Drain the crushed pineapple. Using a small wire mesh strainer seems to work the best, with a spatula and pushing all the juice into a cup or bowl (to drink or discard). The more juice you drain the better or else it will cause separation. Next combine all the ingredients except the Cool Whip® and cherry pie filling. Mix well. Fold in cherry pie filling and then the Cool Whip®. Let set overnight and enjoy!