01 - Preheat oven to 350°F. Line a 12-cup muffin pan with paper liners.
02 - In a medium bowl, whisk together the flour, baking powder, and salt until evenly combined.
03 - In a large bowl, beat the softened butter and granulated sugar together until light and fluffy.
04 - Add the eggs one at a time, mixing well after each addition to ensure full incorporation.
05 - Stir in the vanilla extract, crushed pineapple, and reserved pineapple juice until uniform.
06 - Gradually mix in half of the dry ingredients, followed by the milk, then the remaining dry ingredients, mixing just until combined. Avoid overmixing.
07 - Divide the batter evenly among the cupcake liners, filling each about 2/3 full.
08 - Bake for 16 to 18 minutes, or until a toothpick inserted in the center comes out clean. Allow cupcakes to cool completely before frosting.
09 - Beat the chilled heavy whipping cream in a clean bowl until soft peaks form.
10 - Add the powdered sugar, pineapple juice, and vanilla to the whipped cream. 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.