AVAILABLE AS SHARED OR PRIVATE TOURS
Full Island Tours
This 3-hour tour will introduce you to our 100 square mille island by giving you the history, both past and present, of our unique towns.
CHOOSE YOUR EXPERIENCE
Available as Shared or Private Tours
SHARED TOUR
Full Island Shared Tour
Join fellow visitors for a fully narrated 3-hour tour covering all six towns and 100 square miles of island history past and present. Our guides are long-time island characters who love sharing their love of the island with you.
DURATION
3 Hours
CUSTOM STOPS
No
booking
Book Online
PRIVATE TOUR
Full Island Private Tour
This tour can be expanded to 4 or more hours as a private tour, including longer and/or more frequent stops. Also available for large, chartered groups. Never hesitate to call us with questions or for suggestions in building your own tour.
DURATION
4 Hours
CUSTOM STOPS
Yes
booking
Book Online
SIX TOWNS. ONE ISLAND
What You Will Learn and See
This 3-hour tour will introduce you to our 100 square mile island by giving you the history both past and present of our 6 unique towns.
01
OAK BLUFFS
Victorian Gingerbread Cottages & The Flying Horse Carousel
A Victorian seaside resort that was built around the Methodist campgrounds. The campground is now known for its beautiful open air tabernacle and the 300 plus Victorian gingerbread cottages from the mid 1800’s, that replaced the tents once used for summer revival meetings. The Flying Horse Carousel one of the oldest platform carousels still in use – resides here.
- Open Air Tabernacle
- 300+ Gingerbread Cottages
- Flying Horse Carousel
02
EDGARTOWN
A Picture Book Harbor Town
Edgartown has a picture book setting with its harbor and waterfront, along with its stately white Greek Revival houses built by whaling captains and carefully maintained. The Old Whaling Church with its six massive columns, the Edgartown Harbor Lighthouse, and the historic Harborview Hotel make Edgartown a museum piece community.
- Greek Revival Homes
- Old Whaling Church
- Edgartown Harbor Lighthouse
- Harborview Hotel
03
VINEYARD HAVEN
The Island's Year-Round Port
The busy harbor town of Vineyard Haven – entry port to Martha’s Vineyard since the mid 1600’s and our year-round port. You will also drive through the scenic up-island country-side passing through the historic farming towns of West Tisbury and Chilmark.
- Year-Round Port Since 1600s
- Historic Harbor Town
04-05
WEST TISBURY & CHILMARK
Up-Island Countryside
You’ll drive through the scenic up-island countryside – centuries-old stone walls, views to the Atlantic shoreline, grazing livestock, rolling hills, and historic homesteads.
- Stone Walls
- Atlantic Shoreline Views
- Historic Homesteads
- Rolling Hills
06
AQUINNAH
The Breathtaking Multicolored Clay Cliffs
You’ll stop for 15 minutes at the breathtaking multicolored clay cliffs of Aquinnah (Gay Head), with its impressive lighthouse where you will have an opportunity to get out, take pictures and stretch your legs. And yes you’ll go over the bridge used in the filming of the movie Jaws.
- Aquinnah (Gay Head) Cliffs
- Aquinnah Lighthouse
- 15-Minute Stop
- Jaws Bridge
YOUR GUIDES
Long-time island characters who love sharing the island with you.
Our tour guides are all long-time island characters who love sharing their love of the island with you, so sit back and enjoy all our island has to offer when you come and tour with us.
Because the island is so diverse, on your drive you’ll catch glimpses of centuries-old stone walls, views to the Atlantic shoreline, grazing livestock, rolling hills, and historic homesteads.
Questions? We’re Here.
Good to Know
Call Us
(508) 939-1359
Never hesitate to call with any questions or for suggestions in building your own tour.
THE VANS
Air-Conditioned & Comfortable
All tours are provided in air-conditioned 13 to 14 passenger vans, fully narrated by local knowledgeable guides.
PAYMENTS ACCEPTED
All Major Credit Cards
See our Cancellation & Privacy Policies for full details.
WHAT OUR GUESTS SAY
1,540+ Five-Star Reviews
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Alan BVerified
A very good tour Duncan was our tour guide, he is very knowledgeable about the island. He explained everything very thoroughly and clearly. Definitely worth the the trip!![]()
Paul SVerified
Great tour guide Our tour guide Duncan knows his stuff! Having a guide that grew up and lives on Martha’s Vineyard is a major plus. Would highly recommend this tour for anyone.![]()
Laurie MVerified
Fun tour of Martha's Vineyard Fun tour of Martha Vineyard. Guide was fun![]()
neanabugVerified
Highly recommend the tour company! Excellent tour of the six towns on Martha's Vineyard with special emphasis on African American history.![]()
Carol KVerified
Great tour We had an excellent 3 hour tour of Martha’s Vineyard! We learned a lot about the island and saw many beautiful sites. Would use this company again!![]()
Nrupal JVerified
Had a great Martha vineyard trip with Wayne Wayne was very knowledgeable and gave us a great information![]()
kcm77Verified
Matt Taylor was an outstanding tour guide! We had an absolutely fantastic experience on our private Martha’s Vineyard tour! From start to finish, everything was seamless, relaxed, and so much fun! Having a private tour for our group of six was the perfect way to see the island without feeling rushed or having to follow a large group. Matt Taylor was an absolutely perfect guide - a very knowledgeable native, friendly, and clearly passionate about Martha’s Vineyard. We saw so much of the island and got to experience places and views we would have never found on our own. The tour was the perfect mix of beautiful scenery, interesting history, local insight, and plenty of time to enjoy each stop. What we loved most was the flexibility and personal attention. We could ask questions, take our time, and really enjoy the experience rather than constantly watching the clock. It felt like we were being shown around by a friend who knew all the best spots! If you’re visiting Martha’s Vineyard for the first time, I highly recommend this tour. It was honestly one of the highlights of our trip, and we would absolutely do it again. Five stars all around!![]()
L. Latéy BVerified
Fun and authentic experience for a first-timer to MV!! This was the perfect introduction to the island — its history, culture, and key sights — for first time visitors. I thoroughly enjoyed myself. And big shoutout to our tour guide, Courie, who kept the tour engaging and fun. She was extremely knowledgeable and genuine. I appreciated the authenticity she brought to this experience. This was one of the most memorable adventures of our time on the island!
READY TO EXPLORE?
See the island the way the locals do.
Tours depart daily. Shared and private options available, Book online in minutes – or call us and we’ll help you pick the right tour and time.
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#1 Tour on TripAdvisor 1,540+ Five-Star Reviews