8 days in Martha's Vineyard Itinerary

8 days in Martha's Vineyard Itinerary

Created using Inspirock Martha's Vineyard trip planner

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Oak Bluffs
— 7 nights
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Oak Bluffs

Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Get out of town with these interesting Oak Bluffs side-trips: Aquinnah (Gay Head Lighthouse, Aquinnah Lighthouse, &more), Chappaquiddick (in Edgartown) and Menemsha Hills (in Chilmark). And it doesn't end there: take a stroll through Martha's Vineyard Camp meeting Association (MVCMA), stroll through Katama Beach/ South Beach, don't miss a visit to Flying Horses Carousel, and take in nature's colorful creations at Mytoi.

To find photos, ratings, where to stay, and other tourist information, read our Oak Bluffs trip planning tool.

New York City to Oak Bluffs is an approximately 5.5-hour flight. You can also do a combination of car and ferry; or do a combination of bus and ferry. Plan for slightly colder temperatures traveling from New York City in September, with highs in Oak Bluffs at 74°F and lows at 54°F. Wrap up your sightseeing on the 20th (Sun) to allow time to travel back home.

Things to do in Oak Bluffs

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Martha's Vineyard travel guide

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Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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