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Pineapple Upside Down Cupcakes Recipe

Pineapple Upside Down Cupcakes Recipe


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4.7 from 32 reviews

  • Total Time: 50 minutes
  • Yield: 12 1x

Description

Scrumptious pineapple upside down cupcakes bring a delightful twist to classic desserts. Caramelized fruit and moist cake create a perfect balance of sweetness that will tempt you to savor every delectable bite.


Ingredients

Scale

Cupcake Base:

  • 1 1/2 cups all-purpose flour
  • 1/2 cup granulated sugar
  • 1/2 cup brown sugar, packed
  • 1/2 cup unsalted butter, softened
  • 2 large eggs
  • 1/2 cup pineapple juice
  • 1/4 cup milk (whole or 2%)
  • 1 teaspoon vanilla extract
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt

Caramelized Topping:

  • 1/4 cup unsalted butter, melted
  • 1/2 cup brown sugar, packed
  • 12 pineapple slices, cut to fit muffin tins
  • 12 maraschino cherries

Note: All measurements are provided in both standard and American units.


Instructions

  1. Prepare the oven to 350F (175C) and generously coat a 12-cup muffin tin with non-stick spray or butter to ensure easy removal.
  2. Create the caramelized base by whisking melted butter with brown sugar until smooth, then evenly distribute the mixture across each muffin cavity.
  3. Arrange a single pineapple slice and a vibrant maraschino cherry at the bottom of each prepared cup, creating a colorful foundation.
  4. In a large mixing bowl, cream together softened butter with granulated and brown sugars until the mixture becomes light and airy, developing a fluffy texture.
  5. Incorporate eggs individually into the butter-sugar mixture, blending thoroughly after each addition, then gently fold in vanilla extract for enhanced flavor.
  6. Separately, sift together flour, baking powder, baking soda, and salt to eliminate potential lumps and ensure even distribution of dry ingredients.
  7. Gradually fold the dry ingredients into the wet mixture, alternating with pineapple juice and milk, stirring gently to maintain a smooth, consistent batter.
  8. Carefully spoon the batter over the pineapple and cherry layer, filling each cup approximately three-quarters full to allow room for rising.
  9. Bake for 20-25 minutes, monitoring until a toothpick inserted into the center emerges clean and the tops turn golden brown.
  10. Allow cupcakes to rest in the tin for 5 minutes, then swiftly invert onto a baking sheet, letting the caramelized topping naturally release from the pan.
  11. Let the cupcakes cool completely, allowing the flavors to settle and the caramel to set before serving.

Notes

  • Perfectly grease the muffin tin with butter or cooking spray to ensure the cupcakes release smoothly without sticking.
  • Use room temperature ingredients like eggs and butter to create a more uniform and fluffy batter that blends seamlessly.
  • Gently fold dry ingredients into wet ingredients to maintain air bubbles and prevent dense, tough cupcakes.
  • For a gluten-free version, substitute all-purpose flour with a gluten-free blend and add a pinch of xanthan gum to improve texture.
  • Prep Time: 25 minutes
  • Cook Time: 25 minutes
  • Category: Desserts, Snacks
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 12
  • Calories: 210 kcal
  • Sugar: 20 g
  • Sodium: 110 mg
  • Fat: 9 g
  • Saturated Fat: 5 g
  • Unsaturated Fat: 3 g
  • Trans Fat: 0 g
  • Carbohydrates: 29 g
  • Fiber: 1 g
  • Protein: 2 g
  • Cholesterol: 35 mg