There’s no shame in saying it: Edgartown is the preppiest of our towns, arguably the only one in which you might find yourself in the company of gentlemen in jackets and ties. Formerly one of the epicenters of the global whaling industry, the center of Edgartown is full of exquisitely maintained captains’ homes, along with some great restaurants with lively bars, lots of shopping, and a harbor full of classic yachts and sport fishing boats.
Edgartown is much more than just the town center, however: the island of Chappaquiddick and the area known as Katama are worlds of their own.