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Explore Martha's Vineyard with Private Tours from Edgartown - Book Your Personalized Experience

On this engaging tour you’ll discover the history and highlights of six unique towns on Martha’s Vineyard, starting with charming Oak Bluffs, a Victorian seaside built around the Methodist campgrounds with its beautiful open-air tabernacle, the iconic Flying Horse Carousel, and colorful gingerbread cottages; explore stately Edgartown with its white Greek Revival houses, the historic Old Whaling Church, the Edgartown Harbor Lighthouse, and the classic Harborview Hotel; visit the entry port of Vineyard Haven and travel through the scenic up-island countryside to the historic farming towns of West Tisbury and Chilmark, pause for a 15-minute stop in idyllic fishing Menemsha, and photograph the multi-colored clay cliffs of Aquinnah (Gay Head) and its impressive lighthouse where you can stretch your legs; along the way you’ll glimpse century-old stone walls, grazing livestock, rolling hills, the Atlantic shoreline, and cross the memorable bridge used in the filming of the movie Jaws.

About this activity in Edgartown

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

Highlights

  • Explore six distinct towns on Martha’s Vineyard-Oak Bluffs, Edgartown, Vineyard Haven, West Tisbury, Chilmark and Aquinnah-each with its own coastal charm and history.
  • Stroll past Oak Bluffs’ Victorian gingerbread cottages and the open-air tabernacle, then see Edgartown’s stately Greek Revival homes and the Old Whaling Church.
  • Enjoy scenic up-island countryside views, century-old stone walls, rolling hills and grazing livestock, plus a 15-minute stop in Menemsha to soak in the fishing-village atmosphere.
  • Photograph the multicolored clay cliffs and lighthouse at Aquinnah and pause at the iconic Jaws bridge site for a memorable photo opportunity.

Important Information

  • This full-route tour across Martha’s Vineyard runs in an air-conditioned vehicle with a knowledgeable guide who can tailor the route to your group’s interests.
  • Plan for short walking stops at key sights; the tour is suitable for all fitness levels and accommodates infants in strollers and specialized infant seats on request.
  • Snacks, bottled water and driver gratuities are not included, so bring refreshments if you prefer; public transportation options are available nearby for added flexibility.
  • You’ll visit harbors, lighthouses and village streets-bring comfortable shoes, a camera, and layers for changing coastal weather while you explore the region.

Meeting Point

Meet at the central Edgartown pickup point listed on your booking confirmation-typically near Edgartown Harbor/Harborview Hotel; the exact meeting location and pickup time will be provided in your reservation details.

Includes

  • Travel in an air-conditioned vehicle for comfortable transfers and sightseeing in Edgartown, Massachusetts
  • Explore with a knowledgeable guide who brings local context and answers your questions throughout the experience
  • Customize the tour to meet your group’s needs - tailor timing and focus to suit your interests
  • Expect a fun, high-energy experience designed to keep the whole group engaged and entertained

Excludes

  • Snacks are not included in the booking
  • Bottled water is not provided - plan to bring your own refreshments
  • Gratuity for your driver is not included; please tip separately if you choose

Other

  • Infants and small children may ride in a pram or stroller for easier family travel
  • Public transportation options are available nearby, making it simple to connect from local transit
  • Specialized infant seats are available to accommodate young children when needed
  • Suitable for all physical fitness levels, so everyone in your group can participate comfortably

Customer Reviews

10/10
Based on 10 Reviews
946lucyc
Oct 14, 2025 08:22:46 PM
Summary: We had a fantastic time with Wayne as our tour guide. We requested a “Jaws”-themed tour of the island, and he did not disappoint—sharing plenty of movie trivia woven with local history. Highly recommend!
texaslady032
Sep 25, 2025 12:34:25 PM
Summary: We had the best tour. Our driver, Phil, was so nice and funny. He knew a lot about the island, and was even an extra in Jaws. Told us great stories.
A5869AKdonb
Sep 24, 2025 09:56:51 PM
Summary: We met Greg @ our planned meet point and he was five minutes early waiting for us. Greg was absolutely fantastic and had great knowledge of the island and many fun stories. The entire experience was first class beginning with the booking and up through our 4 hour tour. I would highly recommend this company for your next tour. We are already looking forward to next year.

Explore Edgartown, Massachusetts: Sail, Dine, Hike, and Tour

Book your next event in Edgartown, Massachusetts to enjoy top-rated Water-Based adventures, guided sightseeing tours, and vibrant food and drink experiences that make the area ideal for groups, families, and couples. You’ll find seamless options for Outdoor & Nature exploration, wellness and relaxation, and hands-on workshops that help you tailor a memorable stay tied to local activities. Use Varoom to discover and book Events and accommodations here, so you can focus on the experiences that matter most during your visit.

Know more about Edgartown

You’ll visit six unique towns on Martha’s Vineyard, including Oak Bluffs with its Victorian gingerbread cottages, open-air tabernacle and Flying Horse Carousel; stately Edgartown with Greek Revival houses, the Old Whaling Church and Harbor Lighthouse; Vineyard Haven as the island’s entry port; the pastoral up-island countryside of West Tisbury and Chilmark; a photo stop in Menemsha; and the multicolored clay cliffs and lighthouse at Aquinnah (Gay Head).
Absolutely - the tour includes a stop at the multicolored clay cliffs of Aquinnah (Gay Head) with an opportunity to get out, take pictures and stretch your legs, plus views of Edgartown’s Harbor Lighthouse and the historic Harborview Hotel for classic coastal shots.
Definitely - the route highlights the Atlantic shoreline, rolling hills, grazing livestock, scenic up-island countryside, Menemsha’s fishing village charm and the dramatic clay cliffs at Aquinnah, making it ideal for Outdoor & Nature and coastal scenery seekers.
Yes - the itinerary covers family-friendly attractions like the Flying Horse Carousel in Oak Bluffs, scenic stops in Menemsha and Aquinnah for photos and short walks, and relaxed countryside views that work well for family and kids-focused outings.
Yes - you’ll explore Oak Bluffs’ Victorian seaside heritage and gingerbread cottages tied to historic camp meetings, visit Edgartown’s Greek Revival architecture and the Old Whaling Church, and see century-old stone walls, historic homesteads and farming towns up-island for a rich cultural overview.
Yes - the tour goes over the bridge used in the filming of Jaws, giving you a chance to see a recognizable movie location while exploring the island’s towns and shoreline.