Pineapple Upside-Down Cupcakes

Pineapple Upside-Down Cupcakes bring a classic dessert into a fun, individual-sized treat. These cupcakes feature a caramelized pineapple topping and a soft, buttery cake base, making them perfect for a tropical-themed party or a sweet personal indulgence.

Ingredients:

For the Pineapple Topping:
  • 1/4 cup unsalted butter
  • 1/2 cup brown sugar, packed
  • 8-10 pineapple rings (canned or fresh)
  • Maraschino cherries (optional, for garnish)
For the Cupcakes:
  • 1 1/2 cups all-purpose flour
  • 1 cup granulated sugar
  • 1/2 cup unsalted butter, softened
  • 1/2 cup whole milk
  • 2 large eggs
  • 1 1/2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1 teaspoon vanilla extract

Instructions:

Prepare the Pineapple Topping:
  1. Preheat Oven: Preheat your oven to 350°F (175°C). Grease a 12-cup muffin tin or line with cupcake liners.
  2. Make Caramel: In a small saucepan, melt the butter over medium heat. Add the brown sugar and stir until the sugar is fully dissolved and the mixture is smooth. Remove from heat.
  3. Prepare Pineapple: If using canned pineapple rings, drain them well. If using fresh, peel, core, and cut into rings.
  4. Place Pineapple in Pan: Spoon a small amount of the caramel mixture into the bottom of each cupcake cup. Place a pineapple ring on top of the caramel, and add a maraschino cherry in the center of each pineapple ring, if desired.
Prepare the Cupcake Batter:
  1. Cream Butter and Sugar: In a large bowl, cream together the softened butter and granulated sugar until light and fluffy.
  2. Add Eggs and Vanilla: Beat in the eggs one at a time, then mix in the vanilla extract.
  3. Combine Dry Ingredients: In a separate bowl, whisk together the flour, baking powder, and salt.
  4. Add Dry to Wet: Gradually add the dry ingredients to the wet ingredients, alternating with the milk, beginning and ending with the flour mixture. Mix until just combined.
  5. Fill Cupcake Cups: Spoon the batter evenly over the pineapple rings in the cupcake tin, filling each cup about 2/3 full.
  6. Bake: Bake for 20-25 minutes, or until a toothpick inserted into the center of a cupcake comes out clean.
  7. Cool: Allow the cupcakes to cool in the tin for about 5 minutes. Then, carefully invert them onto a serving plate. If necessary, use a knife to gently loosen any stuck bits.
Serve:
  1. Garnish: Optionally, garnish with additional maraschino cherries or a drizzle of extra caramel sauce if desired.
  2. Enjoy: Serve warm or at room temperature. These cupcakes are delightful on their own or with a dollop of whipped cream or vanilla ice cream.

Tips for Perfect Cupcakes:

  • Even Caramel Distribution: Ensure the caramel mixture is evenly distributed in each cupcake cup to avoid uneven topping.
  • Avoid Overfilling: Fill the cupcake cups only 2/3 full to prevent overflow.
  • Cooling: Let the cupcakes cool slightly before inverting to avoid breaking the topping.

Why You’ll Love This Recipe:

  • Tropical Flavor: The caramelized pineapple adds a sweet and tangy tropical flavor that’s hard to resist.
  • Individual Servings: Cupcakes make serving and portion control easy, plus they’re fun to eat!
  • Classic Twist: These cupcakes are a delightful twist on the traditional pineapple upside-down cake, perfect for any occasion.

Enjoy making and savoring these Pineapple Upside-Down Cupcakes—a sweet and charming dessert that combines classic flavors with a modern twist!

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