Trip 1 to Martha's Vineyard

I'll be going to Martha's Vineyard a few times in order to red line all of the trails of the Trustees of the Reservations properties.  There are about 50 miles of trail, so this will take some planning.  My first venture featured 38 miles of biking to get to 2 Reservations and hike a little over 8 miles.  It was a full day (2:45 am leaving home).  It was cold out there and very windy, especially the last 10 miles to the Ferry at the end of the day.  Rough!