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1st Lady Presidential Tour - 6 Towns +

This 4.5 hour tour combines all the highlights of the 2 and 3 hour tour plus 1 hour for shopping!

  • 4 hr 30 min
  • 800 US dollars
  • 5 guest max. Please specify pickup at checkout. Must be on Marthas Vineyard.


Vineyard Haven   We drive past the Steamship Authority Wharf and then along Vineyard Havens' Historic Main Street which winds down towards West Chop and the outer Harbor. West Chop Lighthouse Enjoy the charming architecture of this historical lighthouse as well as the beautiful bluff of West Chop. We pause here briefly to learn about lighthouses and then continue our drive along this picturesque coastal area passing by the West Chop Club and scenic overlook of the Elizabeth Islands. We stop at this overlook for photos! 5 minutes West Tisbury We drive through WT and talk about why it’s the agricultural capital of MV! Menemsha Fishing Village Walk around this historical harbor while enjoying a lobster roll or cup of New England clam chowder…yummy! This area is also home to many famous scenes from the original 1975 film "Jaws", a summertime Island favorite. See which ones you can remember as you take in this unique gem of a fishing village. Also, very famous for sunsets. Aquinnah Cliffs Walk around the picturesque cliffs that overlook Nomans' and the Elizabeth Islands. Takes pictures of the sound as well as the painted clay cliffs that make this area such a sought after destination. Enjoy some local seafood or burgers while supporting the local Wampanoag population. Ice cream is also available seasonally. Take pictures of the Aquinnah Lighthouse and learn how it was moved, to preserve it from erosion. 10 minutes • South Beach, Katama Enjoy sweeping views of the Atlantic Ocean as we take in the beautiful ocean homes that sit behind the South Beach dunes. Edgartown We drive along the timeless Main Street where the Old Whaling Church can be seen as well as the harbor and many of the charming shops and cottages that are so unique to the Edgartown look. We drive to the Edgartown light house and stop in front of the Harbor View Hotel where we will find sweeping views of the outer harbor. We will then disembark for 1 hour of leisurely shopping! Joseph Sylvia State Beach Take in views of the ocean as well as Sengekontacket Pond as we drive past Jaws Bridge and State Beach. Oak Bluffs Here we will focus on the Gingerbread Cottages of the Old Methodist Campground. We stop for pictures as we drive through this uniquely, well preserved area. From here we drive along Oak Bluffs harbor and then East Chop bluff which eventually leads back to Vineyard Haven as we drop off at the Steamship Authority Terminal for the conclusion of our tour. 

Upcoming Tours

Cancellation Policy

To cancel or reschedule, please message us at least 24 hours in advance for a full refund. All request received within the 24 hour window will be cancelled without refund. Please note this prior to booking.

Contact Details


Edgartown, MA, USA

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