Being from New England, I can agree with LisaP about the fall conditions and the last comments about rough seas and chilly weather. Very early October can be just beautiful here in New England with sunny days, some warmth, and great conditions. It is not the time of year for being in a ships pool but laying up on the deck in some full sun with little wind could be great..We have been on the beach in early October and boating as well on a very large lake and its great. All in all, it is still fall and with that comes the chances for cool temps, clouds and rain, not to mention those pesky storms that can come up the eastern seaboard. But, I'd bet that the ports of call would be really nice at that time of year.