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Pineapple Upside-Down Sugar Cookies

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

If you’re looking to add a fun, tropical twist to your classic sugar cookies, then look no further than Pineapple Upside-Down Sugar Cookies! These delicious treats combine the buttery, sweet flavors of a traditional sugar cookie with the tangy, caramelized goodness of pineapple upside-down cake. The result? A mouthwatering cookie that’s both familiar and refreshingly new.

Whether you’re preparing for a family gathering, a summer picnic, or simply craving something a little different, these pineapple upside-down sugar cookies are sure to impress. Let’s dive into why this recipe is so special and how you can make it in just a few simple steps!

Why You’ll Love Pineapple Upside-Down Sugar Cookies:

  1. Tropical Flavor
    Pineapple upside-down cake is a beloved dessert that combines caramelized pineapples with a soft cake base. In this version, we bring those same flavors into a sugar cookie format. The sweetness of the pineapple, the richness of brown sugar, and the lightness of the cookie dough combine for a taste explosion in every bite.
  2. Easy to Make
    While traditional pineapple upside-down cake might take a bit more time and effort, these cookies come together quickly and easily. With a simple sugar cookie dough base and a pineapple slice topping, you’ll have a batch of delicious cookies in no time.
  3. Perfect for Any Occasion
    These cookies are versatile enough for any event or celebration. Their unique look and tropical flair make them perfect for summer parties, potlucks, or holiday gatherings. Plus, they’re easy to package and give as gifts or treats for friends and family.
  4. Sweet & Tangy
    The combination of the soft sugar cookie with the tangy pineapple creates a balance of flavors that’s just the right amount of sweet and sour. It’s the perfect treat for anyone who loves pineapple desserts.

Ingredients for Pineapple Upside-Down Sugar Cookies:

For the cookie dough:

  • 1 cup unsalted butter (softened)
  • 1 1/2 cups granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 2 1/4 cups all-purpose flour
  • 1/2 tsp baking soda
  • 1/2 tsp salt

For the topping:

  • 1 can (8 oz) pineapple rings (or fresh pineapple slices)
  • 1/2 cup brown sugar (packed)
  • Maraschino cherries (optional, for garnish)

Instructions:

  1. Preheat the Oven
    Begin by preheating your oven to 350°F (175°C). Line two baking sheets with parchment paper to prevent the cookies from sticking.
  2. Prepare the Cookie Dough
    In a large bowl, cream together the softened butter and granulated sugar until light and fluffy. This will take about 3-4 minutes with a hand mixer or stand mixer. Beat in the egg and vanilla extract until combined.
  3. Mix the Dry Ingredients
    In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, mixing until just combined.
  4. Form the Cookies
    Using a tablespoon or cookie scoop, scoop out the dough and roll it into balls. Place the dough balls onto the prepared baking sheets, spacing them about 2 inches apart. Gently flatten the dough balls with your fingers to create a slightly flattened surface.
  5. Prepare the Pineapple Topping
    Drain the pineapple rings and pat them dry with a paper towel to remove excess moisture. Cut each pineapple ring into halves or quarters, depending on the size of your cookies. Place a piece of pineapple on top of each cookie.
  6. Add the Brown Sugar
    Sprinkle about 1/2 teaspoon of packed brown sugar over the pineapple slice on each cookie. The brown sugar will melt as the cookies bake, creating a caramelized effect similar to that of a pineapple upside-down cake.
  7. Bake the Cookies
    Bake the cookies in the preheated oven for 10-12 mi