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Mini pineapple upside down cakes topped with cherries on a wooden board, golden and caramelized, with pineapple rings and melted brown sugar glaze

Mini Pineapple Upside Down Cakes (Perfectly Sweet for Father’s Day)

Samantha
Mini Pineapple Upside Down Cakes are the perfect make-ahead dessert for Father’s Day or any summer celebration. These muffin tin cakes feature caramelized pineapple, buttery vanilla cake, and sweet maraschino cherries for a nostalgic treat everyone will love.
Prep Time 20 minutes
Cook Time 25 minutes
Total Time 45 minutes
Course Dessert
Cuisine American
Servings 12 mini cakes
Calories 240 kcal

Ingredients
  

For the Topping:

  • ¼ cup unsalted butter melted
  • ½ cup light brown sugar packed
  • 6 pineapple rings halved
  • 12 maraschino cherries

For the Cake Batter:

  • ½ cup unsalted butter softened
  • ½ cup granulated sugar
  • 2 eggs
  • 1 teaspoon vanilla extract
  • 1 cup all-purpose flour
  • teaspoons baking powder
  • ¼ teaspoon salt
  • ¼ cup milk
  • ¼ cup pineapple juice from the can

Instructions
 

  • Prep the Pan:
    - Preheat oven to 350°F (175°C).
    - Grease a standard 12-cup muffin tin generously.
    - Spoon 1 teaspoon melted butter and 1 tablespoon brown sugar into each muffin cup.
  • Add Pineapple & Cherry:
    - Cut each pineapple ring in half.
    - Place one half-ring in each cup, curved side down.
    - Add a maraschino cherry in the center.
  • Make the Batter:
    - In a bowl, cream butter and sugar until light.
    - Beat in eggs one at a time, then vanilla.
    - In another bowl, whisk flour, baking powder, and salt.
    - Add dry ingredients to wet, alternating with milk and pineapple juice.
  • Fill the Muffin Cups:
    - Spoon batter over the pineapple topping, filling each cup about ¾ full.
  • Bake and Cool:
    - Bake for 22–25 minutes or until golden and a toothpick comes out clean.
    - Cool for 10 minutes before inverting the muffin tin onto a tray.
  • Serve:
    Serve warm, room temp, or chilled. Optional: add whipped cream or vanilla ice cream.

Notes

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Keyword father's day desserts, fruity desserts, individual cakes, mini pineapple upside down cakes, muffin tin cakes, pineapple desserts, small batch recipes, summer baking