If you are wanting to dive you can rent right at the Moorings Base and they put racks on the boat. We don't sail and rent PowerCats but all the same when diving. Plenty of places to refill along the way and looks like almost all the dive shops are open for refills. We have always done an early start on the boat or stayed at the hotel at the Moorings. Moorings also have a sailing course I believe when you charter a crew. We have always bareboated,but I would see about having the Captain of your crewed charter work on teaching you the ropes. Hope you have a great charter and I know you will love it!