Each town has its own day

Six Towns, One Island

Each town has its own day

The Vineyard is six towns, three down-island and three up-island, each with a different personality. You can do a long weekend by basing in one and visiting the others, or split a week across two.

[theme_image src=”oak-bluffs.jpg” alt=”Oak Bluffs cottages”]

Town

Oak Bluffs

Pastel gingerbread cottages, the Flying Horses Carousel, Inkwell Beach, and the busiest summer ferry dock. Best in the morning before Circuit Avenue fills up.

[theme_image src=”edgartown-light.jpg” alt=”Edgartown Lighthouse”]

Town

Edgartown

White picket fences, sea captains’ houses, the lighthouse, and a two-minute ferry to Chappaquiddick. The polished town.

[theme_image src=”hero-ferry.jpg” alt=”Vineyard Haven harbor”]

Town

Vineyard Haven (Tisbury)

The working ferry harbor, year-round Main Street with bookshops and bakeries, and a quieter morning coffee than Edgartown or Oak Bluffs.

[theme_image src=”aquinnah.jpg” alt=”Aquinnah cliffs”]

Town

Aquinnah

The island’s westernmost town, Wampanoag tribal land, and home to the red clay cliffs and Gay Head Light.

[theme_image src=”menemsha.jpg” alt=”Menemsha harbor”]

Town

Chilmark & Menemsha

Stone walls, quiet roads, and a small working fishing harbor with the island’s most loved sunset.

[theme_image src=”biking.jpg” alt=”Tree-lined bike path”]

Town

West Tisbury

Farm stands, Polly Hill Arboretum, the Saturday farmers’ market, and a real sense of the island’s rural heart.