Looks to be a migrant "Yola" from the Dominican Republic (notice the spanish on the sail, can't be Haitian). No doubt trying to cross the Mona Passage to PR.
MO - May 16, 2009, 10:15 am,
Acey, perfect call. Not quite sure which. It's either Mona or windward. Seeing as you purdy much nailed it you'll understand if I can't quite remember which. Lots of time and yolas in both passages. I just know that there were just as many below as ontop.