Samantha begins her trip at Sleeping Bear Dunes National Lakeshore, known for its scenic views and challenging sand cliffs. In Michigan, she explores The Cherry Republic, filled with cherry products, and dines with new friends at the Farm Club on the Leelanau Peninsula. She visits a repurposed mental hospital in Traverse City and learns cheese-making at Leelanau Cheese. On Lake Michigan, she sails the schooner Wind Dancer, discovering its history as a water stagecoach. Her trip concludes at Bonobo Winery, where she enjoys wine with owners Todd and Carter Oosterhouse and actress Amy Smart.