I sailed my boat a couple years ago from the BVIs to Cape Canaveral, most of it solo. My entire trip was day sailing
with the exception of one over night sail from PR to DR.
Stopped Sun Bay, SVI,
Isle Mortes, PR
Pureto Real, PR
Checked in Samana DR.
Cleared out DR at Boqueron.
Cleared in and out of T&C Sapodilla Bay.
Cleared into Bahamas
at Mayaguana and then up the Bahama chain. I really liked Atwood Harbour on Acklins and Little Harbour on Long.
Lots of placers to stop in the Exumas
and Abacos. I ended up spending a lot of time in the Abacos as a Hurricane
which got downgraded fortunately.