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Pineapple Upside Sugar Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 3.9 from 72 reviews
  • Author: Elina
  • Prep Time: 10 minutes
  • Cook Time: 14 minutes
  • Total Time: 29 minutes
  • Yield: 12 servings 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

Delightfully sweet Pineapple Upside Sugar Cookies combine the tropical flavor of pineapple rings with classic sugar cookie dough. Topped with a lightly sparkling sugar crust, these vibrant cookies bake to a golden perfection with a soft, buttery texture and a fruity twist 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 and prepare baking sheets. 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 bowl, beat the softened unsalted butter and granulated sugar together until the mixture becomes light and fluffy, creating the perfect base for your cookies.
  3. Add egg and vanilla. Beat in the egg and vanilla extract until they are fully incorporated, ensuring a smooth, cohesive dough.
  4. Mix dry ingredients. In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to evenly distribute the leavening agents and seasoning.
  5. Combine dry and wet ingredients. Gradually add the flour mixture into the butter mixture, stirring until a soft dough forms without overmixing.
  6. Form cookie dough balls. Roll the dough into balls approximately 1½ tablespoons in size, then flatten each slightly to create a disk shape.
  7. Assemble cookies. Place the dough disks on the prepared baking sheets. Gently press one pineapple ring on top of each dough disk to adhere it.
  8. Add sugar sparkle. Sprinkle additional granulated sugar on top of each pineapple ring for a beautiful, sparkling finish.
  9. Bake cookies. Bake the cookies in the preheated oven for 12–14 minutes until the edges turn golden brown, signaling perfection.
  10. Cool and transfer. Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely, preserving texture and flavor.

Notes

  • Ensure pineapple rings are well-drained and patted dry to avoid soggy cookies.
  • You can substitute canned pineapple rings with fresh, thick-cut pineapple slices if desired.
  • For extra flavor, consider adding a pinch of ground cinnamon to the dough.
  • Store cookies in an airtight container at room temperature for up to 5 days.
  • These cookies can be gently reheated in a low oven to soften the pineapple topping before serving.