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
Discover05807687738Verified Absolutely must do ! If you’re visiting Martha’s Vineyard, make this tour one of the first things you do! It’s the perfect introduction to the island and gives you a true appreciation for its history, culture, and unique character. After the approximately 3-hour tour, you’ll know exactly which places you want to return to. We highly recommend setting aside time afterward to go back and explore Edgartown and Oak Bluffs, browse the local shops, and enjoy a great meal. Our tour with Troy was truly one of the highlights of our trip to Martha’s Vineyard! From the moment we started, it was clear how much he loves the island and enjoys sharing its stories with visitors. We saw so much of the island’s incredible beauty while learning about its rich history, unique geography, culture, architecture, and the communities that make Martha’s Vineyard such a special place. Troy shared fascinating facts and local stories that we never would have discovered on our own, and he gave us a much deeper appreciation for the island beyond its beautiful scenery. What really set this tour apart was Troy himself. He was personable, genuine, funny, and incredibly knowledgeable. Our group included teenagers, adults, and elderly family members, and somehow he kept every one of us engaged from beginning to end. That’s no small feat! He has a wonderful way of making history and local culture come alive without ever feeling like a lecture. If you’re debating whether to book this tour, don’t hesitate. It’s the perfect way to experience Martha’s Vineyard, whether it’s your first visit or your tenth. We left feeling like we truly understood the island and all of its charm. Thank you, Troy, for such a memorable experience—we’ll be recommending your tour to anyone who visits Martha’s Vineyard! Voyager48755047725Verified 5 star review 3 hour tour Bart was our Tour driver and was excellent! Been to the island many times, but first tour. I learned so much and would very highly recommend. Very comfortable vehicle -time flew by! Diane TVerified A great introduction to the Vineyard Mack was an amazing guide. He provided lots of information throughout the entire drive. The talk was packed with history of the island, geological and geographic info, discussion of how the island impacted America and global trade. And information of the island today. Highly recommend this tour if you are looking for an in depth understanding of Martha's Vineyard from the beginning to today. Scenic51872846689Verified Wonderful tour! We enjoyed the experience and our guide was fantastic. It was a great way to learn about Martha’s Vineyard and see the island. Price was good for what you get and I would recommend it to others. Claudia HVerified A joy Great stories including personal connections to the island. tia859Verified Trip around Martha’s Vineyard Bart was amazing! We had such a great tour and I would highly recommend. The island is absolutely beautiful and our driver was extremely knowledgeable. Barbara RVerified see above Wayne our driver and guide was a native and a wealth of information. So very knowledgeable about the history of the island. Very enjoyable! Baby RVerified B & R Ragnanan Myself and my husband had an enjoyable trip around Martha’s Vineyard. It was a 3-hour tour. Our agent, Lisa, the driver, all assisted in making our tour just very memorable. Very informative and pleasurable. We went to a lovely restaurant after and that complimented our trip. I recommend this tour very highly. Curiosity53313251477Verified Great staff The front office staff (Jackie) and our tour guide (Troy) were both extremely helpful and knowledgeable - making our tour easy to book, informative, and enjoyable.
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