old and staying in a 2 Bedroom villa so it'll be a nice change of pace
- BCV are great because you can walk to two parks (EPCOT and DHS) which is a major time saver with a stroller- I try to avoid the buses as much as possible (theoretically you can also walk through EPCOT and monorail to MK, but we generally just bus to MK)
- Stormalong bay pool is great for kids
- Plenty of good food options- I especially recommend Kimono's at the Swan and Dolphin- they are great with kids, have awesome sushi and my kids love the potstickers

- Take things at the kids pace, take naps and rest if needed, make FPP with the kids in mind, they can do a LOT of attractions at WDW! My kids love all the Mermaid themed rides, but can be scared by Dumbo

- Table service is so much easier than counter service- having a waiter and someone bringing your food is much easier than trying to juggle little ones and their food and find a table and set up high chairs
==> We've done everything from fancy signature meals to Primetime Café and I strongly, strongly recommend table service
If I come up with more tips, I'll post but this was just my initial recollections
