We took our 2 year old for his 2nd b-day the first week of June. I had my concerns so I booked a short trip and we only went to the MK. He loved it. He loved the plane ride there, loved the hotel, loved MK...everything. The look on his face when he peered through the window of Crystal Palace and saw Tigger was worth the price of admission. Just when I thought it couldn't get better, Tigger was there when his cake arrived for a happy b-day bounce. The character meals we went to were really the highlight of the trip and they are something kids of all ages (including 30 somethings) will enjoy.
Now, I'm a thrill ride person and so is my DNiece (12) who went with us so occasionally we split up for a ride. For example, she and I had FP's for BTMR while DH (not a thrill ride person) took DS to Aladdin and Tiki Room (which DH said he enjoyed a lot). But most of the rides (all of Fantasyland) we did together as there are no height restrictions. DS loved IASW (ok I always want to shoot myself by the end of it) but I loved watching his reaction.
Honestly, there won't be that big of a difference between your friend's 3 year old and your 2 year old. If the 3 year old is 40 inches (that would be one really tall almost 3 yr old) she can ride Soarin and a few others that your 2 year old can't but most of the "thrill" rides require 48" so even the 6 yr old may not be tall enough. I want to say Barnstormer and Kali River Rapids require 36" so perhaps the 3 yr old could do those when your 2 yr old couldn't but for the most part the number of rides your friend's youngest can do that your 2 yr old can't do is minimal. The vast majority of rides at MK, the whole family can do and there is plenty at the other parks to do for little ones.
We had such a great time a few weeks ago that we are going back in September. I have already planned our itinerary and there are plenty of attractions that my DS will enjoy at all the other parks.
The biggest hassle is the afternoon nap/break but it is absolutely necessary and frankly I prefer to leave when the crowds are worst and the sun is hottest anyway. Besides your friend's 3 yr old will need an afternoon break too. We were at a monorail resort and we always have a car so it wasn't a problem but I would think the time it takes to bus back to the resort would be the biggest hassle.
The only problem we had with DS were nice table service meals without characters to keep him occupied. Fortunately, he was too excited at the park to act up.
You didn't say when you were going, but here are my best tips:
1)Take a good lightweight umbrella stroller made of a fabric that drys pretty quick (preferably with a basket underneath) and personalize it so its less likely to go missing. I added an Eddie Bauer pouch thing that clips on for extra storage - worked great. I bought iron on letters and a lion patch at Michaels Craft store and put my DS's name on his. I'm not worried about a stranger knowing his name (see # 9) but I was slightly concerned about the stroller being taken either intentionally or inadvertently.
2)Take a small cooler (we use DH's daycare lunch box cooler) and pack it with ice, bottled water and goldfish type snacks. You don't want to stand in line every time somebody wants water and you don't want your water to be hot.
3)Take plenty of disposable $ store ponchos because the sky opens up without warning during certain times of the year. And on that note the smartest thing I did was to put everything (change of clothes, sunscreen, glow sticks - a fun thing to have, etc) in ziploc bags. We were at dinner and sure enough it poured. I didn't have the stroller covered (will do that next time even when its totally sunny out) but everything left in the stroller was fine because it was in ziplocs. I felt so bad for so many who were ringing water out of all their stuff
4) The spray type of sunscreen - We used coppertone in the blue aerosol spray bottle - so much easier than cream lotion types. For the face - water baby stick.
5) Mosquito wipes for night. We didn't have any problems.
6) Baby wipes - can't live without them.
7) Fannypack - ugliest and tackiest thing I've ever worn but so much easier than a purse.
8) If you can, get DD her own seat on the plane (if you fly) and take her car seat - a PITA to lug around (I carried mine using a PacBack- backpack type of thing) but he was comfortable and slept there and back. Thus, worth the hassle. Have plenty of drinks, snacks and a blanket/pillow with you (airplane blankets/pillows = nasty). Again the small cooler comes in handy. Gate check the stroller.
9) DS loves his monkey harness (sold at
Walmart and bear style at Target) and I love knowing that he can't run off and since its cute it doesn't look like a "leash". I got compliments instead of dirty looks.
10) Comfortable shoes (not new) and moleskin just in case. I also had bandaids and neosporin in my fanny pack and my niece did need it.
11) Water socks. DS won't wear water shoes, too bulky but Target sells water socks (at the beginning of the season). The concrete by the pools gets really hot and DS had outgrown his water socks so I had to leave his regular socks on. I had to go to several stores but I found him a pair of water socks that fit for our September trip.
12) A nice digital camera because you will want to capture all of the wonderful memories you will make with your DD and she will want to see them all when she is older.
I agree with the PP about teaching your DD about Disney. My DS has known Pooh since he was in the womb (I'm a bit obsessed and even painted pooh and tigger murals on the walls of his nursery so he can't get away from Pooh if he wanted to) and he also had a stitch doll but he didn't really know Mickey, Minnie, etc. so we bought him some cartoon DVD's and the 3 Mousekeers movie and he really liked them. So when he saw them, he knew them and was excited. One month after our trip and he points out every Mickey Mouse shirt he sees. We can no longer skip by the
Disney Store at the mall, lets put it that way.
Have a wonderful time planning her first trip!