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Freshly baked Pineapple Upside Down Cupcakes resting on a wire rack over wax paper

Pineapple Upside Down Cupcakes


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5 from 9 reviews

Description

These Pineapple Upside Down Cupcakes offer a delightful twist on a classic dessert, featuring a tender, moist cake topped with a perfectly caramelized pineapple and cherry glaze. Simple to prepare using pantry staples, these individual treats are ideal for sharing and bring a nostalgic, comforting flavor to any gathering.


Ingredients

  • 1 cup melted butter
  • 2 cups brown sugar
  • 24 maraschino cherries
  • 2 cups crushed pineapple, well drained
  • 1 box pineapple cake mix
  • 1 cup pineapple juice
  • 1/2 cup vegetable oil
  • 3 large eggs


Instructions

  1. Prepare the oven. Preheat your oven to 350 degrees F and thoroughly grease a twelve-cup muffin tin with non-stick cooking spray.
  2. Layer butter and sugar. Spoon one teaspoon of melted butter into each muffin cup, followed by one tablespoon of brown sugar pressed into an even layer.
  3. Add fruit toppings. Place a maraschino cherry in the center of each cup and top with a heaping tablespoon of well-drained crushed pineapple, pressing down firmly.
  4. Mix the batter. In a large bowl, combine the cake mix, pineapple juice, vegetable oil, and eggs, mixing on low for 30 seconds then medium for two minutes until smooth.
  5. Fill the muffin cups. Pour the prepared cake batter evenly into each muffin cup, filling them almost to the top.
  6. Bake the cupcakes. Bake for approximately 20 minutes or until the tops are golden brown and a toothpick inserted into the center comes out clean.
  7. Cool and invert. Allow the cupcakes to rest for five minutes, then invert the pan onto wax paper to release the cakes with their fruit tops facing up.

Notes

  • Drain the crushed pineapple thoroughly in a fine-mesh sieve to ensure the caramel topping remains sticky rather than runny.
  • Use room temperature eggs to prevent the batter from lumping and to ensure a consistent, even rise.
  • If the cupcakes do not release easily, briefly warm the bottom of the muffin tin over a burner to melt the sugar glaze.
  • Light-colored metal muffin pans are preferred, as dark pans can cause the sugar layer to scorch before the cake is fully baked.
  • Prep Time: 20 mins
  • Cook Time: 20 mins
  • Category: Dessert
  • Method: Baking
  • Cuisine: American