I had your situation, somewhat, a few years back. I had our late arrival ferry to West End then cab to Cane Garden Bay, where we moored on night 2. In your case, would the ladies manage to get a ferry to Road Town then perhaps join up at Trellis Bay, or some alternate? Lots of options, but check your marina location start point along side the ferry routes and schedules...I think logistically it makes sense for them to ferry to Tortola, otherwise, begin the charter in STT maybe.