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Tropical Pineapple Upside-Down Cookies

A Fun Twist on a Classic Dessert Recipe

4.8 from 9 reviews

These Pineapple Upside-Down Cookies are a delightful twist on the classic cake, featuring a buttery cookie base topped with caramelized brown sugar, sweet pineapple pieces, and colorful maraschino cherries. They are perfect for a fun and flavorful treat that will impress your guests!

Ingredients

Cookies:

  • Unsalted Butter (½ cup, softened)
  • Granulated Sugar (¾ cup)
  • Large Egg (1)
  • Vanilla Extract (1 tsp)
  • All-Purpose Flour (1 ¼ cups)
  • Baking Powder (½ tsp)
  • Salt (¼ tsp)

Topping:

  • Brown Sugar (½ cup)
  • Melted Butter (2 tbsp)
  • Pineapple Rings (1 small can, cut into smaller pieces)
  • Maraschino Cherries (halved)

Instructions

  1. Prepare the Cookie Dough

    Preheat the oven to 350°F (175°C) and line a baking sheet with parchment paper or a silicone baking mat.

    In a mixing bowl, cream together the softened butter and granulated sugar until light and fluffy. Add the egg and vanilla extract, mixing until well combined. In a separate bowl, whisk together the all-purpose flour, baking powder, and salt. Gradually add the dry ingredients to the wet mixture, stirring just until a soft dough forms.

  2. Prepare the Topping

    In a small bowl, mix the melted butter and brown sugar until smooth. Spoon about 1 teaspoon of the brown sugar mixture onto the lined baking sheet.

  3. Assemble the Cookies

    Place a small piece of pineapple on top of each brown sugar base. Add a maraschino cherry half in the center. Scoop cookie dough, flatten it, and place it over the topping.

  4. Bake the Cookies

    Bake for 12-15 minutes until golden. Let cool on the baking sheet before transferring to a wire rack.

  5. Serve and Enjoy

    Flip the cookies upside-down to reveal the pineapple-cherry topping. Enjoy!

Notes

  • For a more intense pineapple flavor, consider adding a sprinkle of ground cinnamon to the cookie dough.
  • These cookies are best enjoyed fresh but can be stored in an airtight container for up to 3 days.

Nutrition

Keywords: Pineapple Upside-Down Cookies, Pineapple Cookies, Cookie Recipe, Dessert Recipe