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

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

If you love the classic pineapple upside-down cake, then get ready to fall in love with its new, portable cousin — Pineapple Upside-Down Sugar Cookies! These delightful little cookies pack all the flavors of the beloved dessert in a bite-sized treat. With a sweet, buttery base, topped with caramelized pineapple and a cherry, these cookies are a fun, tropical twist on the traditional sugar cookie.

Perfect for summer picnics, holiday trays, or as an unexpected dessert, these cookies bring both nostalgia and a refreshing tropical punch to any occasion. Let’s walk through how to make these Pineapple Upside-Down Sugar Cookies from scratch, step by step!


🍍 Why You’ll Love These Pineapple Upside-Down Sugar Cookies

  • Tropical twist on a classic: Combines the flavors of pineapple upside-down cake with the comfort of a sugar cookie.

  • Mini-sized indulgence: Bite-sized treats that are easy to serve and eat, perfect for parties and gatherings.

  • Moist and tender: Thanks to the caramelized pineapple topping, these cookies have a soft, chewy center.

  • Quick and easy: A simpler version of the classic upside-down cake, made in cookie form for a fun variation.


🛒 Ingredients

For the Sugar Cookie Dough:

  • 1 cup (2 sticks) unsalted butter, softened

  • 1 cup granulated sugar

  • 1 large egg

  • 1 teaspoon vanilla extract

  • 2 ¼ cups all-purpose flour

  • ½ teaspoon baking powder

  • ¼ teaspoon baking soda

  • ¼ teaspoon salt

  • 2 tablespoons heavy cream (or milk, if you prefer)

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