If you want to include Anegada in your trip, go counter-clockwise, maybe Marina Cay, North Sound (taxi to Baths), Anegada, JVD, Norman. If no Anegada, then you can shoot around back and forth in SFDChannel to see the sights in any order and jog over to JVD whenever. Figure a day or two per week being hunkered down in a place like North Sound or Norman when the weather pipes up. You'll see some beautiful and famous yachts and mega yachts at that time of year too btw.