Cuttyhunk Island, MA

Cuttyhunk Island is 2 miles long and less than 0.5 mile wide. There are about 50 official residents but most of them aren’t year-round. Summer visitors are served by a population swollen to maybe 400. There are a few trucks for hauling but most people walk or ride golf carts.

Walking along the paved road west leads to a dead end at the island’s highest point with spectacular views of this eastward-running archipelago, its surrounding waters and the distinctive cliffs of Martha’s Vineyard to the southeast.