Built Around What You Actually Want to See

Customized Tours

Galleries. Farms. Beaches. Lighthouses. Chappaquiddick. Or something else entirely. You tell us what matters, and we’ll build a tour around it — four hours to all day, private van, born-on-the-island guide.

FORMAT

Private Only

DURATION

4 Hours to All Day

GROUP SIZE

Up to 14 Guests

BOOKING

Call to Book

How Customized Tours Work

You pick the direction. We take care of everything else.

Customized Tours are private and built specifically for your group. Browse the tours below — or call us and tell us what you’d love to see. Our reservations staff will help you put together something that fits your interests, your timeline, and your group. There’s no script and no set stops you have to follow.

Call To Book

(508) 939-1359

Tour Starting Points

Choose One of our Specialty Tours

These tours give you a sense of what’s possible — but none of them are locked in. Call us, tell us what interests you, and we’ll shape the day around that. The tours below are starting points, not rigid itineraries.

01

Art & Culture

Gallery Tour

Martha’s Vineyard has a thriving arts community, and this tour takes you through it. You’ll visit a collection of the island’s most celebrated galleries — from the iconic Granary Gallery in its red barn in West Tisbury (the oldest and largest gallery on the island, open since 1954) to the Field Gallery and its outdoor sculpture garden founded by artist Tom Maley in 1971. Each gallery has its own character and its own story.

Galleries May Include

The Granary
The Field Gallery
Peter Simon
Bespoke
Cousin Rose
Alison Shaw
Eisenhauer Gallery
Old Sculpin Gallery

Specific galleries visited depend on season, hours, and your preferences-your guide will help you make the most of the day.

02

Farm & Agriculture

Farm & Field Tour

There are over 40 working farms on Martha’s Vineyard — a remarkable number for an island this size. This tour takes you through the agricultural heart of the island, with a narrated drive past farmland, stone walls, and the kind of working landscape that most visitors never see from the ferry or the beach. Your guide will tell you the stories behind the farms and the families who run them.

Farms May Include

Morning Glory Farm
Grey Barn
Mermaid Farm
Alpaca Farm
Allen Sheep Farm
Ghost Farm
Orange Peel Bakery

Farm stops vary by season and availability. Your guide will customize the route based on what’s happening on the island the day of your tour.

03

Beaches & Shoreline

Beach Walk Tour

Martha’s Vineyard has dozens of beaches, each with its own character — from the calm Vineyard Sound shores at Menemsha and Lobsterville to the Atlantic-facing surf at South Beach, and the historically significant Inkwell Beach in Oak Bluffs. This tour takes you to some of the island’s most unique and beautiful stretches of coastline. You’ll walk on the sand, discover shells and beach glass, and hear the history of each beach from a guide who grew up here. Bring a snack — there’s time for a picnic.

Beaches May Include

Aquinnah Beach
Menemsha Beach
Lobsterville Beach
Edgartown Lighthouse Beach
Bend-in-the-Road Beach
South Beach
Iinkwell Beach
Jaws Bridge Beach

Beach selection depends on season, tides, and your preferences. Some up-island beaches require town permits your guide will plan accordingly.

Nothing Is Off the Table

Don't see your idea here? Call us anyway.

The tours on this page are just a starting point. If you want to see lighthouses, we’ll take you to lighthouses. If Chappaquiddick is on your list, we’ll make that happen. If you’re a birder, a history buff, a foodie, or just want to get off the beaten path — tell us, and we’ll build the day around that.

Our guides were born and raised on this island. They know the roads that don’t show up on maps, the spots that don’t make the guidebooks, and the stories behind the places most people drive past without stopping. That’s what a Customized Tour is really for.

More Ideas

Other Customized Tours We Can Build

In addition to the three tours above, here are other experiences guests have asked us to create. All are call- to-book and fully customizable around your group’s interests.

Lighthouses

Martha's Vineyard has five historic lighthouses. We'll take you to them, with the stories of each.

Chappaquiddick

The small island off Edgartown, reached by a one-minute ferry. Historic, beautiful, and rarely explored by visitors.

Chilmark Flea Market

A 1+ hour stop at the oldest outdoor market on the island. Seasonal — available during Chilmark Flea Market days only.

West Tisbury Farmers Market

A 1+ hour stop at this beloved outdoor farmers market, started in 1974. Seasonal — available during market days only.

Have something else in mind? Call us at (508) 939-1359 and we’ll help you put it together. There’s no request too specific — if it’s on this island, we can probably find it.

Before You Book

Good to Know

How to Book

Call to Book
Customized Tours are booked by phone, not online. Call (508) 939-1359 and our reservations staff will help you plan the right tour for your group.

Pickup

Anywhere on Island
All Customized Tours are private. We'll pick up your group at your hotel, inn, or rental. No need to find the van — we come to you.

Your Guide

Born on the Island
Every tour is narrated by a guide who was born and raised on Martha's Vineyard. Local knowledge isn't a tagline — it's how they grew up.

Not Sure Where to Start?

You don’t need to have the full plan figured out before you call. Tell us who’s in your group, how long you want to be out, and what generally interests you. We’ll take it from there. (508) 939-1359

WHAT OUR GUESTS SAY

1,540+ Five-Star Reviews

    
 
 
         
   Alan B 
 
 
 
 Verified 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 S 
 
 
 
 Verified 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 M 
 
 
 
 Verified Fun tour of Martha's Vineyard
Fun tour of Martha Vineyard. Guide was fun
  
 
        
   neanabug 
 
 
 
 Verified Highly recommend the tour company!
Excellent tour of the six towns on Martha's Vineyard with special emphasis on African American history.
  
 
        
   Carol K 
 
 
 
 Verified 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 J 
 
 
 
 Verified Had a great Martha vineyard trip with Wayne
Wayne was very knowledgeable and gave us a great information
  
 
        
   kcm77 
 
 
 
 Verified 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 B 
 
 
 
 Verified 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!