Mini Pineapple Upside-Down Cookie Cakes

Here’s a delicious and easy recipe for Mini Pineapple Upside-Down Cookie Cakes – a fun twist on the classic dessert, baked in muffin tins and made with cookie dough!

Mini Pineapple Upside-Down Cookie Cakes

Makes: 12 mini cakes

Prep Time: 20 minutes

Bake Time: 18–22 minutes

Ingredients

For the topping:

  • ¼ cup (½ stick) unsalted butter, melted
  • ⅓ cup packed light brown sugar
  • 6 canned pineapple rings, halved
  • 6 maraschino cherries, halved

For the cookie base:

  • 1 cup (2 sticks) unsalted butter, softened
  • ¾ cup granulated sugar
  • ¾ cup packed brown sugar
  • 2 large eggs
  • 2 teaspoons vanilla extract
  • 2 ½ cups all-purpose flour
  • 1 teaspoon baking soda
  • ½ teaspoon salt

Instructions

  1. Preheat oven to 350°F (175°C). Lightly grease a standard 12-cup muffin tin.
  2. Make the topping: In a small bowl, combine melted butter and brown sugar. Spoon about 1 teaspoon of the mixture into each muffin cup. Add one half of a pineapple ring and one cherry half (cut side up) to each cup.
  3. Make the cookie dough:
    • In a large bowl, cream the softened butter, granulated sugar, and brown sugar until light and fluffy.
    • Beat in the eggs one at a time, then add the vanilla.
    • In a separate bowl, whisk together the flour, baking soda, and salt.
    • Gradually mix the dry ingredients into the wet ingredients until just combined.
  4. Assemble: Scoop about 2 tablespoons of cookie dough and gently press it over the pineapple in each muffin cup, filling about ¾ full.
  5. Bake for 18–22 minutes or until cookie tops are golden and set.
  6. Cool & invert: Let the cakes cool in the pan for 5 minutes, then run a knife around the edges and carefully invert onto a baking sheet or wire rack. Let cool completely.

Tips

  • Use crushed pineapple if you prefer a different texture.
  • Add a pinch of cinnamon or nutmeg to the topping for extra flavor.
  • Serve with a scoop of vanilla ice cream for a decadent treat.

Would you like a printable version or photo example of the final product?

Leave a Comment