Guided tour

Martha's Vineyard: 6 Town Island Group Tour

Martha's Vineyard: 6 Town Island Group Tour

From $55 per person

Soak up all that Martha's Vineyard has to offer, learn the history of all 6 of its towns. At one of the 2 stops, buy a bowl of lobster bisque or clam chowder. Breathe in the sea air and enjoy the beauty of the Massachusetts countryside.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Mobile ticketing
Use your phone or print your voucher
Duration 3 hours
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Live tour guide


  • Marvel at the quaint cottages, lighthouses, and historical stone walls as you drive the diverse topography of the Island of Martha's Vineyard
  • Experience panoramic views of the vast farms, Atlantic Ocean, and the Vineyard Sound
  • Hear fascinating stories of Martha's Vineyard from your local guide
Full description
This 3-hour tour will introduce you to the 100 square mile island of Martha's Vineyard by chronicling the history of 6 unique towns. As you drive across the picturesque island, your guide will breath life into centuries of sights. You’ll start in Oak Bluffs, known for its distinctive Victorian architecture, including 300 technicolor cottages designed to look like gingerbread houses. Right around the corner stands The Flying Horse Carousel, America’s oldest, which has been operating since 1876. From there, you’ll head to Edgartown, with its quaint harbor and storybook setting — complete with an 80-year-old lighthouse. A former hub for the whaling industry, you’ll see the stately greek revival mansions built by ship captains and carefully maintained to this day. Heading up the island, you’ll pass by idyllic countryside and small fishing villages before stopping for some clam chowder or lobster bisque in Menemsha. You’ll stop again at the technicolor cliffs of Aquinnah, proof of the island’s stunning natural diversity, before swinging by the bridge made famous in the movie Jaws. All the while, your guide, a colorful Martha’s Vineyard native, will recount tales both informative and humorous, granting an excellent introduction to this wonderful island.
  • Complimentary map of Martha's Vineyard
  • Pickup and drop-off
  • Food and drink
  • Gratuities
Not suitable for
  • Children under 10 years
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned
  • You must keep social distance while in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask
  • You will receive a mandatory temperature check

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Prepare for the activity

Meeting point

Soldier Statue across from 1 Seaview Ave (Steamship Authority building) in Oak Bluffs

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Important information

Not allowed

  • Alcohol and drugs

Know before you go

  • Children under the age of 10 are not allowed
  • You must be on Martha's Vineyard prior to the tour. If you are taking the Hyline Fast Ferry from Hyannis, the Seastreak from New Bedford, or the Rhode Island Fast Ferry from Quonset Point, please book your ferry reservations first before booking this tour
  • Pricing applies to all travelers
  • Restrooms are available at both stops
  • Food and non-alcoholic beverages are allowed
Customer reviews

Overall rating

4.5 /5

based on 111 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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There were 10 or 11 of us in a van with a driver who had lived for many years on the Vineyard. He was very knowledgeable about history and current conditions, and kept talking continuously for the whole 3 hours. We learned a lot, and I was impressed by how well-managed Martha's Vineyard has been since the first settlers arrived. There is a lot to see, and three hours is not much time. We stopped only once, for 20 minutes, at the Gay Head cliffs. A second stop in Edgartown was promised but not delivered, owing to traffic - but this was a Tuesday, so it is unlikely that traffic would be much lighter any other day. There was very little conversation in the van, possibly because we were all masked. So, not surprisingly, it was basically sitting in a bus for 3 hours and looking out the window, with one bathroom break. Overall, we were glad to have done the tour. With what we know now, we will be able to plan our next visit more knowledgably.

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August 24, 2021

Our tour guide was absolutely wonderful. In a calm and conversational tone he provided an excellent mix of historical, architectural, economic, cultural and community details, peppered with personal stories. The info we learned exceeds what my family knows about the Island and they've vacationed on Martha's Vineyard for nearly 40 years. The van was clean and comfortable and the small group was a good fit. The total time of the tour + 2-15 minute breaks was just right. I gained such an appreciation for MV through this overview. Will definitely return to enjoy the MV life and learn more.

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August 16, 2021

Rich M. Was an outstanding guide, very knowledgeable about Martha’s Vineyard, and added interesting little tidbits of information. He was interested in his guests and willingly responded to our questions. He made sure we were comfortable and went out of his way to take us closer to a rest facility. The three hour tour is very inclusive and gives you a wonderful overview of the island, helpful in deciding what to do on your own.

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June 8, 2021

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Product ID: 244707