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Pineapple Upside-Down Cookies – Fruity, Buttery & Tropical Bite-Sized Bliss!

Pineapple Upside-Down Cookies


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  • Author: Jennifer
  • Total Time: 35 minutes
  • Yield: 12 cookies 1x
  • Diet: Vegetarian

Description

Pineapple Upside-Down Cookies are a delightful twist on the traditional dessert, featuring a sweet cookie base topped with caramelized pineapple and cherries.


Ingredients

Scale
  • 115 g unsalted butter, softened
  • 150 g granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 155 g all-purpose flour
  • 0.5 teaspoon baking powder
  • 0.25 teaspoon salt
  • 100 g brown sugar
  • 28 g unsalted butter, melted
  • 1 small can pineapple rings, cut into small pieces (drained and patted dry)
  • 6 maraschino cherries, halved

Instructions

  1. Preheat oven to 175°C and line a baking sheet with parchment paper or a silicone baking mat.
  2. In a mixing bowl, cream together softened butter and granulated sugar until light and fluffy using an electric mixer or whisk.
  3. Add egg and vanilla extract to the creamed mixture, beating until smooth and slightly glossy.
  4. In a separate bowl, whisk together flour, baking powder, and salt.
  5. Gradually add dry ingredients to wet mixture, stirring just until a soft dough forms. Avoid overmixing.
  6. In a small bowl, mix melted butter and brown sugar until smooth.
  7. Spoon approximately 1 teaspoon of the brown sugar mixture onto the lined baking sheet for each cookie, leaving space for spreading.
  8. Place a small pineapple piece on top of each brown sugar mound, followed by a maraschino cherry half in the center.
  9. Scoop about 1.5 tablespoons of cookie dough, flatten slightly by hand, and place over each fruit-topped area, enclosing the filling and gently pressing the edges to seal.
  10. Bake in the preheated oven for 12-15 minutes until cookies are golden at the edges.
  11. Remove from oven and let cookies cool on baking sheet for 5 minutes, then transfer carefully to a wire rack to set the topping.
  12. When completely cooled, flip cookies upside-down to showcase the caramelized pineapple-cherry topping. Serve at room temperature.

Notes

  • Ensure the pineapple is well-drained to prevent soggy cookies.
  • For a tropical flair, consider adding shredded coconut to the cookie dough.
  • Store cookies in an airtight container to maintain freshness.
  • Prep Time: 20 minutes
  • Cook Time: 15 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 150
  • Sugar: 12 g
  • Sodium: 90 mg
  • Fat: 7 g
  • Saturated Fat: 4 g
  • Unsaturated Fat: 2 g
  • Trans Fat: 0 g
  • Carbohydrates: 20 g
  • Fiber: 1 g
  • Protein: 2 g
  • Cholesterol: 25 mg