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Pineapple Upside Sugar Cookies Recipe

4.7 from 102 reviews

Delightful Pineapple Upside Sugar Cookies combine the tropical sweetness of pineapple rings with classic buttery sugar cookies. This easy-to-make recipe features soft, tender cookies topped with juicy pineapple slices and a sprinkle of sugar for a sparkling finish. Perfect for a fun twist on traditional sugar cookies, these treats are sure to please at any gathering or for a sweet snack.

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 the baking sheets with parchment paper to prevent sticking and ensure easy cleanup.
  2. Cream Butter and Sugar: In a large bowl, use an electric mixer to beat the softened butter and granulated sugar together until the mixture is light, fluffy, and well combined, which helps create a tender cookie texture.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract thoroughly until the mixture is smooth and uniform, ensuring the cookies have rich flavor and good structure.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually incorporate this dry mixture into the wet mixture, mixing just until a soft dough forms.
  5. Shape Cookie Dough: Roll the dough into 1½ tablespoon-sized balls. Flatten each ball slightly to form cookie disks and place them spaced evenly on the prepared baking sheets.
  6. Add Pineapple Rings: Gently press one well-drained pineapple ring on top of each dough disk, ensuring it adheres well without flattening the dough too much.
  7. Sprinkle Sugar: Lightly sprinkle additional granulated sugar over the pineapple rings to add a sparkling, sweet finish that caramelizes slightly during baking.
  8. Bake Cookies: Bake the cookies in the preheated oven for 12–14 minutes, or until the edges are golden brown and the cookies are set.
  9. Cool: Remove from oven and allow the cookies to cool on the baking sheet for 5 minutes to firm up before transferring them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to avoid soggy cookies.
  • You can substitute fresh pineapple rings if desired but drain them thoroughly.
  • For extra crunch, consider lightly toasting the pineapple rings before placing them on the cookie dough.
  • Store cookies in an airtight container at room temperature for up to 3 days.
  • Chilling dough for 15-20 minutes before shaping can help maintain cookie shape but is optional.

Keywords: Pineapple cookies, Sugar cookies, Upside-down cookies, Pineapple desserts, Easy cookie recipe, Tropical cookies, Holiday treats