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Pineapple Upside Down Sugar Cookies

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A delightful twist on a classic dessert, Pineapple Upside Down Sugar Cookies combine sweet pineapple and caramelized brown sugar flavors in a soft, buttery cookie perfect for any occasion.

Ingredients

Scale
  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1/2 cup brown sugar, packed
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup crushed pineapple, drained
  • 1/4 cup chopped maraschino cherries (optional)
  • 2 tablespoons brown sugar (for topping)
  • 1 tablespoon unsalted butter (for topping)

Instructions

  1. Preheat oven to 350°F (175°C). Line a baking sheet with parchment paper.
  2. In a large bowl, cream together the softened butter, granulated sugar, and brown sugar until light and fluffy.
  3. Beat in the egg and vanilla extract until fully combined.
  4. In a separate bowl, whisk together the flour, baking soda, and salt.
  5. Gradually add the dry ingredients to the wet ingredients, mixing until just combined.
  6. In a small saucepan, melt 1 tablespoon of butter and mix with 2 tablespoons brown sugar to create the caramelized topping.
  7. Drop spoonfuls of cookie dough onto the prepared baking sheet. Press a small amount of the caramelized topping on each cookie ball, then gently press a piece of drained pineapple and a cherry on top.
  8. Bake for 12–15 minutes or until edges are lightly golden.
  9. Remove from oven and allow cookies to cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.

Notes

For extra flavor, chill the dough for 30 minutes before baking to enhance texture and taste.

Find it online: https://justflowe.com/pineapple-upside-down-sugar-cookies/