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Pineapple Upside-Down Cupcakes: Irresistibly Juicy & Golden!


  • Author: Sophie
  • Total Time: 45 minutes
  • Yield: 8 servings 1x
  • Diet: Vegetarian

Description

These Pineapple Upside-Down Cupcakes are a delightful twist on the classic dessert, featuring a moist, buttery cake topped with caramelized pineapple rings and maraschino cherries. Each bite offers a burst of tropical sweetness, complemented by a rich, golden texture that melts in your mouth.


Ingredients

Scale
  • Cake:
    • 1 cup all-purpose flour
    • 1/2 cup granulated sugar
    • 1/2 cup unsalted butter, softened
    • 2 large eggs
    • 1/2 cup milk
    • 1 teaspoon baking powder
    • 1/2 teaspoon vanilla extract
  • Topping:
    • 1 can (20 oz) sliced pineapple in juice, drained
    • 1/4 cup brown sugar
    • 8 maraschino cherries

Instructions

  1. Preheat your oven to 350°F (175°C).
  2. In a small saucepan, melt 1/4 cup of brown sugar over medium heat until bubbly, then remove from heat.
  3. Pour the melted brown sugar into the bottom of a muffin tin, dividing it evenly among 8 cups.
  4. Place one pineapple slice in each cup and add a maraschino cherry in the center of each slice.
  5. In a mixing bowl, cream together 1/2 cup of softened butter and 1/2 cup of granulated sugar until light and fluffy.
  6. Add the eggs one at a time, mixing well after each addition, then stir in the vanilla extract.
  7. In another bowl, whisk together the flour and baking powder, then gradually add to the butter mixture, alternating with the milk until just combined.
  8. Divide the batter evenly over the pineapple and cherry layers in the muffin tin.
  9. Bake for 20-25 minutes, or until a toothpick inserted into the center comes out clean.
  10. Let cool for 5 minutes before inverting onto a serving platter.

Notes

  • Make-ahead: You can prepare the batter a day in advance and store it in the refrigerator until ready to bake.
  • Storage: Store leftover cupcakes in an airtight container at room temperature for up to 3 days.
  • Substitutions: Use coconut milk for a dairy-free version or swap the pineapple for peaches for a different flavor.
  • Prep Time: 20 minutes
  • Cook Time: 25 minutes
  • Category: desserts
  • Method: baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cupcake
  • Calories: 250
  • Sugar: 18 grams
  • Sodium: 150 milligrams
  • Fat: 10 grams
  • Saturated Fat: 6 grams
  • Unsaturated Fat: 3 grams
  • Trans Fat: 0 grams
  • Carbohydrates: 36 grams
  • Fiber: 1 gram
  • Protein: 2 grams
  • Cholesterol: 40 milligrams

Keywords: Pineapple Upside-Down Cupcakes, dessert, tropical cupcakes, pineapple dessert, easy cupcakes, baking, sweet treats, summer desserts, individual desserts, fruity cupcakes, maraschino cherries, caramelized pineapple