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Pineapple upside-down cupcakes with caramelized pineapple and cherries, cooling on a wire rack. One cupcake is cut open, showing its moist texture.

Pineapple Upside-Down Cupcakes That Make You Smile


  • Author: Sofia
  • Total Time: 35 min
  • Yield: 2 cupcakes 1x
  • Diet: Vegetarian

Description

These Pineapple Upside-Down Cupcakes are moist, buttery, and topped with caramelized pineapple and cherries. A fun twist on the classic cake, they’re perfect for any occasion!


Ingredients

Scale

For the Topping:

  • ¼ cup unsalted butter, melted
  • ½ cup brown sugar, packed
  • 6 pineapple rings (halved or quartered)
  • 12 maraschino cherries

For the Batter:

  • 1 ½ cups all-purpose flour
  • 1 ½ teaspoons baking powder
  • ¼ teaspoon salt
  • ½ cup unsalted butter, softened
  • ¾ cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • ½ cup buttermilk
  • ¼ cup pineapple juice

Instructions

  • Preheat oven to 350°F (175°C). Grease a 12-cup muffin tin.
  • In a small bowl, mix melted butter and brown sugar. Spoon 1 teaspoon into each muffin cup.
  • Place a pineapple piece over the sugar, then add a maraschino cherry in the center.
  • In a medium bowl, whisk flour, baking powder, and salt.
  • In a large bowl, beat butter and sugar until fluffy. Add eggs and vanilla.
  • Gradually mix in dry ingredients, alternating with buttermilk and pineapple juice.
  • Fill muffin cups ¾ full. Bake for 18-22 minutes, until a toothpick comes out clean.
  • Cool for 5 minutes, then invert onto a wire rack while warm.

Notes

  • Grease the pan well to prevent sticking.
  • Store at room temperature for 2 days or refrigerate for up to 5 days.
  • Prep Time: 15 min
  • Cook Time: 20 min
  • Category: Dessert
  • Method: Baked
  • Cuisine: American

Nutrition

  • Serving Size: 1 cupcake
  • Calories: 230
  • Sugar: 22g
  • Sodium: 10g
  • Fat: 10g
  • Saturated Fat: 6g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 32g
  • Fiber: 1g
  • Protein: 3g
  • Cholesterol: 45mg