Did a
delivery trip, Nanny Cay to NE
Florida this past August. (I got a rider from the
insurance co. to cover the late trip.) Sail
boat had been out of commission for the last three years, so we day sailed from Tortola through the Spanish Virgins, along the south coast of PR to Point Roja. With all the debugging we had to do, we jumped off from there and sailed direct across the Mona
Passage,
offshore the northeast coast of Hispaniola, bypassed the
Turks and Caicos and stopped for
fuel in
Rum Cay in the
Bahamas. It was a very easy run. Decided the DR didn't have anything we needed, although from ten miles out the northeast of the island is stunning.
Watch for
shipping in the Mona
Passage. We saw more traffic there than the rest of the trip combined until the
Gulf Stream - which is even busier.
From
Rum Cay, direct to Marsh Harbor for a crew change, then up the Sea of
Abaco and across the Stream to
Florida.
Painless. If you have time, make more stops. Reference
books - up-to-date editions - can steer you to
fuel; if you're prudent that shouldn't be much of an issue. August conditions we totally benign between the hurricanes (we were about a week and a half ahead of Irene - and watching very closely).
In May you should see fairly nice breezes most of the way. If you have steadying
sails, check 'em out before you go and plan to use 'em. If you want to avoid big waves, the south coast of PR will provide some help and not too much added distance. And stopping is easier on the south coast. Otherwise, avoid a dead downwind course to minimize rolling.
There aren't many places to stop in the DR other than Luperon. And you need to stay well
offshore of the northeast coast in any case. That led us to bypass the DR altogether, but you're not on a
delivery, so suit yourself.
Fair winds and following seas, Cap'n.