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Pineapple Upside-Down Sugar Cookies: A Tropical Twist on a Classic Treat


💡 Tips for the Best Pineapple Upside-Down Sugar Cookies

  1. Use fresh pineapple: While canned pineapple is an option, using fresh pineapple will give your cookies a more vibrant, tropical flavor.

  2. Don’t overfill with pineapple: Be careful not to overload the cookies with too much pineapple mixture, as it can cause the cookies to spread too much or become soggy.

  3. Add a touch of cinnamon: For extra depth of flavor, consider adding a pinch of ground cinnamon to the sugar cookie dough or the pineapple mixture.

  4. Chill the dough: If your cookie dough is too soft to handle, pop it in the fridge for 15-30 minutes before baking to make it easier to shape.

  5. Use parchment paper: Line your baking sheet with parchment paper to avoid any sticky situations with the caramelized pineapple.


🍽 Presentation Ideas

  • Stacked: Arrange the cookies in a small tiered cake stand for a playful, eye-catching display.

  • On a serving platter: Present them in a neat circle, and garnish with fresh mint leaves for a fresh, herbal contrast.

  • Individual Treats: Wrap each cookie in wax paper or place it in a small clear bag tied with a ribbon, making for an elegant and easy-to-gift treat.


🧊 Storing and Freezing

  • Storing: Keep the cookies in an airtight container at room temperature for up to 4-5 days. They’re best enjoyed fresh, but they will still be delicious for a few days.

  • Freezing: If you want to freeze the cookies, place them in a single layer on a baking sheet to freeze individually. Once frozen, transfer them to a zip-top bag or airtight container. They will keep for up to 3 months. Reheat in a 350°F (175°C) oven for 5-10 minutes.


❤️ Final Thoughts

These Pineapple Upside-Down Sugar Cookies are the perfect balance of buttery sweetness, tangy pineapple, and chewy cookie goodness. Whether you’re looking for a fun twist on a classic dessert or simply want to impress friends with your baking prowess, these cookies are guaranteed to be a hit.

They bring the tropical flavors of pineapple upside-down cake into an easy-to-make, bite-sized treat that’s both nostalgic and new. Plus, they’re a fantastic way to make use of fresh fruit and get your sweet fix in a fun, mini form.

Happy baking — and don’t forget to enjoy a cookie (or two) yourself! 🍍🍪

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