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Pineapple Upside Sugar Cookies Recipe

4.9 from 142 reviews

Delight in these Pineapple Upside Sugar Cookies, a fun twist on classic sugar cookies topped with juicy pineapple rings for a tropical touch. Soft, buttery cookies are baked with a caramelized pineapple topping and a sprinkle of sugar for added sweetness and sparkle. Perfect for a unique dessert or snack that combines familiar flavors with a fresh presentation.

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

Toppings

  • 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 even baking.
  2. Cream Butter and Sugar: In a large mixing bowl, cream the softened butter and granulated sugar together until the mixture is light and fluffy, which helps create a tender cookie texture.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until they are fully incorporated, providing moisture and flavor to the dough.
  4. Combine 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 until a soft dough forms.
  5. Shape Dough: Roll the dough into 1½ tablespoon-sized balls, then slightly flatten each ball before placing them on the prepared baking sheets, spacing them adequately.
  6. Add Pineapple Rings: Place one well-drained and patted dry pineapple ring on top of each dough disc, pressing gently to adhere without smashing the dough.
  7. Sprinkle Sugar: Lightly sprinkle additional granulated sugar over the pineapple rings to add sparkle and an extra touch of sweetness.
  8. Bake Cookies: Bake in the preheated oven for 12 to 14 minutes or until the edges of the cookies are golden brown.
  9. Cool Cookies: 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 nicely.

Notes

  • Ensure pineapple rings are thoroughly patted dry to prevent the dough from becoming soggy.
  • You can use fresh pineapple rings if preferred, but be sure they are sliced thinly and drained well.
  • For added flavor, sprinkle a pinch of cinnamon on the sugar before baking.
  • Store cookies in an airtight container at room temperature for up to 3 days.
  • These cookies can be frozen before baking; freeze shaped dough balls topped with pineapple rings and sugar on a baking sheet, then transfer to a freezer bag. Bake directly from frozen, increasing time by 2-3 minutes.

Keywords: pineapple sugar cookies, upside down cookies, tropical cookies, fruit topped cookies, pineapple desserts