Funny story:  we mapped a route to Annapolis to end on a beach. It used to be a private beach club, which then closed down.  Apple Maps said it was still closed; Google Maps said it was open.  When we got there, it was a private road with some VERY nice houses.  So we knocked on one of the doors, told them we had ridden from Seattle (they were a little surprised) and asked if we could walk through their yard to the water and take pictures.  Sure, they said. :)