Just got back from our trip.
Your advice was on the mark, but weather
We got down to Roseau from Les Saintes about 12:30 PM, but wind at the top of the Martinique Passage was SSE veering South, right on our nose. 18-20 kts.
We bailed and got a mooring
in "rolly Roseau" ... yee haw. Took a shopping
trip ashore for fresh fruits, adult beverages. We liked Dominica. Beautiful.
Wind remained from the SSE and the crossing to St. Pierre took most of the next day, with lively close hauled sail around the NW cape of Martinique against 1 kt of counter current.
After that, of course, wind backed around to the NE for the rest of the trip. :-)
Only on our two crossing days was it SSE.