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Pineapple Upside Down Cupcakes 🍍✨

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If you’re a fan of the iconic pineapple upside-down cake but want something more portable and playful, these Pineapple Upside-Down Cupcakes are your dream come true. Combining juicy pineapple chunks, sweet caramelized sauce, and fluffy yellow cake batter, these cupcakes bring the tropical flavors of Hawaii straight to your plate. Topped with creamy buttercream frosting, they’re as delightful to make as they are to eat.


Why Pineapple Upside-Down Cupcakes Are So Loved

These cupcakes aren’t just about being cute—they’re about bringing together layers of flavor and texture into one irresistible treat. Here’s why everyone loves them:

  • Juicy Pineapple Topping: Caramelized pineapple rings or chunks add bursts of sweetness and tang.
  • Soft Yellow Cake Base: Light, buttery cake provides the perfect canvas for the tropical filling.
  • Creamy Buttercream Frosting: Adds richness and ties the whole dessert together beautifully.
  • Easy Prep: Requires no special equipment and can be made in under an hour.
  • Perfectly Portable: Great for parties, potlucks, or gifting to friends and family.

Ingredients You’ll Need

For the Pineapple Topping:

  • 1 cup canned pineapple chunks (or fresh pineapple, diced)
  • 2 tablespoons unsalted butter
  • 2 tablespoons brown sugar

For the Cake Batter:

  • 1 cup all-purpose flour
  • 3/4 cup granulated sugar
  • 1 teaspoon baking powder
  • 1/4 teaspoon salt
  • 1/2 cup milk (whole milk or buttermilk for extra tenderness)
  • 1 large egg
  • 1 teaspoon vanilla extract

For the Frosting:

  • 1/2 cup unsalted butter, softened
  • 2 cups powdered sugar, sifted
  • 1 teaspoon vanilla extract
  • 2–3 tablespoons milk (adjust for desired consistency)

Optional Garnish:

  • Maraschino cherries (for topping)
  • Fresh pineapple slices (for decoration)

Step-by-Step Instructions

1. Prepare the Pineapple Topping

In a small skillet over medium heat, melt the butter. Add the brown sugar and stir until it dissolves into a syrup-like consistency. Remove from heat and fold in the pineapple chunks. Set aside.

2. Make the Cake Batter

In a medium bowl, whisk together the flour, sugar, baking powder, and salt. In another bowl, combine the milk, egg, and vanilla extract. Gradually mix the wet ingredients into the dry ingredients until smooth and creamy.

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