Martha's Vineyard
Culture & History

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Our most recommended Martha's Vineyard Culture & History

Boston: Martha's Vineyard Day Trip with Optional Island Tour

1. Boston: Martha's Vineyard Day Trip with Optional Island Tour

Start the tour, with an early morning pick-up at your hotel between 6:45 - 7:30 AM. Take advantage of the complimentary snacks, water, maps, and discount food cards which are included in the vehicle. Arrive at the Martha's Vineyard Steamship Authority Ferry in Woods Hole, MA. Before boarding, there will be time for a spot of shopping or to enjoy breakfast. The vessel departs at 9:30 AM. Take an enjoyable 45-minute ferry ride to Oak Bluffs or Vineyard Haven, Martha's Vineyard. Food and drinks are available on the ferry, at your own expense. Inside air-conditioned seating, as well as outside sun deck seating, is available. There is plenty of room on this vessel to explore and take many pictures. Upon arrival at Martha's Vineyard, spend approximately 6 hours exploring the beautiful island. Guests who have chosen to take the 3-hour island tour will be greeted directly at the ferry dock. Everyone will depart Martha's Vineyard at 3:45 PM on the Steamship Authority Ferry. When you arrive back at Woods Hole, your guide will be waiting to take you back to Boston.

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Martha's Vineyard: 6 Town Island Group Tour

2. Martha's Vineyard: 6 Town Island Group Tour

Tour the 100 square mile island of Martha's Vineyard and hear the charming history of its 6 towns from a local guide. As you drive across the picturesque island, admire curiosities like America's oldest carousel and the cliffs of Aquinnah. Start in Oak Bluffs, known for its distinctive Victorian architecture with 300 colorful cottages designed to look like gingerbread houses. Turn a corner and see "The Flying Horse Carousel," America’s oldest carousel, operating since 1876. Continue to Edgartown, with its quaint harbor complete with an 80-year-old lighthouse. A former hub for the whaling industry, admire the stately Greek revival mansions built by ship captains. Travel along the idyllic countryside and small fishing villages before stopping for some clam chowder or lobster bisque in Menemsha. Next, arrive at the technicolor cliffs of Aquinnah before swinging by the bridge made famous in the movie Jaws.

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Martha's Vineyard: All Island Tour

3. Martha's Vineyard: All Island Tour

Sit right back and enjoy the most unique tour on Martha's Vineyard. Hop on an exciting fun-filled bus and hear about the fascinating history of the area narrated by 3rd and 7th generation islanders. Start at the amazing town of Oak Bluffs (once known as Cottage City) where you will learn about the Methodist Campgrounds and their history of bringing tourism to MV.  Next, travel through Vineyard Haven (also known as Tisbury), the oldest port of 200 years and hear about the hardships of living on an island devastated by fire in 1888 and ransacked by General Grey in 1778. See the beautiful vistas of rolling hills and ancient stone walls as you make your way to the western side. Learn about the af/am heritage and how the island became a stop on the underground railroad. Hear about the indigenous peoples of Martha's Vineyard and how Thomas Mayhew converted the Native Americans to Christianity. After this, the south shore and two sounds blanket the island and have a gorgeous chain of islands called the Elizabeth Islands that have an amazing history of their own. Watch a screen that shows what certain sites looked like in the 1800s to get a better view of how we have evolved. Don't forget the movie JAWS, there will be many sites to see where all the scenes from the movie were filmed. End the tour with a gift bag including maps, guides, coupons, and handmade trinkets. There are plenty of opportunities for photos and much more.

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Other Sightseeing Options in Martha's Vineyard

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What people are saying about Martha's Vineyard

Overall rating

4.2 / 5

based on 66 reviews

Great tour and information from a local resident who was knowledgeable about the island. Visited 6 communities and a number of lighthouses and beaches. Pleasant small tour bus with about 12 passengers. All in all, a great introduction to the island and communities. The next day we had a rental jeep and knew exactly where to go on the island to further explore beaches and communities. We were able to go thru the campground houses and big community meeting hall.

The day was rainy and this was a perfect activity. We learned a lot if really interesting fun facts. Ken was an amazing guide. Loved every minute.

Got to see the whole island and the towns that otherwise we would not have been able to see and hear about. Got to see the cliffs.

Very informative about the history of Martha's Vineyard! Tour guide was extremely knowledgeable about each stop on the tour.

Great tour. Gave overview of the island for first time visitors. Rich was an outstanding guide. Highly recommend