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Pineapple Upside Sugar Cookies Recipe

4.5 from 77 reviews

Delightfully sweet and tropical, Pineapple Upside Sugar Cookies combine the classic buttery sugar cookie with juicy pineapple rings baked right on top for a unique and refreshing twist. These cookies feature a soft dough base topped with caramelized pineapple that adds moisture and natural sweetness, making them 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 the Oven: Set your oven to 350°F (175°C) and prepare your baking sheets by lining them with parchment paper to prevent sticking and ensure even baking.
  2. Cream Butter and Sugar: In a large mixing bowl, beat together the softened unsalted butter and granulated sugar until the mixture becomes light and fluffy, which helps create a tender cookie texture.
  3. Add Egg and Vanilla: Incorporate the egg and vanilla extract into the butter-sugar mixture, beating until the ingredients are fully combined and smooth.
  4. Mix Dry Ingredients: In another bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the wet ingredients, stirring until a soft, cohesive dough forms.
  5. Shape the Cookies: Roll the dough into balls approximately 1½ tablespoons each. Place them on the prepared baking sheet and gently flatten each ball into a disk shape.
  6. Add Pineapple Toppings: Place one pineapple ring on top of each dough disk, pressing down gently to secure it without flattening the dough too much.
  7. Sprinkle Sugar: Lightly sprinkle additional granulated sugar over the pineapple rings to add sparkle and enhance caramelization during baking.
  8. Bake the Cookies: Bake in the preheated oven for 12 to 14 minutes, or until the edges of the cookies are golden brown, indicating they are perfectly baked.
  9. Cool and Serve: Allow the cookies to cool on the baking sheet for about 5 minutes before transferring them to a wire rack to cool completely. This helps them set and prevents breakage.

Notes

  • Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
  • Use fresh pineapple slices if preferred, but adjust moisture levels accordingly.
  • Additional sugar sprinkled over pineapple helps caramelize and add a delightful texture contrast.
  • Cookies can be stored in an airtight container at room temperature for up to 3 days.
  • For a stronger vanilla flavor, use pure vanilla extract.

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