Hello:
We have three daughters, that are now 20, 16 & 14. But in 1992 Our 20 year old was a only child and 2 1/2 years old. My wife and I wanted to go to Disney (it had been about 10 years since we had last visited) and family and friends advised against it, that our daughter was too young.
Well we didn't listen, and our 2 1/2 year old had a great time, although some days we may have pushed her too far (I like to go to parks early and stay late).
This was right around when Disney started selling the Disney Vacation Club, we did not look into it while we were there, but 6 months later we made a purchase of 270 vacation points, and we have been going once or twice a year ever since (almost every year).
When my next two daughters came along, we kept going to Disney, my wife knew where all the nursing stations were, and she always loved the great accommodations. Naturally when the girls were infants we didn't stay till closing and didn't always get there at opening. We would often do a baby or child swap (I guess Disney still does this?) and this was always very helpful on the adult rides.
For many years drove from PA (18 hour trip from door to door), mostly because I am cheap......although we fly now. We had a two person stroller, and this was great for carrying all our stuff (snacks, baby bottles, juice boxes, diapers, etc) and at the end of the day, it would often be our oldest daughter getting a ride, while I carried one of the smaller ones.....stroller was priceless! As time went by, we did rent strollers on some trips, hated spending the rental money, but I got over it.
I miss the autograph books, and waiting in line to see Mickey or Goofy, we no longer go to Toon Town, or do much in Fantasyland, although we do spend some time there.
My wife did not know she was pregnant on our trip in January 1995, but my youngest daughter who was born in July 1995 had been on Tower of Terror, Space mountain and all the rest while she was in the womb........that actually explains alot about her!
Enjoy every trip, as the kids grow, the trips change, but they are all priceless!
Take a picture with the whole family in the same place every trip.....we don't have them all, but we have many in front of the train station just outside Magic Kingdom.
Best Wishes,
Gary