E,
Great job. I have put a few together and I have found that some sort of itinerary is helpful. It can be a simple aboard in front of the meeting room that spells out by day and time each event i.e. day, time, and meeting location for such things as meals, departure time for dragon run and evening events. Prizes could be of different categories. Some you buy tickets for and some you don't. I will commit to providing a $50 pre-paid Visa card for any one to win and no purchase of a ticket required. This is to just keep people interested.
Prizes should not be too restrictive. Frankly, the Sampson $100 gift certificate I won is so restrictive that I'll never use it. Also a prize could be a hotel room for next year's run or a gift certificate to a national restaurant such as Outback Steak House.
Another sponsor for this run might be Leatherup. They have inexpensive stuff any one could use. If you have questions give me a call and we can talk 801-309-1061. Again, great job.