Our first cruise (western) was in Sept 2005 which turned out to be the most active hurricane season in recorded history. I remember watching the weather channel for days before we were to fly down.
Hurricane Ophelia was just forming off the coast of Port Canaveral and it stalled there for days. There was speculation that we'd have to change our flight in case the ship had to move down to Ft. Lauderdale and sail out of there instead. Thankfully, she started to head north the day before we flew down.
We ended up having spectacular weather the whole week and I remembed thinking after the fact how fortunate we were. The passengers that were ready to board the following Saturday for their eastern itinerary, however, were not so lucky. They had to divert to a western to avoid
Hurricane Rita which began to form at the end of our week. Rita eventually became a Cat 5 storm and made landfall in Texas.
And
Hurricane Wilma (another Cat 5) made landfall over Cozumel five weeks after we were there destroying the piers.
So even though I'm a little nervous about the weather next month, I'm feeling pretty good about our chances of having perfect weather.