Just from a Hurricane standpoint, most tropical storms in September (in the past 10 years) go into the Gulf a la Ike

(My thoughts and prayers go out to those in the affected areas btw). However, having said this, September is the most active time for tropical storms. Check out this chart.
Number of recorded storms affecting Florida: January - 0, February -1, March-0, April-1, May-9, June - 50, July -35, August - 95, September - 160, October - 116, November - 16, December -2 (from NOAA's website)
The most recent landfalling September hurricanes above a Cat 3 to hit Florida were both in 2004 - Jeanne and Ivan. Neither of these were near Orlando. Orlando itself has gone 43 years without a direct hit. Checkout this website for more information on Orlando and Hurricanes.
http://www.cfhf.net/orlando/hurricane.htm
As far as climatology, check out this site for information on daily high temperatures, humidity and days with rain.
http://www.kingdommagictravel.com/disneyworld/weather.htm
It pays to be getting married to a weather geek. And if you have any specific questions - shoot me a PM and I'll ask the weather geek myself.

I told him he should make a weather page for WDW for DISBrides on his website.
