In regards to the hired skipper comments, I think it depends. Did you charter a captained boat or did you just charter a boat and add a captain? If you are just hiring a captain to handle the boat for you, then you can set the schedule and agenda. If you are chartering a "crewed" (captain only in this case) boat, then that may be a little different, but you should still be able to set the agenda, just know that weather can always change things.