Just a thought.
Why does the boat have to be moved right now?
I would stay where you are, pay for a trainsient mooring, and do some sailing in your local water untill you learn the boat?
It might take a couple of weeks or so, maybe longer. Than when you are comfortable with making the cruise, go for the 50 miles, at 25 miles a day; I think it would be well worth it.
Transient moorings are not cheep, but neither is paying for a captain.
Welcome to the world of boat wownership.