See It All (or Most of It!) with a Sightseeing Tour on Martha’s Vineyard

One of the best ways to immerse yourself in the beauty and history of Martha’s Vineyard is by joining a sightseeing tour. Whether you’re a first-time visitor, short on time, or eager to uncover hidden gems, a guided tour can help you navigate the island’s six unique towns, each with its character and charm. From picturesque harbors to iconic lighthouses and historic landmarks, Martha’s Vineyard has so much to explore—and what better way to experience it all than with the insight of a seasoned guide?

With a variety of tour options—think luxury private tours, scenic sailing trips, JAWS-themed adventures, and everything in between—there’s something for every type of traveler. Many tour operators are local experts, sharing decades of knowledge and personal stories to give you a truly authentic experience.

Here’s a roundup of the top tour companies on Martha’s Vineyard to help you plan your Island adventure:

All-Star Tours + Transportation of Martha's Vineyard

With over 40 years of experience, All-Star Tours offers family-friendly, knowledgeable tours, including a Down-Island Tour, Full-Island Tour, African American History Tour, and even a JAWS-themed adventure. They also provide customizable options for up to eight hours of exploration.

Edgartown Tour Company - Amity JAWS Tour

JAWS fans, rejoice! This company specializes in themed walking tours, historical explorations of Edgartown, and other tours conducted all over the island. It also offers customizable half-day, full-day, and multi-day packages to suit your schedule. 

Greetings from Martha's Vineyard Tours

Explore all six towns of Martha’s Vineyard with this company’s luxury air-conditioned van tours. The maximum capacity of all of their tours only goes up to 11 people, which allows guests to enjoy the tour more privately. Their adventures, when booking the Jaws tour, might also end with a delightful picnic in Menemsha, the island’s picturesque fishing village known for its sunsets and fresh seafood.

Oak Bluffs Land and Wharf Company Tours

These 2.5-to 3-hour tours of all six towns on the island, which focus on Martha’s Vineyard’s rich history, cater to all ages. The luxury vans provide a comfortable and engaging experience for visitors who want to dive deep into the island’s storied past.

Homegrown Tours

Narrated by a 3rd generation islander, Homegrown Tours are education and also a hands-on learning experience, as tour guides pass around items related to Vineyard history, and a screen on the tour bus allows for visual cues as to what certain island sites looked like in the 1800s. 

Black Dog Tall Ships

Step aboard the Black Dog’s iconic tall ship the schooner Alabama for a sailing adventure you won’t forget. Whether you’re looking for a daytime outing or a romantic sunset cruise, these tours offer breathtaking views of the Vineyard from the water.

Island Sailing Tours

Island Sailing Tours provides a personalized way to explore Martha’s Vineyard’s stunning coastline. Offering any length of charter from only 2 hours up to 8 days, the options are endless! Their knowledgeable captains offer private charters that combine scenic beauty with a touch of maritime history.

Experience Martha's Vineyard - Tours and Transport

These company’s tours are tailored to your preferences, offering both group and private options. Their experienced guides provide a mix of history, local culture, and sightseeing, ensuring a well-rounded experience of the Island. They also have a special JAWS-themed tour that takes fans to the movie’s most iconic filming locations.

• Escort Coach / White Tie Limousine

  Looking for a luxurious, chauffeured experience? Escort Coach offers private transportation in high-end vehicles, making it easy to explore Martha’s Vineyard in style and comfort.

• Martha's Vineyard Sightseeing

  Martha’s Vineyard Sightseeing features both full-island bus tours and shorter trolley rides. You’ll visit all six of the Island’s towns in a fun and nostalgic way.

Tips for Your Tours

Most tours run seasonally, from May through October, so be sure to plan ahead. Many companies accommodate special needs or requests, so ask your tour operator if you have specific requirements. Whether you’re interested in history, film, sailing, or just soaking up the island’s natural beauty, Martha’s Vineyard’s tour operators have something for everyone.

A guided tour is more than just sightseeing—it’s an opportunity to connect with the island in a meaningful way. So, grab your camera, hop on board, and let Martha’s Vineyard’s expert guides show you the magic of this stunning destination.