Explore Martha's Vineyard on a Private 4-Hour Tour
Customize a private 4-hour Martha’s Vineyard island tour with flexible stops
Duration
4 Hours
Ideal For
Up to 14 people
Includes
Pickup, Guide, Custom stops
Highlights
See Martha’s Vineyard on a private 4-hour tour and tailor the route to your interests, from scenic photo stops to shops, galleries, or a beach break. Explore key towns and landmarks with a local guide and add stops as time allows.
- Start with pickup at your property on Martha’s Vineyard
- Visit Edgartown to see whaling captains’ homes and Edgartown Lighthouse
- Drive through Oak Bluffs and view gingerbread houses and East Chop Lighthouse
- Explore Vineyard Haven harbor and see West Chop Lighthouse
- Travel through West Tisbury and Chilmark and stop in Menemsha
- Take in Aquinnah’s Gay Head cliffs and the 1799 Gay Head Light
Things to know
Martha’s Vineyard Museum admission is not included. If you add Chappaquiddick, the Chappy ferry cost for the van and passengers is not included.
Gratuity: groups under 10 are tip optional; groups of 10–14 should add a 15–20% tip.
Cancellation Policy
Private Tours (up to 12 passengers): 48 hours 50% refund. Teri Pirozzi, LLC d/b/a Martha’s Vineyard Tours & Transport assumes no responsibility for cancellations or delays beyond its control including weather, traffic delays or other. If the Steamship Authority Ferry is running, all tours are running.
FAQs
Yes. You must be on Martha’s Vineyard to take this tour.
Yes. Start with pickup from any location on Martha’s Vineyard.
Some optional stops have extra costs. Martha’s Vineyard Museum admission is not included. If you add Chappaquiddick, the Chappy ferry cost for the van and passengers is not included. Gratuity: groups under 10 are tip optional; groups of 10–14 should add a 15–20% tip.
Meeting details
We can pick you up from any location on the Island!
More about Gay Head Light
Gay Head Light stands watch over the dramatic clay cliffs of Aquinnah at the westernmost tip of Martha's Vineyard, and it is one of the most memorable stops on this private four-hour island tour. The brick lighthouse, perched above the rainbow-hued Aquinnah Cliffs, has guided sailors past these waters since the early 1800s and remains a powerful symbol of the Wampanoag tribal lands that surround it. Reaching Gay Head Light by private vehicle means you skip the guesswork and arrive ready to soak in panoramic views of the Atlantic, Vineyard Sound, and the Elizabeth Islands on the horizon.
On the way to Gay Head Light, your guide winds through the up-island towns of West Tisbury, Chilmark, and Aquinnah, where stone walls, rolling farmland, and quiet ponds replace the busier harbor scenes of Edgartown and Oak Bluffs. When you arrive at the overlook, you can feel the salt wind off the ocean, hear the gulls circling the cliffs, and watch the late-afternoon light turn the clay into bands of red, orange, and ochre. Your guide shares the history of Gay Head Light, including its dramatic 2015 relocation away from the eroding cliff edge, along with stories of the Wampanoag people who have called Aquinnah home for thousands of years. There is time to walk the surrounding paths, photograph the lighthouse against the sea, and browse the small shops nearby.
This stop at Gay Head Light is ideal for first-time visitors who want the iconic Martha's Vineyard view, photographers chasing golden hour, history lovers, and families looking for a relaxed, scenic moment after exploring the island's harbors and gingerbread cottages. Couples celebrating a special occasion often request extra time here to take in the sunset. Whether you are visiting for an afternoon or building memories that will last a lifetime, Gay Head Light delivers the kind of Vineyard moment you came for.