Watch along with Ashley and Elliott as they reminisce about their very special trip to Martha's Vineyard, Massachusetts, where host Faruq Tauheed showed them just how special the island was to their ancestors. The duo tried their hand aboard a sailboat much like the one their 5X great-grandfather, Henry Osborn, was taken prisoner on during the Revolutionary War. They also learn new facts about a building they had been to many times before, the home of their 3X great-grandfather Samuel Osborn, that is now an Inn.