Cut the ends off and peel the pineapple. Cut vertically into 4 sections. Slice the core out of each section. Cut two sections into pieces and place in blender. Reserve the rest of the pineapple for another use or another batch or popsicles.
Taste. If you want it sweeter, add 1 Tbsp. maple syrup and blend again. Add another tablespoon of maple syrup if you want it even sweeter.
Place upright in freezer for 30 minutes.
Cut the cherries in half and remove pits. Cut each half vertically to create 4 slices.
Maple syrup - Test the pineapple for sweetness. A good pineapple is usually sweet enough to where no maple syrup is needed. However, since a sweet pineapple is not always guaranteed, maple syrup is a natural way to take care of getting the sweetness you desire.
Blending - To prevent getting lots of pineapple threads, you'll need to blend for a couple of minutes. It is very hard to achieve a completely smooth mixture, but you can get close.
Cherries - If you can't find fresh cherries, you could use canned or even maraschino cherries. And if you can't find cherries at all, you could also use fresh strawberries or slices of kiwi.
Recipe author: MJ of MJ's Kitchen