Interested in this as well.

I'm also curious if going clockwise makes a difference. It seems like most people go counter-clockwise and I assume that it's primarily because it's easier to go upwind in Drake than above Tortola. I also assume that it would be harder to get to Anegada from say Jost, than from Gorda but I'm not certain about that. I know it depends on the winds on the day but could you lay Anegada on one tack from Jost potentially?