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Quick Pineapple Upside Down Cupcakes From Scratch

Quick Pineapple Upside Down Cupcakes From Scratch are a whimsical twist on the beloved classic dessert, featuring fluffy cupcakes topped with caramelized pineapple and a cherry.
Prep Time 15 minutes
Cook Time 22 minutes
Total Time 37 minutes
Course Dessert
Cuisine American
Servings 12 cupcakes
Calories 250 kcal

Equipment

  • Muffin Tin
  • Mixing Bowl
  • Saucepan
  • Hand Mixer

Ingredients
  

Dry Ingredients

  • 1.5 cups All-purpose flour Provides structure and stability.
  • 0.75 cups Granulated sugar Adds sweetness and helps create a tender crumb.
  • 1 teaspoon Baking powder Essential for leavening the cupcakes.
  • 0.25 teaspoon Salt Balances the sweetness.

Wet Ingredients

  • 0.5 cups Unsalted butter Softened to room temperature for richness.
  • 2 large Eggs Provide moisture and binding.
  • 0.5 cups Milk Adds moisture to the batter.

Toppings

  • 1 can Pineapple slices Drained, for the iconic topping.
  • 8 pieces Maraschino cherries For topping the pineapple slices.

Instructions
 

  • Preheat your oven to 350°F (175°C).
  • Prepare a muffin tin by greasing it or lining it with cupcake liners.
  • Melt ¼ cup of unsalted butter in a saucepan, then stir in ½ cup of brown sugar until smooth and bubbly.
  • Distribute the caramel mixture into the bottom of each cupcake liner.
  • Place a pineapple slice on top of the caramel in each cup and add a maraschino cherry in the center.
  • Cream together ½ cup of softened unsalted butter and ¾ cup of granulated sugar until light and fluffy.
  • Add the eggs one at a time, mixing well after each addition.
  • In a separate bowl, whisk together 1 ½ cups of flour, 1 teaspoon of baking powder, and ¼ teaspoon of salt.
  • Gradually add the dry ingredients to the creamed mixture, alternating with ½ cup of milk.
  • Spoon the batter over the pineapple slices in the muffin tin, filling each cup about ¾ full.
  • Bake for 18-22 minutes, or until a toothpick comes out clean.
  • Allow the cupcakes to cool in the tin for 5 minutes before inverting onto a serving plate.
  • Let the cupcakes cool completely before serving.

Notes

Store leftovers in an airtight container at room temperature for up to 2 days or in the refrigerator for up to a week.
Keyword Cupcakes, Easy