David Hedley has been vacationing with his family on Martha's Vineyard since he was young, continuing the tradition even after college. In 2000, he bought his own home in Edgartown. Martha's Vineyard offers over 100 square miles of beaches, woods, dunes, and wetlands for hiking across its 20 mile length. The island has numerous trails through various ecosystems, including 14 miles on Chappaquiddick Island and trails in wildlife refuges and state forests that provide scenic ocean and island views.