Before you arrive, Martha's Vineyard may seem like a small island—it’s just 9 miles wide by 23 miles long—but, once there, you’ll find it feels a lot bigger. Winding roads with terrific views seem to go on forever . . . the beaches stretch as far as the eye can see (in fact, the island has 126 miles of scenic shoreline) . . . and, without the crowds, the island offers its fair share of elbow room.

Martha’s Vineyard is comprised of six small towns, and each is so individual you may never generalize about the island again: Vineyard Haven/Tisbury is the active island port with plenty of restaurants and shops; West Tisbury is the sleepy village with the popular general store; Chilmark is the island’s smallest town and a peaceful place to get away, even on your getaway; Oak Bluffs is the touristy town best known for its charming gingerbread-trimmed houses; Aquinnah, known also as Gay Head, at one end of the island, with truly stunning sunsets; and Edgartown, on the opposite end of the island from Aquinnah, an oasis within an oasis with its peaceful neighborhoods, great beaches, cute (yes, cute) lighthouse, exceptional restaurants, unique shops and a choice of places to spend the night.