In a blender vase, combine pineapple, rum, coconut cream, and ice. Blend until thoroughly combined and the pineapple is blended.Add the sugar, and blend again to dissolve the sugar. Taste and add extra sugar if you find it necessary (I did not).
2. Serve
Pour equal amounts into 4 tall or hurricane glasses. Garnish each with a pineapple wedge and Maraschino cherry (optional).Serve immediately.