Pineapple Upside Down Sugar Cookies on a plate, topped with cherries and pineapple.

Pineapple Upside Down Sugar Cookies

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Pineapple Upside Down Sugar Cookies


Pineapple Upside Down Sugar Cookies are a delightful twist on the classic dessert. With their soft, sweet cookies topped with juicy pineapple rings and just a hint of caramelization, these treats are sure to please everyone. They combine the flavors of tropical pineapple with the comforting sweetness of sugar cookies, making them a perfect dessert for any occasion.

Why Make This Recipe

This recipe is great for people who love fruity desserts but want something different from the usual cake. Pineapple Upside Down Sugar Cookies are easy to make and offer a fun, chewy texture that resembles a cookie while still bringing that delicious pineapple flavor. Plus, they look beautiful when served, making them perfect for parties or family gatherings.

How to Make Pineapple Upside Down Sugar Cookies

Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1/2 tsp baking soda
  • 1/4 tsp salt
  • 10–12 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Directions

Step 1: Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.

Step 2: In a large bowl, cream together the softened butter and granulated sugar until the mixture is light and fluffy.

Step 3: Beat in the egg and vanilla extract until well combined.

Step 4: In a separate bowl, whisk together the flour, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, stirring until a soft dough forms.

Step 5: Roll the dough into balls, about 1 1/2 tablespoons each, and slightly flatten them. Place the cookies on your lined baking sheets, leaving space between each cookie.

Step 6: Top each cookie with a pineapple ring, gently pressing it down into the dough.

Step 7: Sprinkle a little additional sugar on top of each pineapple ring for an extra sparkle and delicious caramelization.

Step 8: Bake in the preheated oven for 12–14 minutes or until the edges turn golden and the cookies are set.

Step 9: Allow the cookies to cool on the pan for 5 minutes, then transfer them to a wire rack to cool completely.

Tips: For crispier edges, bake them for an extra 1–2 minutes. You can also add maraschino cherries to the center of each pineapple ring for a classic upside-down cake look. Store the cookies in an airtight container for up to 4 days.

How to Serve Pineapple Upside Down Sugar Cookies

Serve these cookies warm or at room temperature. They make a great snack on their own or can be paired with a scoop of vanilla ice cream for a delightful dessert. You can also serve them with fresh fruit on the side for a refreshing touch.

How to Store Pineapple Upside Down Sugar Cookies

To keep your cookies fresh, store them in an airtight container at room temperature. They will stay good for about four days. If you want to keep them longer, you can freeze the cookies. Just make sure to separate layers with parchment paper and seal them in a freezer-safe container.

Tips to Make Pineapple Upside Down Sugar Cookies

  • Make sure to drain the pineapple rings thoroughly so the cookies don’t become soggy.
  • Use room temperature butter for easier mixing and a smoother dough.
  • Experiment with different flavored extracts, like coconut or almond, for a unique twist on these cookies.

Variation

For a different flavor, try adding crushed pecans or walnuts to the cookie dough for a crunchy texture. You can also use fresh pineapple if you prefer a more vibrant flavor.

FAQs

Q: Can I use fresh pineapples instead of canned?
A: Yes, you can use fresh pineapples. Just be sure to cut them into rings and remove excess moisture before baking.

Q: How can I make these cookies more festive?
A: You can add colored sprinkles to the dough or top the pineapple rings with cherries for a little extra flair!

Q: Can I freeze the dough before baking?
A: Absolutely! You can roll the dough into balls and freeze them. Just bake from frozen, adding a couple more minutes to the baking time.


Enjoy baking your Pineapple Upside Down Sugar Cookies and delight in the sweet, tropical flavors!

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Pineapple Upside Down Sugar Cookies


  • Author: hamidkom
  • Total Time: 29 minutes
  • Yield: 24 cookies
  • Diet: Vegetarian

Description

Delightful sugar cookies topped with juicy pineapple rings and a hint of caramelization.


Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1/2 tsp baking soda
  • 1/4 tsp salt
  • 10–12 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling


Instructions

  1. Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.
  2. In a large bowl, cream together the softened butter and granulated sugar until light and fluffy.
  3. Beat in the egg and vanilla extract until well combined.
  4. In a separate bowl, whisk together the flour, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, stirring until a soft dough forms.
  5. Roll the dough into balls, about 1 1/2 tablespoons each, and slightly flatten them. Place the cookies on the lined baking sheets, leaving space between each cookie.
  6. Top each cookie with a pineapple ring, gently pressing it down into the dough.
  7. Sprinkle a little additional sugar on top of each pineapple ring for extra sparkle and delicious caramelization.
  8. Bake in the preheated oven for 12–14 minutes or until the edges turn golden and the cookies are set.
  9. Allow the cookies to cool on the pan for 5 minutes, then transfer them to a wire rack to cool completely.

Notes

For crispier edges, bake for an extra 1–2 minutes. Store cookies in an airtight container for up to 4 days.

  • Prep Time: 15 minutes
  • Cook Time: 14 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

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