We have surprised the kids twice! It is so much fun!!!
The first time we did a scavenger hunt with their cousin of the same age, about a month before the trip. We were traveling with family on that trip. The kids were in early grade school so we kept it simple. We started with the oldest and worked our way down. Each child had a riddle to figure out. The answer told them where they would find the next riddle. Until finally, they found a collection of Disney back packs (one for each of them) filled with activities for the plane and such and also an itinerary of the trip. At first the kids were so excited thinking they had new back packs and stuff, until finally my DS starts running around crazy screaming, "we're going to Disney, guys. we are going to Disney"! Priceless
For our last trip, Dec'12, we surprised them the day before we left. (We had to be out of the house at 4am!). We left in the morning for Mass, and when we got home there were 4 presents under the Christmas tree wrapped in Disney paper. It took the kids over a half hour to notice!
. DH and I were dying! They finally noticed, had a puzzled look, and started tearing open the gifts. In the boxes were some Disney tshirts, and activities for the plane. They finally put two and two together and were off-the-wall excited! We spent the rest of the day packing and it was a lot of fun...
However...
I don't think I would surprise them again so close to the time of departure. My daughter and I were just talking about this the other day. She says she liked being surprised, but missed the "lead up time" if you will... the days and weeks of anticipation and excitement leading up to the trip. And I have to agree with her. Our last trip felt like it came and went! We have been talking out loud as a family about our next trip. (hopefully fall 2014, once DS is 48"). DD said she would like to be surprised about the exact date that we go, but would like a week or two to pack, get excited, talk about it, etc. works for me... Keeping the secret was awful!
Enjoy!