I have my letter right here from March 30, 2007. We had to go to the Lobby Concierge desk at 8:15 a.m. Stan and another cast member was in the lobby waiting for us. We took the elevator up to the concierge level of the hotel then walked up the stairs to the roof. We had five flags to raise; the United States flag, the State of Florida flag, a Disney logo flag and two Wilderness Lodge flags. It took about 20 minutes for the flag raising allowing plenty of time for photos. After raising the flags we took in the tremondous view from the roof. When we returned to the Concierge level, we were allowed to eat breakfast & presented with a certificate acknowledging our participation in the flag raising.
You must request to be a flag family during your visit when you are checking in. There are no advance requests. We were a group of 5 and I think the maximum number can be 6.
It was an awesome experience and we hope to do it again sometime. It gives a whole new meaning to those flags flying at the roof top knowing that your family raised them that morning.