Midland,

The main problem I see with your itinerary is the leg from JVD back to Anegada. That will be a very long and rough sail most days requiring some tacking against current and wind. Would be tough to get there in time to enjoy Anegada in my mind. Not that it can't be done but would be a minimum of 4 hours on the water I would say in good conditions but big swells and a NE wind would make it a full day on the water.

I would suggest Anegada after FMP the 4th from Trellis...
Leverick the 5th.....
Salt and Rhone the 6th on the way to JVD (also a long haul but shorter than JVD to Anegada and all of it with wind and seas helping you instead of hurting you)...
JVD to Norman the 7th for caves and Willie T's....
Indians and Roadtown the 8th

Others might have suggestions but I think this is more favorable for your crew, making your longest day one that you're not fighting the conditions across one of the longer sails from one BVI island to another.

Just my $0.02

cruzdoc