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Pineapple Upside-Down Sugar Cookies

Posted on May 29, 2025

Table of Contents

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  • Pineapple Upside-Down Sugar Cookies 🍍🍪
  • Ingredients
  • Instructions
    • 1. Prep the Pineapple
    • 2. Make the Cookie Dough
    • 3. Assemble & Bake
    • 4. Cool & Serve
  • Tips for Success
  • Why These Work

Pineapple Upside-Down Sugar Cookies 🍍🍪

A tropical twist on classic sugar cookies! These buttery, pineapple-topped treats combine the flavors of pineapple upside-down cake with the convenience of cookies. Perfect for summer baking or a fun dessert platter.


Ingredients

  • 1 cup (225g) unsalted butter, softened

  • 1 cup (200g) granulated sugar (+ extra for sprinkling)

  • 1 large egg

  • 1 tsp vanilla extract

  • 2½ cups (315g) all-purpose flour

  • ½ tsp baking soda

  • ¼ tsp salt

  • 10–12 canned pineapple rings, well-drained and patted dry

  • Maraschino cherries (optional, for decoration)


Instructions

1. Prep the Pineapple

  • Drain pineapple rings thoroughly (use paper towels to blot excess juice).

  • Cut each ring into small wedges or chunks (or keep whole for larger cookies).

2. Make the Cookie Dough

  1. Cream butter and sugar until light and fluffy (~3 mins).

  2. Beat in egg and vanilla.

  3. In a separate bowl, whisk flour, baking soda, and salt.

  4. Gradually mix dry ingredients into wet until just combined.

3. Assemble & Bake

  1. Roll dough into 1.5-inch balls and place on parchment-lined baking sheets.

  2. Flatten each ball slightly with your palm or a glass.

  3. Press pineapple pieces into the tops (add a cherry half in the center if desired).

  4. Sprinkle with sugar for extra crunch.

  5. Bake at 350°F (175°C) for 10–12 mins until edges are golden.

4. Cool & Serve

  • Let cool on the sheet for 5 mins, then transfer to a rack.

  • Optional: Drizzle with powdered sugar glaze or caramel sauce.


Tips for Success

  • Pineapple prep is key: Too much moisture = soggy cookies. Pat dry!

  • Cherry alternative: Use dried pineapple or a sprinkle of cinnamon.

  • Storage: Keep in an airtight container for up to 3 days.


Why These Work

  • The buttery cookie base caramelizes slightly under the pineapple.

  • The pineapple adds natural sweetness and tang without overpowering.

Perfect for luau parties, potlucks, or when you’re craving a mini tropical vacation! 🌴

Variation: Add ½ cup shredded coconut to the dough for extra texture.

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