Don't need no stinkin' Wiki for Gilbert, I was staying on the Negril beach at the time! It was worse than anything I have ever read about it. I don't remember seeing any trees that were still upright. Leaves were everywhere, except on the trees. And it happened in mid September, not October.
October is technically our rainiest month, but I have seen some Octobers with minimal rain. And I've seen about 30 full Octobers...