01 - Preheat oven to 350°F. Line a 12-cup muffin pan with paper liners.
02 - In a medium bowl, whisk together the all-purpose flour, baking powder, and salt.
03 - In a large bowl, beat the softened unsalted butter and granulated sugar together until light and fluffy.
04 - Add the large eggs one at a time, mixing well after each addition.
05 - Stir in the vanilla extract, drained crushed pineapple, and reserved pineapple juice.
06 - Gradually mix in half the dry ingredients, then the whole milk, then the remaining dry ingredients, mixing just until combined.
07 - Divide the batter evenly among the lined cupcake cups, filling each about 2/3 full.
08 - Bake for 16 to 18 minutes, or until a toothpick inserted in the center comes out clean. Let the cupcakes cool completely before frosting.
09 - Beat the chilled heavy whipping cream until soft peaks form.
10 - Add the powdered sugar, pineapple juice, and vanilla extract. Continue beating until stiff peaks form. Tint with yellow food coloring if desired.
11 - Pipe or spread the whipped frosting generously over the completely cooled cupcakes.
12 - Top each cupcake with a pineapple wedge or maraschino cherry, if desired.