Things to Do
The Vineyard, in one good list
A first-trip shortlist: the towns to walk, the beaches to swim, the sunsets to plan around, and the food worth ordering twice. Pace it across three or four days and you’ll have done the island well.
Walk the Edgartown Lighthouse loop
A short, easy walk from Main Street to the lighthouse and back through the harbor.
Wander the Oak Bluffs cottages
Pastel gingerbread houses around the Tabernacle, best in the morning before the crowds.
Watch the sunset from Menemsha
Pick up a lobster roll, find a piece of dock, and join the nightly ritual.
Stand above the Aquinnah Cliffs
Red clay cliffs and a long ocean horizon. Bring a layer; it gets breezy.
Bike to State Beach
The flat path from Oak Bluffs to Edgartown drops you straight at the bridge.
Order a real lobster roll
Hot buttered at The Bite, cold and classic at Larsen’s, or oysters in Edgartown.
Walk the length of South Beach
Big Atlantic waves and a beach long enough to actually disappear on.
Cross to Chappaquiddick
The two-minute On Time ferry, then a quiet day at Mytoi Garden or Cape Poge.