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Pineapple Upside Down Cookies

Pineapple Upside Down Cookies
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These Pineapple Upside Down Cookies combine the nostalgic flavors of classic pineapple upside down cake into portable, bite-sized treats. Featuring caramelized pineapple chunks, brown sugar sweetness, and a soft yet slightly chewy texture, these cookies are perfect for casual gatherings, special celebrations, or an everyday snack.

Ingredients

Scale

Main Ingredients

  • 1 cup pineapple chunks (fresh or canned, drained)
  • 1/2 cup brown sugar (divided)
  • 1/2 cup unsalted butter (softened, divided)
  • 1 1/4 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/4 teaspoon salt
  • 1 large egg
  • 1 teaspoon vanilla extract

Instructions

  1. Prepare the Pineapple Topping: Heat 1/4 cup brown sugar and 1/4 cup butter in a small pan over medium heat until melted and bubbly. Stir in the pineapple chunks until they are well coated and caramelized, creating the sticky sweet pineapple topping.
  2. Mix the Cookie Dough: In a mixing bowl, cream together the remaining 1/4 cup butter and 1/4 cup brown sugar until smooth. Beat in the egg and vanilla extract. Gradually add the flour, baking powder, and salt, stirring until a slightly sticky but manageable dough forms.
  3. Assemble the Cookies: Using a cookie scoop or spoon, portion dough into a greased muffin tin or on a greased baking sheet. Press gently to form cookie bases. Spoon a generous amount of the pineapple topping over each dough portion, ensuring some pineapple pieces remain visible on top for presentation.
  4. Bake to Perfection: Bake in a preheated oven at 350°F (175°C) for 12-15 minutes or until the edges turn golden and the pineapple topping appears caramelized. Avoid overbaking to maintain softness.
  5. Cool and Enjoy: Let the cookies cool for 5-10 minutes before removing from the pan or baking sheet. This resting allows the caramelized pineapple topping to set and prevents sticking.

Notes

  • Use fresh pineapple chunks when possible for better caramelization and brighter flavor.
  • Do not overmix the dough to avoid tough cookies—mix just until combined.
  • Grease your muffin tin or baking sheet thoroughly to prevent sticking.
  • Allow cookies to cool before removing to let caramel set properly.
  • Taste the pineapple topping and adjust sweetness by adding more brown sugar if desired.

Nutrition

Keywords: pineapple, upside down, cookies, caramelized, brown sugar, tropical, dessert, bite-sized, party snacks

Find it online: https://mealsbymary.com/pineapple-upside-down-cookies/