Put the chocolate chips in a microwave-safe bowl and heat in 30-second intervals until the chocolate is fully melted and smooth. Stir a bit at each pause.
In a blender, combine the coconut cream, pineapple juice, both types of rum, the melted chocolate and crushed ice. Blend until smooth.
Pour into a chilled glass. Add an umbrella, slice of pineapple and maraschino cherry for garnish.