I've only been once at that time, and it was honestly one of my favorite trips to date. The weather was perfect, by my standards. Usually I would say my fav time of year is early December, but early Oct is a close contender.

I will note that it was slower than I've ever seen Negril. There were hardly any tourists and the hustle was intense. (Only downside I can think of)

BTW, this is the first time I've been able to access the message board in ages and I'm stoked! Hope ya'll have all been doing well.