3 Hour Private VIP Tour of Martha’s Vineyard. See It All!

Visiting Martha’s Island? Well then buckle up, because there is so much to see. That’s why your own private 3-Hour Tour is the perfect way to see the entire island with just your group, even on a tight schedule. You’ll stop by every town on the island and get the perfect snapshot of life in each one before moving on to the next.

The 6 towns you will visit are:

3-Hour Tour: Private Tour for Up to 11 Guests, All Ages Welcome – $425

  • Stand on the set of JAWS
  • Explore the colorful gingerbread cottages in Oak Bluffs
  • Climb up the lighthouse
  • Ride America’s oldest Carousel
  • Go visit the 200ft clay cliffs

In Oak Bluffs, we’ll walk among the story-book gingerbread cottages and see the oldest carousel in America. Here, if you grab the brass ring, you get a free ride!

We will stop by Vineyard Haven which is a quaint New England shopping village where you can go for a sunset sail on a large schooner.

Next comes West Tisbury which is home to the oldest store on the island, Alley’s General Store, which first opened in 1858.

You will then see Edgartown. A surreal town, with a harbor and waterfront edged by stately white Greek Revival houses built by whaling captains.  Charming due to its rich history, Edgartown really belongs in a museum!

We’ll keep it moving into Menemsha, where we will drive past rolling hills that run to the sea, dotted with sheep and horses and framed by miles of British-style stone walls. A stop at Menemsha fishing village is a must!

Lastly, we will stop in Aquinnah so you can witness our magnificent colorful clay cliffs. Look down on the spectacular beaches and scour the horizon for the Elizabeth Islands off in the distance. Visit the unique shops owned by the Wampanoag tribe to purchase a piece of wampum jewelry.

We will pick you up in our air-conditioned vans from your ferry dock, hotel, or rental home and begin your tour. We have a morning, afternoon, and sunset tour.



This private tour of Martha’s Vineyard fits up to 11 guests and provides for the perfect, intimate experience with a local from the island. Your tour guide is an expert at taking guests back to the simple pleasures in life – picking you up as customers and dropping you off as friends.

Take In Everything Martha’s Vineyard Has To Offer:

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Frequently Asked Questions

Where is Martha’s Vineyard located?
The island is part of Massachusetts and is about 7 miles off Cape Cod’s coast.
How big is the island?
The island is about 9 miles wide and 26 miles long. With over 120 miles of beautiful shoreline, it looks little on the map but it ain’t!
How many towns are there?
There are a total of 6 towns on the island.
Will the tour guide pick me up?
Yes, your tour guide will come to pick you up and will drop you off wherever you’d like after the tour!
Where will the tour guide pick me up?
Your tour guide will pick you up from your hotel, inn, bed-and-breakfast, Airbnb, your ferry or rental, or anywhere else you may be!
Is there a ferry service to get to the island?
Yes, there are a total of 6 ferries that can bring you to the island.
What cities can you take the ferry in from?
Boats come from Nantucket, Hyannis, Falmouth, Woodshole, New Bedford, & Rhode Island!