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Is sailing clockwise around Tortola advisable in May?

We are starting in Road Town, but need to END AT SCRUB ISLAND at the end of 7 days for an event.
Thats why the traditional 7 day counterclockwise does not work.
Thinking:
RT to Virgin Gorda
VG to the southern islands
Norman to Jost
Jost to Scrub

Other itinerary suggestions welcome!

Don't know about May, but we went counter-clockwise (sort of) in Dec '18. Went to ST VG, then north to Leverick, than Cooper, The Bight, GCB, Scrub.

I did a clockwise route during a trip when I had people who love to sail. Going to windward can be fun if you have sailors and like tacking. It's only applicable from Jost to North Sound. All other sails will likely be downwind.