Depending on conditions you might consider going right from BVI to Guadeloupe and getting the hard part out of the way on the front end. Anegada (assuming you clear out on VG and then leave from there within 24 hours) to Anguilla is an 85nm bash the whole way. Anegada to Guadeloupe is ~210 nm on a heading of about 135 degrees, so a ENE wind could get you there on one tack. If you want a break you could put in at Nevis or St. Kitts. Once you get to Guadalopue you’d be at your easternmost point and have relatively easy island hopping N, NW and W back to BVI.