THE AFRICAN AMERICAN HERITAGE TRAIL OF MARTHA’S VINEYARD is now offering walking tours of the historic Highlands area of Oak Bluffs. Follow in the footsteps and learn the amazing stories of those who made history and whose lives are celebrated on the Trail.  The Highlands area is very compact and the tour will be 45 minutes to an hour and will be fully narrated.

The cost for the tour is $22 per person. To book a tour email Carmen at

Installing the plaque honoring Anne P Jennings. Site number 27 on the AfAmTrail of MV. Dedication and celebration Friday November 24 ...

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Teaching the Trail in Oak Bluffs School Elaine Cawley Weintraub and James Jennings. ...

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Emma Maitland Honored with New Heritage Trail StopThe Vineyard Gazette 6/25/2015

Heritage Trail Honors for Emma MaitlandThe Vineyard Gazette 6/29/2015

Welcome to the Trail, Emma MaitlandMV Times 6/24/2015

House Proud in Historic EnclaveThe New York Times 8/18/2008

Amistad Visits Vineyard Haven HarborThe Vineyard Gazette 9/3/01

African American Heritage Trail Holds Celebration EventThe Vineyard Gazette 8/30/02

History with a PassionMV Times 2/22/07



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