About Us

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  • Craig is Your Source for Local Insights into the Area’s Best Food, Drinks, & More!
  • Don’t Just Read the History of the Island, See it (& Experience it) First Hand!
  • Fully Air-Conditioned Vans
  • Leather Seats
  • Comfy Captain Chairs
  • We’ll Pick You Up & Drop You Off at Your Desired Location
  • Our Guide Shows You All 6 Towns on the Island
  • Stand on the Sets of “JAWS”
  • Explore Gingerbread Cottages, Shop at the Island’s First Store, Climb Up the Lighthouse, and View the Colorful 200ft Clay Cliffs
  • Up to 6 People Per Group Per Tour
  • Your Own Private Tour of the Island!
  • Your Guide Will Show You All the Best Sites & Locations

Recommended for Travelers Looking for a Faster Experience

  • Explore Everything included in the 3Hr Tour PLUS:
  • Enjoy a Private Harborside Seafood Picnic
  • Complimentary Bottle of Wine

*Seafood not included with tour cost, you’ll have the chance to purchase any seafood in the area to enjoy seaside.


Martha’s Vineyard is one of the most well-known and popular tourist destinations in the country but how often do you get the chance to truly see everything it has to offer? 

With Craig leading the way, our tours are designed to give you a true local sense of the area while seeing & experiencing the best that the island has to offer.

We offer 3hr & 4hr tours that give you plenty of time to see all 6 towns and experience your favorite stops at your preferred pace. Our tours accommodate groups up to 6 but we only book one party per tour, meaning you & your group will enjoy your own private tour!

This makes it an even more personal & unforgettable experience!

If you’re planning a trip to Martha’s Vineyard then this tour is a must, nowhere else can you enjoy an intimate tour that allows you to truly see & experience everything that makes the island so popular & so beloved.

Space is limited to be sure to book your tour now or give us a call with any further questions you may have!

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