Have you left yet? The conventional wisdom is, as you stated, to get to someplace like the mouth of the Chesapeake or even better to Beaufort
, NC and jump off from there. That way you can get across the Gulf Stream as quickly as possible since you want to avoid any northern component to the wind
while crossing the Stream. You should also engage a weather router so you know where the warm and cold Gulf Stream eddies are. Playing the eddies properly can propel you to your destination
. Playing them poorly can make the entire trip not only longer, but a real bummer!