We've cruised in Sept 5 times (I think!). One was upgraded. Also (you didn't ask, but) one cruise was seriously messed up by hurricane season (2004, Jeane). Otherwise, I think it is a great time to cruise.
Believe it or not, they do fill the ship, even off season. DCL offers Florida resident specials, Travel agent family specials, active duty military rates, etc, and get the ship to fill up.
Our friends booked a Cat. 11 GTY room last September (on the 7 night Magic that had to return early because of the Hurricane Jeanne). They were upgraded to a Cat. 10 on deck 2.
we sailed the sept 4th magic last year. because of the hurricane(s) we did not actually sail until the 7th. because they cancelled the wonder, they put the wonder people on our ship..no upgrades and that was my second disney cruise
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