Martha's Vineyard Private Tour: 6 Historic Towns

Discover Martha’s Vineyard’s rich history and scenic beauty on a private tour. Explore unique towns, iconic landmarks, and picturesque landscapes. Book your adventure today.

Duration: 3 hours
Cancellation: 24 hours
Highlights
  • Flying Horses Carousel - oldest platform carousel in the United States
  • Aquinnah Cliffs - Beautiful Clay Cliffs of Aquinnah
  • Oak Bluffs - Quaint Gingerbread Cottages and the East Chop Light house
  • Edgartown - The regal New England Whaling Town
What's Included
  • Air conditioned vehicle
  • Customizable tour to meet your group’s needs
  • Knowledgeable guide
  • Fun, fun, and more fun
What's Not Included
  • Snacks
  • Bottled water
  • Gratuity for your driver
Additional Information

This exclusive tour for up to six people will explore the rich history of our six distinctive towns! Discover Oak Bluffs, a charming Victorian seaside town, known for its Methodist campgrounds, stunning open-air tabernacle, and Victorian gingerbread cottages once used for summer revival meetings, as well as the Flying Horse Carousel. In Edgartown,…

Location
Martha's Vineyard
We will pick you up at location of your choice as long it is on the Island of Martha's Vineyard. Please tell us where you would like to be picked up. It is very important Thank you
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(128 Ratings)
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Innovativem728
Aug 13, 2026
Great Tour - This was a great time and exactly perfect for a first timer. Really appreciated Greg's knowledge, stories and humor. Nothing was rushed and we saw every town and stopped for a great lunch. Really recommend this tour and especially with Greg.
Review provided by Tripadvisor
Nlmee
Jul 27, 2026
Amazing Martha’s Vineyard tour! - Matt was an amazing guide! I went with my husband and three daughters, and he accommodated our top picks. His suggestions were really good, and he was very knowledgeable about history as well. Highly recommended!
Review provided by Tripadvisor
Kellypp6939bd
Jul 10, 2026
Explore the rich history of Martha's Vineyard - Our guide was Duncan and he provided an engaging tour that encompassed the majority of the island. He shared many interesting historical and personal stories along the way. We're excited to return to Martha's Vineyard to spend more time exploring this beautiful place!
Review provided by Tripadvisor
Smithfamfour
Jun 26, 2026
Fantastic Tour! - I booked this private tour hoping one of their guides could give me Island history that connected to some of my ancestors. Mac was our driver and guide and he surpassed my expectations with a tremendous amount of knowledge of Island history dating way back to when my family lived on Martha’s Vineyard. We saw the whole island, highlights from Jaws, and he even took us to a hidden cemetery and we found the gravestone of my ancestor who I was looking for! From start to finish, working with this company was the best experience and I’m so pleased they exceeded my expectations! We booked a private tour because I was eager for the great ancestor hunt to happen without worrying about the agenda of others and it was well worth the price. I deeply appreciate Jacqui chatting with me on the phone and helping me arrange our day from which ferry to take to making sure the right driver and guide could make our visit was enjoyable.
Review provided by Tripadvisor
Isabellaoo8915wn
Jun 25, 2026
JAWS Tour GREAT - We had an absolute AMAZING experience on the JAWS Tour with Wayne. He was extremely knowledgable on all matters of JAWS and Martha's Vineyard. It was a great trip and they were very accommodating to our group. The van was cool and clean. We hit all of the top spots. We will definitely book again.
Review provided by Tripadvisor
413judyn
Jun 7, 2026
Beautiful Martha’s Vineyard - I would definitely recommend the private tour with this company. Wayne drove us around the 6 towns/villages of MV and told us some interesting things about the island including famous people who have summer homes there and some trivia about Jaws. We stopped at a fish market for some delicious lobster rolls, bisque, and chowder. We also stopped at the beautiful cliffs and lighthouse of Gay Head.
Review provided by Tripadvisor
946lucyc
Oct 14, 2025
Jaws Tour with Wayne - We had a fantastic time with Wayne as our tour guide. We requested a “Jaws”-themed tour of the island, and he did not disappoint—sharing plenty of movie trivia woven with local history. Highly recommend!
Review provided by Tripadvisor
Texaslady032
Sep 25, 2025
Great tour - We had the best tour. Our driver, Phil, was so nice and funny. He knew a lot about the island, and was even an extra in Jaws. Told us great stories.
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A5869akdonb
Sep 24, 2025
First class tour company. - We met Greg @ our planned meet point and he was five minutes early waiting for us. Greg was absolutely fantastic and had great knowledge of the island and many fun stories. The entire experience was first class beginning with the booking and up through our 4 hour tour. I would highly recommend this company for your next tour. We are already looking forward to next year.
Review provided by Tripadvisor
Renee
Sep 19, 2025
Ride with Wayne - Wayne was an excellent tour guide. He was very knowledgeable and patient with questions. We toured the entire island and obtained a great history lesson.
Review provided by Tripadvisor