Print

Pineapple Upside Sugar Cookies Recipe

4.7 from 76 reviews

These Pineapple Upside Sugar Cookies combine a classic soft sugar cookie base with a juicy pineapple ring topper, creating a delightful twist on traditional sugar cookies. Topped with sparkling sugar for extra sweetness and crunch, these cookies are perfect for a tropical-inspired treat.

Ingredients

Scale

Cookie Dough

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2½ cups all-purpose flour
  • ½ tsp baking soda
  • ¼ tsp salt

Topping

  • 1012 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and ensure easy cleanup.
  2. Cream Butter and Sugar: In a large bowl, cream together the softened unsalted butter and granulated sugar using an electric mixer until the mixture becomes light and fluffy, which creates a tender cookie texture.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract thoroughly until well combined to incorporate flavor and moisture into the dough.
  4. Mix Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the butter mixture, mixing just until a soft dough forms.
  5. Shape Dough Balls: Roll the dough into approximately 1½ tablespoon-sized balls, then flatten each slightly to prepare for topping.
  6. Assemble Cookies: Place the dough disks on the prepared baking sheets. Carefully press a well-drained pineapple ring on top of each dough disk, gently pressing to adhere them.
  7. Add Sugar Topping: Sprinkle a little additional granulated sugar on top of each pineapple ring to add sparkle and a sweet crunch.
  8. Bake: Bake the cookies in the preheated oven for 12–14 minutes or until the edges start to turn golden brown, indicating they are done.
  9. Cool: Allow the cookies to cool on the baking sheet for 5 minutes to set, then transfer them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
  • Flatten dough balls slightly to help the pineapple rings adhere better during baking.
  • You can sprinkle cinnamon sugar on top of pineapple for a spiced variation.
  • Store cooled cookies in an airtight container at room temperature for up to 5 days.

Keywords: pineapple cookies, sugar cookies, upside down cookies, pineapple dessert, baked pineapple cookies