We have been on 3 Disney trips and we had a Sea World Trip. First trip was during Thanksgiving. We had 3 shirts and a sweatshirt since it was November. Never got cold enough to wear the sweatshirt so the children wore them when we got back. We had a Crystal Palace shirt that the staff went crazy over when we came in for our ADR. We had a Chef Mickey's shirt for our breakfast there and the characters liked it. Then we had a "Happy Thanksgiving" Disney Themed shirt for that day and people kept saying "Happy Thanksgiving". Those shirts lasted quite a while, pretty much until the children grew out of them.
In 2011, I had someone make us Sea World themed ones for our trip there and we got a lot of compliments on those...bunches. My son grew out of these, but my daughter still wears hers.
For our 2nd Disney trip in 2012 I went nuts. We didn't match everyday. We probably only all matched 3 or 4 times that trip, but we each had a shirt for each day and it was a 10 day trip. Looking back, I don't know what I was thinking with all those shirts with the other projects I had. I remember I kept going through the designs and dd kept saying, "Oh, I want that on a shirt mom." I also made each of the children character meal autograph books from designs on here and invitations to each meal. That was my last trip with dd as a child and ds free so we had 7 character meals plus Ohana. Some of the shirts were ruined in the Tropical Storm, but the children still wear the ones that survived. They still look at those autograph books and the characters loved them.
This year, we went back for 8 nights and for various reasons I didn't even make one shirt. I got the children Disney Themed shirts from Wal-Mart and Chrildren's Place instead. I also got dd some pettiskirts. But I did get designs on here for invitations to the meals I reserved and dd's BBB appointment.
For 2014, I'm thinking of doing things differently and getting each person 2 or 3 shirts from etsy instead so they will last longer. I'll still do any invitations I need. Not sure about autograph books. I saw some on ebay I might order.
My daughter loves it, although she was just as happy without them this last trip. My son is too young to care. Don't have a husband so can't help there. They are fun to do and to wear. Just lots of printer ink.