I would strongly recommend (As a 40 year Caribbean sailor) that you keep a very sharp eye on the weather and a very short leash to an adequate "hurricane hole". While October and November are considered to be the back end of the hurricane season (June through November), there have been some very nasty storms during those months. If you really are in no hurry, why don't you spend another month safe ashore and wait until November to venture out to sea. Remember, when a hurricane threatens, everybody and his brother (& sister) are trying to get into the few available hurricane holes! I strongly recommend the Weather Underground website at www.wunderground.com
, select the Severe Weather tab and click on Tropical & Hurricanes. Good luck and, more importantly, good judgment!!