I have a Ta Chiao 41 ketch that I will be sailing from Port Isabel, TX (Just east of Brownsville and Matamoros, Tamalipas, Mexico and west of S. Padre Island) in just a couple of days. I will make a rumb line to Key West, and beat to its southern side. I will lay over in Key West a couple of days to rest and then weather prevailing, round the southern tip of Florida and passing Jupiter Inlet and Hobe Sound, head straight for Hampton Rhoads and Portsmouth, Virginia, skirting the Gulf Stream. Expecting each leg of the passage to be 10-12 days and ovrall trip around 30.
Portsmouth is the 0 mile mark for the ICW and at the mouth of the Chesapeake Bay. From there you might be able to catch a ride on another boat headed south into the Carribean or back to the Yucatan Peninsula for the winter...