To a gallon-size container fitted with a lid, add the wine, apple cider, bourbon, sugar, cinnamon extract, cinnamon sticks, cloves, star anise and apples. Stir to dissolve the sugar. Cover and refrigerate for at least 4 hours. (Note: The longer the drink sets, the more the flavors marry, so I love to make this 24 to 48 hours ahead.)
To serve, fill a wine goblet with ice and fill with Kentucky Sangria.