We will probably run out there when we are in the Keys in Jan/Feb. You want to look out for "Northers". It is not that long a run--but still be sure that you have enough fuel, communication gear (and we always carry at least one PLB or EPRIB), and food/water, etc if the conditions are not suitable for return and you have to wait a few days to return.
I would watch the predictions for at least a 3 day window, of seas less than 2 feet--which will allow you to travel at a decent speed.