So how does a good annual trip get started? Well it begins with people and places- shared interests, essentially! I live here in Orlando and one of my best friends, Ryan still attends K-State. We both share a love for all things Disney, so it makes sense that he would want to come for a visit. However, traveling alone is always more expensive then traveling in a group so he convinced some of his buddie to join him.
Now there's a formula to how many people you can take on an annual trip. I personally believe that any more than 8 people is just too many. That being said, it really depends on the type of travel you are doing. The number should correlate to the number of beds you have. If your room only sleeps 4 people, bringing 5 would be a bad choice! However, bringing 8 would still be wise since you can simply book 2 rooms.
Also, having an odd number isn't always a bad thing. You just need to know your travel partners enough to know who will want to be part of the group and who will need that "alone time".
Finally, you need to figure out tasks and events that will be the stable of the trip. Out example, we shared at least 1 sit-down meal a day. We made our reservations and made certain that everyone knew the when and where of ot all. If you wanted to go off and do your own thing- great! Go for it! Just make sure you're back here for "family time".
Oh and this might now seem like such an important thing- or maybe you think you're too cool for it- but create a matching tshirt! It really gives a sense of unity and team to you trip. We waited until the last day to wear ours but we got a lot of compliments on them and it was fun to explain the meaning of DISNEMAW- Disney+EMAW (every man a wildcat)