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Delicious Pineapple Upside Down Cupcakes with caramelized pineapple topping

Pineapple Upside Down Cupcakes

Delicious and visually striking cupcakes with a caramelized pineapple topping, marrying flavors of butter, brown sugar, and maraschino cherries for a delightful dessert.
Prep Time 25 minutes
Cook Time 25 minutes
Total Time 50 minutes
Course Dessert
Cuisine American
Servings 12 cupcakes
Calories 200 kcal

Ingredients
  

Caramel Base

  • 1/4 cup unsalted butter, melted Use high-quality butter for the cleanest caramel.
  • 1/2 cup light brown sugar For deeper flavor, a portion of dark brown sugar can be used.
  • 4–5 rings canned pineapple, drained Use pineapple packed in juice for a brighter flavor.
  • 12 pieces maraschino cherries Drain well and pat dry before using.

Cupcake Batter

  • 1 cup all-purpose flour Spoon and level for accuracy.
  • 3/4 cup granulated sugar Balances the flavor of the cupcakes.
  • 1 teaspoon baking powder Keeps the cupcakes light and airy.
  • 1/2 teaspoon salt Enhances sweetness and balances flavors.
  • 1/4 cup vegetable oil Keeps the cake moist.
  • 1 large egg, lightly beaten Adds structure and richness.
  • 1/2 cup milk Use whole or 2% milk.
  • 1/4 cup pineapple juice Use juice from the drained canned pineapple.

Optional Add-ons

  • Pinch cinnamon or ground ginger Adds a warming spice to the caramel.
  • Zest of half a lemon or lime For a citrus lift.
  • Flaked toasted coconut To sprinkle on cupcakes before serving.
  • A spoonful of crème fraîche or lightly sweetened whipped cream For serving.

Instructions
 

Preparation

  • Preheat your oven to 350°F (175°C). Grease a 12-cup muffin tin with butter or a neutral cooking spray.
  • In a small bowl, combine the melted butter with the light brown sugar. Stir until the mixture looks like wet sand.
  • Spoon about 1-1.5 teaspoons of this mixture into the base of each muffin cup.
  • Place a drained pineapple ring in each muffin cup, pressing gently into the mixture. Nestle a maraschino cherry in the center.

Making the Batter

  • In a medium bowl, whisk together the flour, granulated sugar, baking powder, and salt.
  • In a separate bowl, whisk the oil, lightly beaten egg, milk, and pineapple juice until smooth.
  • Pour the wet mixture into the dry ingredients and stir until just combined.
  • Fill each muffin cup about two-thirds full with the batter.

Baking

  • Bake the cupcakes for 20-25 minutes, rotating the pan halfway through.
  • They're done when a toothpick comes out clean or with a few moist crumbs.

Cooling and Serving

  • Allow the cupcakes to cool in the pan for 5 minutes, then invert onto a wire rack or plate.
  • Serve warm or at room temperature, optionally with a dollop of whipped cream or scoop of ice cream.

Notes

Store in an airtight container at room temperature for up to 2 days. For longer storage, refrigerate up to 4 days.
Keyword Baked Goods, Cupcake Recipe, Dessert Recipe, Pineapple Upside Down Cupcakes, Summer Desserts