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Pineapple Upside-Down Sugar Cookies


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  • Author: Lina Judi
  • Total Time: 32 minutes

Description

Delight in these soft and chewy Pineapple Upside-Down Sugar Cookies, featuring a luscious caramelized pineapple and cherry topping over a buttery sugar cookie base. Perfect for gatherings or a sweet treat anytime!


Ingredients

Scale
  • For the Topping:
    • 1/2 cup unsalted butter, melted
    • 1/2 cup brown sugar, packed
    • 1 can (20 oz) pineapple slices, drained and cut into small pieces
    • Maraschino cherries, halved
  • For the Sugar Cookies:
    • 1 cup unsalted butter, softened
    • 1 cup granulated sugar
    • 1 large egg
    • 1 tsp vanilla extract
    • 2 1/2 cups all-purpose flour
    • 1 tsp baking powder
    • 1/4 tsp salt

Instructions

  • Prepare the Topping:
    • Preheat your oven to 350°F (175°C) and lightly grease or line a muffin tin with parchment rounds.
    • In a small bowl, mix the melted butter and brown sugar until combined. Spoon about 1 tablespoon of this mixture into the bottom of each muffin cup.
    • Place a few small pieces of pineapple on top of the brown sugar mixture, then press half of a maraschino cherry in the center of each one.
  • Make the Sugar Cookie Dough:
    • In a large bowl, cream the softened butter and granulated sugar together until light and fluffy.
    • Beat in the egg and vanilla extract until well combined.
    • In a separate bowl, whisk together the flour, baking powder, and salt.
    • Gradually add the dry ingredients to the wet ingredients, mixing until a soft dough forms.
  • Assemble the Cookies:
    • Take about 1 1/2 tablespoons of cookie dough and press it over the pineapple and cherry topping in each muffin cup. Gently flatten the dough so it evenly covers the topping.
  • Bake:
    • Bake the cookies for 12-15 minutes, or until the edges are lightly golden.
    • Let the cookies cool in the muffin tin for 5 minutes before carefully flipping the tin over onto a parchment-lined surface or cooling rack.
  • Serve:
    • Serve warm or at room temperature. Enjoy the caramelized pineapple topping with the soft sugar cookie base!

Notes

  • Ensure the muffin tin is well-greased or lined to prevent sticking.
  • These cookies are best enjoyed fresh but can be stored in an airtight container for a few days.
  • Prep Time: 20 minutes
  • Cook Time: 12 minutes