Place coconut milk, almond milk, 1 ½ cups of the cherries, maple syrup, vanilla, amaretto, and gelatin (or agar agar for vegan). Puree until completely smooth.
Refrigerate 1-2 hours or until completely chilled.
Pour mixture into ice cream machine per manufacturer’s instructions. During the last 2-3 minutes of churning, add remaining 1/2 cup of cherries (finely diced) and the chopped chocolate.
Eat immediately as soft-serve, or pour into a shallow container, cover, and freeze 2-3 hours until firm.