Do what you feel like doing on that day. Yes, there are some “can’t miss” places and things to do, but think of this trip as your first trip, not your last one. If the winds are right and you want to sail on a given day, so that. We’ve sailed from the north sound to The Bight one day just because the wind was right and we wanted to sail. Other days, we stayed put in a mooring field just enjoying the relaxation. Don’t rush it; Enjoy it.