We cruise in September almost every year. We missed 2003 due to the dry dock. The only important thing about cruising at this time of year is to be flexible. The ship may not go where it is scheduled to go.
The captain has the flexibility to alter the course and ports to anywhere he wants to. We did an "Eastern" cruise that went to Key West in order to wait out a day and see what the hurricanes in the eastern Carribean did. He will never take the ship anywhere dangerous.
If your heart is set on certain ports, don't cruise at all. The weather can always get bad, and the captain always has the right to change the planned ports of call. If you are willing to be a little flexible, the fall is a great time to cruise. The prices are right, the weather is generally good.....and I guess I've been fortunate because I've never had a cruise that couldn't get to Castaway. I've had much rougher seas in December and Feb. than in "hurricane season."
If/when the ship can't make a port, there will be a fun deck party or an alternate port. Shore excursions will be arranged, and any previously booked excursions will be fully refunded. I've already booked again for Sept. 2004.
Kathryn