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Pineapple Upside Sugar Cookies Recipe

4.6 from 73 reviews

These Pineapple Upside Sugar Cookies combine the classic sweetness of sugar cookies with a tropical twist. Each soft and buttery cookie is topped with a juicy pineapple ring, creating a delightful treat that’s perfect for any occasion.

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 the oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking.
  2. Cream Butter and Sugar: In a large bowl, cream the softened butter and granulated sugar together until the mixture is light and fluffy, which helps create a tender cookie.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until well combined to add moisture and flavor to the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to ensure even distribution of leavening and seasoning.
  5. Form Dough: Gradually add the dry ingredients to the butter mixture, mixing until a soft cookie dough forms without overworking it.
  6. Shape Cookies: Roll the dough into approximately 1½ tablespoon-sized balls, then flatten each ball slightly and place them on the prepared baking sheet with enough space between each.
  7. Add Pineapple Rings: Carefully top each flattened dough disk with a well-drained pineapple ring, gently pressing down to secure it on the cookie.
  8. Sprinkle Sugar: Lightly sprinkle additional granulated sugar on top of each pineapple ring to add sparkle and sweetness.
  9. Bake Cookies: Bake the cookies in the preheated oven for 12 to 14 minutes, or until the edges turn golden brown, indicating they are fully baked.
  10. Cool and Serve: Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely, ensuring they firm up and are easy to handle.

Notes

  • Be sure to drain and pat dry the pineapple rings thoroughly to prevent excess moisture from making the cookies soggy.
  • Use parchment paper or a silicone baking mat to help with easy removal and cleanup.
  • For a more tropical flavor, consider sprinkling a little cinnamon or nutmeg on the pineapple before baking.
  • Store cookies in an airtight container at room temperature for up to 5 days to maintain freshness.

Keywords: Pineapple sugar cookies, upside down cookies, tropical cookies, pineapple dessert, baked cookies, sugar cookie recipe