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A tray of fresh Pineapple Upside Down Cupcakes cooling on waxed paper after being flipped.

Pineapple Upside Down Cupcakes


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5 from 12 reviews

Description

These individual pineapple upside-down cupcakes provide a perfect, perfectly caramelized treat in every bite. With their dense fruit topping and tender sponge, they offer an elegant and foolproof alternative to traditional large-format cakes.


Ingredients

  • 1/4 cup salted butter, melted
  • 1 cup brown sugar, packed
  • 24 maraschino cherries
  • 1 can (20 oz) crushed pineapple, well-drained
  • 1 box yellow cake mix
  • 1 cup pineapple juice
  • 1/2 cup vegetable oil
  • 3 large eggs


Instructions

  1. Preheat and prep. Preheat oven to 350°F and grease two 12-cup muffin tins thoroughly.
  2. Layer the caramel. Pour one teaspoon of melted butter into each cup, then top with one tablespoon of brown sugar.
  3. Anchor the cherries. Place one maraschino cherry in the center of each cup, pressing it into the sugar.
  4. Add the pineapple. Spoon one heaping tablespoon of crushed pineapple over each cherry and compact it firmly.
  5. Mix the batter. Whisk together cake mix, pineapple juice, oil, and eggs until smooth and pale.
  6. Portion the batter. Fill each muffin tin to the top rim with the prepared cake batter.
  7. Bake the cupcakes. Bake for 20 minutes until the tops are springy and a toothpick comes out clean.
  8. Invert the cakes. Let cool for five minutes, then carefully flip the tins over onto a baking sheet to release.

Notes

  • Ensure pineapple is thoroughly drained to prevent a gummy texture under the cake.
  • Use room temperature eggs to guarantee proper emulsification of the butter and batter.
  • Weigh dry ingredients on a kitchen scale to ensure the perfect cake consistency.
  • Invert the cupcakes within ten minutes of baking so the caramel remains fluid.
  • Prep Time: 20 mins
  • Cook Time: 20 mins
  • Category: Dessert
  • Method: Baking
  • Cuisine: American