Mine have been pretty simple and low key. I have done 2 surprise Disney trips and 1 surprise Sea World trip.
First Disney trip was in 2010 for Thanksgiving. My dd was 7 and ds was 10 months. The day before the trip I laid out a display of all of the goodies Id gotten dd for the trip and in the middle was a note from princess Tiana telling her I was bringing her and her brother to visit her and all of her friends the next day. It took her a minute to get it. I asked her where she could visit all of those people. She asked if it started with a D. I said yes and she went nuts and then broke out into a song that made her baby brother start clapping.
2nd surprise was to Sea World for Fall break the following year. She had a 4-day weekend in October. That Wednesday, I picked them up an hour early and we went straight to the airport to fly to Orlando. The daycare and school are on the same property. I got ds and then got dd. I put a sign on her window that said, You are going to Sea World with a picture of the Sea World logo and some fish. We have a minivan so her door slides open and shut. When we were walking to the van, I told her we were going away for fall break and when she closed the door there would be a sign telling her where she was going. I can still hear the squealing. It was a really long one. She told me later the squeal was that long because at first she thought she was going out of town to an aquarium and was excited, but then a few seconds later realized what the sign actually said.
Last summer we went to Disney World again. She was 10 and ds was 3. I was excited because he was finally old enough to enjoy the surprise. We left home driving the Thursday after Memorial Day, which for her was a week after the end of school. On Memorial Day I called a family meeting telling them I wanted to go over a list of chores I had updated for the summer. I told dd and ds to wait for it to come out of the printer. When the printer stopped and she grabbed the paper she started smiling. I asked her what it said. In big red letters at the top it said, Disney 2013 Packing List. My sons eyes got big when he heard the word Disney.
DD: Are we really going?
Me: Are you sure that is what it says? Are you sure that isnt the 2012 packing list (we had gone that year too)
DD: (eyes wide turning the paper to me) Yes, Im sure look at it!
Me: Hmmm
okay yes we are going.
DD: Thank you, thank you, thank you. (sons name) were going to Disney!
DS: Yay, Im going to Disney World
DD: Wait
when?
Me: Oh, Thursday.
Then she counted on her hand saying, Okay, today is Monday. Tuesday, Wednesday
OH MY GOSH! (Sons name) we are going in 3 days!
Cue the theme music. I gave birth to some funny people. I was laughing so hard at their celebration I couldnt even get it on film.
Then I told them I really did need help packing so we took the list upstairs and packed our bags.
We are now at 30 days. We leave to go back on May 25th. I have kept the secret since September. When we went in 2012 I let her in on it from the beginning and that was fun, but after experiencing it both ways, my daughter has let me know she prefers being surprised. Specifically she enjoyed how I did our 2013 trip where the trip was a surprise, but I also held our ADRs and her BBB appointment and revealed them along the way. So Im doing that again. I think that will help my son as well who at 4 doesnt really understand time that well.
Im going to tell them the day before. In the morning, Im going to present them with presents, which will be new backpacks. Having just finished the school year, Im sure a new backpack will be confusing to dd at first, but Im going to tell them they will need those because we are starting our countdown to Disney and those are their vacation backpacks. Then Ill get out a box that will supposedly have materials to make a calendar. Then Im going to Im going to give ds an envelope and tell them there are cards in there to make the calendar. But Im just going to put a card in there with the number 1 on it. Once they realize that is the only card, Im going to pretend to look for another envelope and find it and give it to dd. The card inside her envelope will say something like, No more number cards? Hmmm
Oh wait, thats because we are leaving tomorrow! Hopefully that will go over well. The backpacks will have all of their carry-on essentials and autograph books and the park maps inside. Then we are going to spend the day doing the usual before vacation last minute errands like getting ds a haircut and shopping.
I considered a same day surprise, but our flight is at 9:40am, which for us means we need to be out of the house by 7. If we were leaving on a weekday when we are usually out of the house by 7, I might do it, but we are traveling on a Sunday and if Im going to be waking my daughter up at 6am on a Sunday its best she know that the day before.