Delightful Pineapple Upside-Down Sugar Cookies

Posted on June 3, 2025

Delicious pineapple upside-down sugar cookies decorated with cherries.

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Prep time

Cooking time

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introduction

Pineapple Upside Down Sugar Cookies are a delightful twist on the classic pineapple upside-down cake. These cookies combine the soft and chewy texture of sugar cookies with the sweet, tropical flavor of pineapple and a caramelized sugar topping. They are perfect for parties, dessert tables, or simply enjoying with a cup of tea.

Delightful Pineapple Upside-Down Sugar Cookies

why make this recipe

Making Pineapple Upside Down Sugar Cookies is a fun and creative way to enjoy a favorite flavor combination. They are easy to prepare and bake quickly, making them ideal for unexpected guests or a craving for something sweet. Plus, these cookies stand out with their unique presentation and delicious taste, ensuring that they will be a hit with everyone.

Delightful Pineapple Upside-Down Sugar Cookies

how to make Pineapple Upside Down Sugar Cookies

Ingredients :

  • 1 cup unsalted butter (softened)
  • 1 cup granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract (optional)
  • 2 cups all-purpose flour (or gluten-free blend)
  • 1 teaspoon baking soda
  • 1/2 teaspoon salt
  • 1 can canned pineapple rings (well-drained)
  • 2 tablespoons additional sugar for sprinkling

Directions :

  1. Preheat your oven to 350°F (175°C).
  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 another bowl, mix together the all-purpose flour, baking soda, and salt.
  5. Gradually add the dry ingredients to the wet ingredients, mixing until just combined.
  6. Take a baking sheet and line it with parchment paper. Place the well-drained pineapple rings on the sheet.
  7. Spoon cookie dough around each pineapple ring forming a nice shape.
  8. Sprinkle with the additional sugar on top of the pineapple and cookie dough.
  9. Bake in the preheated oven for about 10-12 minutes or until the edges are lightly golden.
  10. Remove from the oven, and let them cool for a few minutes before transferring to a wire rack to cool completely.

how to serve Pineapple Upside Down Sugar Cookies

These cookies can be served warm or at room temperature. For an extra special treat, pair them with a scoop of vanilla ice cream or a dollop of whipped cream. They also make a beautiful addition to any dessert platter.

Delightful Pineapple Upside-Down Sugar Cookies

how to store Pineapple Upside Down Sugar Cookies

To keep your cookies fresh, store them in an airtight container at room temperature. They should last for about a week. If you want to keep them longer, you can freeze the cookies for up to three months. Just make sure to separate them with parchment paper before freezing.

tips to make Pineapple Upside Down Sugar Cookies

  • Make sure to drain the pineapple rings well to prevent excess moisture in the cookies.
  • If you want a more intense pineapple flavor, chop up some extra pineapple and mix it into the dough.
  • For a fun twist, consider adding chopped nuts or coconut to the dough.

variation

You can create a tropical version of these cookies by adding shredded coconut and macadamia nuts into the dough. Alternatively, try using different fruits, such as peaches or cherries, for a new flavor.

FAQs

1. Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple. Just make sure to cut it into rings and remove as much juice as possible.

2. Can I make these cookies gluten-free?
Absolutely! Simply use a gluten-free flour blend instead of all-purpose flour.

3. How do I prevent the cookies from sticking to the baking sheet?
Using parchment paper or a non-stick baking spray will help prevent sticking and make for easy cleanup.

Delicious pineapple upside-down sugar cookies decorated with cherries.

Pineapple Upside Down Sugar Cookies

A delightful twist on the classic dessert, these cookies combine the chewy texture of sugar cookies with tropical pineapple and a caramelized topping.
Prep Time 15 minutes
Cook Time 12 minutes
Total Time 27 minutes
Servings: 24 cookies
Course: Dessert, Snack
Cuisine: American
Calories: 120

Ingredients
  

For the cookies
  • 1 cup unsalted butter (softened)
  • 1 cup granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract (optional)
  • 2 cups all-purpose flour (or gluten-free blend)
  • 1 teaspoon baking soda
  • 1/2 teaspoon salt
  • 1 can canned pineapple rings (well-drained) Ensure well-drained to avoid excess moisture.
  • 2 tablespoons additional sugar for sprinkling

Method
 

Preparation
  1. Preheat your oven to 350°F (175°C).
  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 another bowl, mix together the all-purpose flour, baking soda, and salt.
  5. Gradually add the dry ingredients to the wet ingredients, mixing until just combined.
  6. Take a baking sheet and line it with parchment paper. Place the well-drained pineapple rings on the sheet.
  7. Spoon cookie dough around each pineapple ring, forming a nice shape.
  8. Sprinkle the additional sugar on top of the pineapple and cookie dough.
Baking
  1. Bake in the preheated oven for about 10-12 minutes or until the edges are lightly golden.
  2. Remove from the oven and let them cool for a few minutes before transferring to a wire rack to cool completely.

Notes

To serve, pair cookies with a scoop of vanilla ice cream or whipped cream. Store cookies in an airtight container at room temperature for up to a week or freeze for up to three months, separated by parchment paper.

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