Martha's Vineyard Island Tour: Explore Six Historic Towns
4.6
973 Ratings
Oak Bluffs
Embark on a budget-friendly 3-hour tour of Martha's Vineyard Island, exploring six historic towns and experiencing the island's rich history and stunning landscapes. Book now!
Duration: 3 hours
Cancellation: 1 day learn more
Highlights
  • Flying Horses Carousel - The oldest platform carousel still operating in the United States. Originally located on Coney Island and moved to the Island in 1884.
What's Included
  • Air-conditioned transportation
  • 3-hour Martha’s Vineyard tour from Oak Bluffs
  • Photo stops at Aquinnah and Menemsha
  • Live commentary by Professional Guide
  • Small-group for a personal touch
  • Visit Oak Bluffs, Vineyard Haven, and Aquinnah
What's Not Included
  • Gratuities
  • Snack & Water
Additional Information

Join us for our renowned 3-hour comprehensive Island expedition at an affordable price! Our tour guides are local Islanders & well-established newcomers with substantial tour guiding experience and rave reviews to support it! This 3-hour excursion will familiarize you with our 100 square mile island by sharing both its historical and contemporary facts focussing on our 6 distinct towns. Overall, 2 ½ hours of the ride is guided, and includes a pit-stop at the picturesque Cliffs of Aquinnah. Key attractions in this tour encompass Oak Bluffs, Edgartown, Vineyard Haven, Aquinnah, West Tisbury, Chilmark, and Menemsha. So hop on our comfortable air-conditioned vans & brace yourself to create unmatched memories - your Martha’s Vineyard journey!
(Children below age 10 are not eligible for this tour.)

  • CANCEL 24 HR IN ADVANCE
  • Operates in all weather conditions, please dress appropriately
  • Minimum age for children is 10 years
  • Tours depart Diagonally across the street from the Oak Bluffs Steamship Authority Ticket Office. Near Soldier Statue. Look for mini-bus or van marked “MV Transport” along the curb in front of the ticket office.
  • During Check out Please use Special Requirements and let us know what Ferry you will be taking to the island. Thank you
  • No refunds or rescheduling of reservations unless 24 hours prior to tour date & time.
  • If you area taking the Hyline Fast Ferry from Hyannis, The New Bedford Seastreak, or the Rhode Island Fast Ferry (Quonset Point) Please make those reservation first to assure you getting to the island on time before booking with us
  • You MUST BE ON the island of MARTHA’S VINEYARD to do this tour
  • Children must be accompanied by an adult
  • No Children under the age of 10
Location
1 Seaview Ave
Seaview Avenue
At the Soldier Statue Diagonally Across the Street On The Island of Martha's Vineyard MUST BE ON MARTHA'S VINEYARD
Cancellation Policy

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

Customer Ratings
4.6
(973 Ratings)
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Thewhig
Apr 21, 2024
Fantastic 4 hour off season Martha's Vineyard Tour - We took a tour of Martha’s Vineyard during our time in Boston before the marathon. This is unfortunately the off season for tourism there. I called Martha’s Vineyard Tour and Transport to see if they could make arrangements for a special tour for our small group (3 of us). The person that coordinated our trip was Annette. She was very responsive, accommodated our schedule, told us the which/when/how to catch the ferry, and arranged for the guide to pick us up at Oak Bluffs. Our guide Rich was fantastic! Perfect! He was interesting, enthusiastic, & funny. As a lifelong resident of Martha’s Vineyard, he had so much knowledge about his home. He seemed to be casually talking, rather than giving a canned tour. I feel like he knows all of the 25,000 year round residents. When we scheduled the tour, we were hoping to hear about local lore regarding celebrities and backstory about filming Jaws. We got all of that and more. The tour covered the entire island and included history of the Europeans and original inhabitants. He talked about the wildlife, also. I was surprised how peaceful and secluded almost the entire island felt. Rich had been an EMT/fireman for many years, and had many stories about his encounters. One of the things that made the tour great was his stories. His commentary in general about the island generated tons of questions, that he was glad to answer. We highly recommend Martha’s Vineyard Tour and Transport!
Review provided by Tripadvisor
I3476dajennifers
Apr 5, 2024
Rich is the BEST! - Rich was very knowledgeable, thorough, drove very safely, and went above and beyond to insure that we had a great experience. We highly recommend him!
Review provided by Tripadvisor
Choochnpooch
Oct 29, 2023
Great small group tour and interesting/informative driver/tour guide. - Very glad we booked this tour. We took the Steamship Authority ferry from Woods Hole to Oak Bluffs which arrived at 10:15 - the tour was due to leave Oak Bluffs at 10:30 so was perfect time as the pickup point was a short walk across from the ferry terminal. The minibus wasn't full which was nice, so we could all sit comfortably and our tour guide/driver - Bart - was excellent. A local to Martha's Vineyard and he was very knowledgeable and informative throughout the tour of the island. He is also very interested in geology and gave us all a little lesson when we stopped at Aquinnah lighthouse showing us various samples of rocks and where they had been found. It was well worth doing the tour as first time visitors to Martha's Vineyard it gave a good insight into the different areas of the island and we saw a number of locations from the film Jaws (we will have to re-watch the film now to see what we can recognise!) When the tour finished, Bart recommended a nice pub which brewed it's own beer and some good lunch options too. We would recommend this tour to anyone visiting Martha's Vineyard. We won't forget Bart who lives in Simpson Street :-)
Review provided by Tripadvisor
Sians364
Oct 26, 2023
Beautiful island with so many stories to tell! - Dave A. was such a terrific tour guide !! Having lived 50+ years on the Island, the stories and insights were so engaging! We stopped at some amazing spots (local coffee shop, glass blowing studio), as we travelling the perimeter of the island, that were unexpected and awesome! 5 stars for Dave!
Review provided by Tripadvisor
Lucinda_t
Oct 19, 2023
Martha’s Vineyard Day Trip - Phil was an excellent tour guide. He was very knowledgeable about the area, funny, and kept the tour interesting.
Review provided by Viator
109deb
Oct 18, 2023
Awesome Tour - Our tour guide Devin was amazing! He made sure we were comfortable and gave us interesting facts about Martha's Vineyard. We had the opportunity to stop several times to take photos, explore, and shop. I loved the small group and traveling in a van. It made it much more personal. We were fortunate to get on this tour last minute because our other tour was canceled.
Review provided by Tripadvisor
Amydv6086hk
Oct 16, 2023
Terrific - Devon was a terrific guide with plenty of info to share as a lifelong islander. Terrific tour. Go in October when crowds have gone.
Review provided by Tripadvisor
B5906irderekm
Oct 16, 2023
Fabulous tour - What a fabulous tour this is. Rich, our driver and guide was fantastic. As someone who has lives on the island for 35 years, he has extensive knowledge of the island and many stories about the island’s history and who lives there. Fantastic tour
Review provided by Tripadvisor
Kathryn_h
Oct 15, 2023
Stories and People of Martha’s Vineyard. - Phil was a wonderful tour guide. We heard so many stories about people on Martha’s Vineyard! I had no idea. And we saw incredible sights! So glad we went on the tour. I learned so much. I am watching Jaws when I return home.
Review provided by Viator
John_m
Oct 15, 2023
We saw the whole island... - Rich was our guide and really knows the island. We walked to the meeting point, a 10 minute walk from our hotel. We saw the whole island, then used our car the next day to revisit the places that stood out.
Review provided by Viator
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