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Mini Pineapple Upside-Down Cookie Cakes – A Sweet, Tropical Twist on a Classic Favorite

Try these Mini Pineapple Upside-Down Cookie Cakes for a sweet twist on a classic favorite – perfect for any occasion!

Ingredients

Scale
  • 1 cupunsalted butter, room temperature
  • 1 ½ cupsgranulated sugar
  • 2large eggs
  • 2 teaspoonsvanilla extract
  • ½ cupsour cream
  • 3 cupsall-purpose flour
  • 1 teaspoonbaking powder
  • 1 teaspooncornstarch
  • ½ teaspoonsalt
  • 13canned pineapple slices
  • 13maraschino cherries
  • ½ cupunsalted butter, melted
  • 1 cuplight brown sugar, packed

Instructions

  1. Preheat oven to 350°F. Grease a mini round cake pan and set aside.
  2. In a large mixing bowl, beat the room-temperature butter and granulated sugar until light and fluffy.
  3. Add eggs, vanilla extract, and sour cream, mixing until fully combined.
  4. In a separate bowl, whisk together flour, baking powder, cornstarch, and salt. Gradually add to the wet ingredients, mixing until just combined.
  5. In another bowl, mix melted butter and brown sugar until smooth.
  6. Spoon about 1 tablespoon of the brown sugar mixture into each cavity of the cake pan, spreading evenly.
  7. Place a pineapple slice over the brown sugar mixture and a maraschino cherry in the center of each pineapple slice.
  8. Using a 3-tablespoon scoop, drop cookie dough on top, then gently spread with an offset spatula to create an even layer.
  9. Bake for 25 minutes or until edges are golden brown and caramelized sugar is bubbling.
  10. Let cool for 10 minutes, then carefully invert onto a wax paper-lined surface. If any pineapple slices stick, reposition them on the cakes.
  11. Allow to cool completely before serving. Store in an airtight container and enjoy within 2-3 days for the best taste.