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

If you love the caramelized pineapple flavor of a pineapple upside-down cake, you’ll adore these Pineapple Upside Sugar Cookies! They combine the soft, buttery texture of classic sugar cookies with the tropical sweetness of pineapple and a touch of brown sugar glaze. Plus, they’re easy to make—perfect for beginners looking for quick and delicious dessert recipes!

Why You’ll Love These Cookies

Tropical Flavor – The combination of pineapple and vanilla makes every bite refreshing.
Caramelized Topping – A brown sugar glaze gives them a signature upside-down cake appeal.
Soft & Chewy Texture – Thanks to a tried-and-true base inspired by how to perfect sugar cookies.

Ingredients You’ll Need

1 ½ cups all-purpose flour
½ teaspoon baking powder
¼ teaspoon salt
½ cup unsalted butter, softened
¾ cup granulated sugar
1 large egg
1 teaspoon vanilla extract
½ cup crushed pineapple, drained
¼ cup brown sugar
Maraschino cherries (optional)

Step-by-Step Instructions

1. Prep the Dough

In a medium bowl, whisk together flour, baking powder, and salt.
In a separate bowl, beat butter and sugar until light and fluffy.
Mix in the egg and vanilla, then gradually add dry ingredients.
Fold in the crushed pineapple.

2. Caramelized Pineapple Topping

In a small pan, melt brown sugar until slightly caramelized.
Spoon a bit of the caramelized sugar onto a lined baking sheet.
Place a teaspoon of pineapple on top, followed by a cherry.

3. Bake to Perfection

Drop spoonfuls of cookie dough over the pineapple mixture.
Bake at 350°F (175°C) for 12-15 minutes.
Let cookies cool slightly before flipping to reveal the caramelized top.

Serving Suggestions & Storage

Enjoy these cookies warm for a gooey texture, or let them cool for a firmer bite. For more tropical dessert ideas, check out best pineapple desserts! Store leftovers in an airtight container for up to 5 days.

Final Thoughts

These Pineapple Upside Sugar Cookies are a fun, tropical take on a classic. Whether you’re baking for a party or just treating yourself, they’re sure to impress! If you’re looking for more festive treats, explore our guide to holiday baking inspiration.

For more details, visit the full recipe

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