Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.
3 hrs
Up to 11 people
Private van, Bottled water
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.
Tour is priced for up to six people; a supplement applies for each additional guest, with a maximum group size of 11.
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Product ID: NEZTW2
Meeting Point: 1 Seaview Ave, Oak Bluffs, MA 02557
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!
Andy Paul
September 6, 2026
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!
Andy Paul
September 6, 2026
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