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    1. Local experiences
    2. /Things to do in Oak Bluffs…
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    4. /Private Guided Tours
    5. /Martha's Vineyard Private Tour: Cliffs & Villages
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    Martha's Vineyard Private Tour: Cliffs & Villages

    Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.

    4.5 stars• 8 reviews

    Duration

    3 hrs

    Ideal For

    Up to 11 people

    Includes

    Private van, Bottled water

    Highlights

    Explore Martha’s Vineyard on a fully private 3-hour driving tour tailored to your group. Cover the entire island, stopping at scenic highlights like the famous clay cliffs.

    1. Customize the itinerary to match your interests and pace
    2. Visit the dramatic Aquinnah Cliffs and other island landmarks
    3. Enjoy commentary from your local guide driver
    4. Stay refreshed with complimentary bottled water
    5. Capture photos at scenic stops across the island

    Tour is priced for up to six people; a supplement applies for each additional guest, with a maximum group size of 11.

    Cancellation Policy

    For a full refund, cancel at least 24 hours in advance of the start date of the experience.

    Product ID: NEZTW2

    Meeting details

    Meeting Point: 1 Seaview Ave, Oak Bluffs, MA 02557

    Experience provided by Greetings from Martha's Vineyard Tours

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    Choose an option

    Private Tour - 11 Passenger Mercedes Van

    $620.10

    Price for 1-6 people • Additional people: $60 each

    Why book through Greetwell?

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      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    What people are saying

    Review 1 of 5
    5/5

    AMAZING tour service! A perfect way to orient a group on their first day on Martha’s Vineyard. Craig is an absolute icon and delight! Totally the highlight of our trip, we missed him as soon as he dropped us back off at our AirBnB. He took my friends and I (seven of us seeing the Vineyard for the first time for a bachelorette’s trip) around the island in his well air conditioned and microphone-system-outfitted van. He always knew where to stop if we needed refreshments or bathrooms, he had so much amazing history and stories to share, and we came away with some amazing pictures, inside jokes, and memories. Some stops benefited from Craig’s narration, sometimes he’d let us just explore for twenty minutes—it’s a very well thought out tour. We felt like we saw the all well known must-see’s and some off the beaten path sights we’d never find on our own. At lunch Craig whipped out a tablecloth, cooler of wine, and an umbrella—we felt so taken care of all day. Cannot say enough good things about Craig and his tour service! It’s a MUST!

    Photo of Andy Paul

    Andy Paul

    September 6, 2026

    Review 1 of 1
    5/5

    AMAZING tour service! A perfect way to orient a group on their first day on Martha’s Vineyard. Craig is an absolute icon and delight! Totally the highlight of our trip, we missed him as soon as he dropped us back off at our AirBnB. He took my friends and I (seven of us seeing the Vineyard for the first time for a bachelorette’s trip) around the island in his well air conditioned and microphone-system-outfitted van. He always knew where to stop if we needed refreshments or bathrooms, he had so much amazing history and stories to share, and we came away with some amazing pictures, inside jokes, and memories. Some stops benefited from Craig’s narration, sometimes he’d let us just explore for twenty minutes—it’s a very well thought out tour. We felt like we saw the all well known must-see’s and some off the beaten path sights we’d never find on our own. At lunch Craig whipped out a tablecloth, cooler of wine, and an umbrella—we felt so taken care of all day. Cannot say enough good things about Craig and his tour service! It’s a MUST!

    Photo of Andy Paul

    Andy Paul

    September 6, 2026

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