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Pineapple Upside Down Cupcakes

Pineapple Upside Down Cupcakes stuffed with crushed pineapple, brown sugar caramel, and a cherry on top! Easy cupcakes made from a cake mix with mega pineapple flavor.
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Course: Dessert
Cuisine: American
Prep Time: 10 minutes
Cook Time: 20 minutes
Total Time: 30 minutes
Servings: 20 Cupcakes

Ingredients

  • Cooking spray
  • 1/2 cup butter melted
  • 1 1/2 cups brown sugar
  • 24 maraschino cherries
  • 20 oz can crushed pineapple reserve juice
  • 15.25 oz package yellow cake mix
  • Vegetable oil and eggs per cake mix instructions
  • 1 1/3 cups pineapple juice
  • Confectioners' sugar for dusting optional

Instructions

  • Preheat oven to 350°F and spray 24 muffin cups with cooking spray.
  • Line a surface with parchment paper.
  • Add 1 tsp melted butter to each muffin cup.
  • Add 1 tbsp brown sugar to each cup.
  • Place a cherry in the center of each cup.
  • Top each with a heaping tbsp crushed pineapple.
  • Make cake batter per box instructions, using pineapple juice instead of water.
  • Pour batter into prepared muffin cups, filling almost to the top.
  • Bake for 18-22 minutes until a toothpick inserted comes out clean.
  • Allow to cool 5 minutes, then invert onto the parchment to release.
  • Optionally, dust with confectioners' sugar before serving.

Notes

  • - Use pineapple juice reserved from the crushed pineapple can to replace the water in the cake mix. Add water if needed to meet liquid requirements.
  • - For a pretty presentation, you can use pineapple tidbits instead of crushed pineapple, but the flavor won't be as strong.