Pineapple Upside-Down Sugar Cookies

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Pineapple Upside-Down Sugar Cookies: A Sweet Twist on a Classic!

Do you ever find yourself craving something delightful that’s both sweet and nostalgic? Well, let me introduce you to Pineapple Upside-Down Sugar Cookies! These cookies blend the old-fashioned charm of pineapple upside-down cake with the comforting familiarity of sugar cookies. And let’s be honest—who doesn’t love a cookie that brings a smile with every bite?

If you’re juggling a busy schedule, these cookies are the answer to your dessert dreams! They’re quick to whip up and perfect for those unexpected visits from friends, sweet celebrations, or simply when you need a little pick-me-up on a hectic day. Let’s dive into this deliciously fun recipe that will have your kitchen smelling heavenly and your taste buds dancing!


Why You’ll Love Pineapple Upside-Down Sugar Cookies

These cookies are a delightful mash-up of flavors and textures. The warm, buttery softness of the sugar cookie complements the juicy tang of pineapple, topped off with the sticky sweetness of brown sugar. Plus, they’re visually impressive! The vibrant colors make them perfect for sharing on social media (because who doesn’t love a good food pic?).

So, gather your ingredients, turn up your favorite tunes, and let’s get baking!


Ingredients

Before you get started, make sure you have these simple ingredients on hand:

  • 1/2 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1/2 cup brown sugar, packed
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1 can (8 oz) crushed pineapple, drained
  • 31 maraschino cherries (because you can never have too many!)
  • 1 teaspoon ground cinnamon (optional, but it adds a warm touch)

Steps to Cookie Perfection

  1. Preheat your oven to 350°F (175°C). And trust me, a warm kitchen just adds to the cozy vibes!

  2. In a large mixing bowl, cream together the softened butter, granulated sugar, and brown sugar until the mixture is light and fluffy. Feel free to use an electric mixer—your arms will thank you later!

  3. Add the egg and vanilla extract, mixing until combined. This is the part where your kitchen will start smelling amazing!

  4. In another bowl, whisk together the flour, baking powder, baking soda, and salt. Slowly introduce this dry mixture to the wet ingredients, stirring until just combined—don’t overmix; we’re making cookies, not bread!

  5. Fold in the crushed pineapple and ground cinnamon if you’re using it. The pineapple gives these cookies their signature flair.

  6. Scoop out the dough in tablespoon-sized mounds and place them on a baking sheet lined with parchment paper. If you want to get fancy, you can create little wells in the center of each cookie to hold a cherry later.

  7. Bake for about 10-12 minutes, or until the edges turn a lovely golden brown. While they cool, you can’t resist the urge to sneak one (or two!)—it’s practically a rite of passage!

  8. Top each cookie with a maraschino cherry right before they’re fully cooled. This adds a delightful touch that makes them pop in your cookie jar!


Tips for Baking Success

  • Don’t skip draining the pineapple! You don’t want extra moisture messing with the cookie consistency (let’s leave that for summer picnics).

  • If you find your dough a little sticky, chill it in the fridge for 30 minutes. A cooler dough will make for easier scooping.

  • Want to add a twist? Try sprinkling a little toasted coconut on top for a tropical flair—because why not dream of a beach vacation while munching on cookies?

Personal Touch

These Pineapple Upside-Down Sugar Cookies quickly became my go-to recipe for family gatherings. I remember the first batch I made—my kids took one bite and declared them the best cookies ever. Watching my little ones gobble them up brought back memories of my grandmother’s pineapple upside-down cake, which always felt like a celebration in itself. Now, every time I bake these cookies, it’s like a sprinkle of sunshine on a plate.


FAQs

Can I substitute the crushed pineapple with fresh pineapple?
Absolutely! Just make sure to chop it finely and drain the excess moisture. Fresh can be a tad juicier, so keep an eye on the dough consistency.

How do I store leftover cookies?
Keep them in an airtight container at room temperature for up to a week (if they last that long). You can also freeze them for a rainy day—just thaw them out when you need a sweet treat!

What can I do if the cookies spread too much?
For cookies that don’t spread, make sure your butter is softened but not melted, and chill the dough before baking.


With so many delightful flavors and tasty memories attached to these Pineapple Upside-Down Sugar Cookies, it’s hard not to fall in love. Whether you’re baking for yourself or someone special, remember—life is too short for boring cookies! So grab those ingredients, and let’s create some sweets that will have everyone asking for your secret. You’ll be a cookie hero before you know it!

So what are you waiting for? Bake up a batch of these delightful cookies and tickle your taste buds today!


Meta Description: Pineapple Upside-Down Sugar Cookies are a quick, delightful treat that brings the joy of classic flavors into every bite. Try them today!

Pineapple Upside-Down Sugar Cookies

Delightful cookies that combine the charm of pineapple upside-down cake with the comforting taste of sugar cookies. Quick to prepare and perfect for any occasion!
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 Cookie Dough
  • 1/2 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1/2 cup brown sugar, packed
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1 can (8 oz) crushed pineapple, drained Make sure to drain the pineapple to avoid extra moisture.
  • 31 pieces maraschino cherries Use as desired for topping.
  • 1 teaspoon ground cinnamon Optional, but adds a warm touch.

Method
 

Preparation
  1. Preheat your oven to 350°F (175°C).
  2. In a large mixing bowl, cream together the softened butter, granulated sugar, and brown sugar until light and fluffy, using an electric mixer if desired.
  3. Add the egg and vanilla extract, mixing until combined.
  4. In another bowl, whisk together the flour, baking powder, baking soda, and salt.
  5. Slowly introduce the dry mixture to the wet ingredients and stir until just combined.
  6. Fold in the crushed pineapple and ground cinnamon if using.
  7. Scoop out tablespoon-sized mounds of dough and place on a baking sheet lined with parchment paper.
Baking
  1. Bake for about 10-12 minutes, or until the edges are golden brown.
  2. Top each cookie with a maraschino cherry before they are fully cooled.

Notes

Don't skip draining the pineapple to maintain cookie consistency. Chill the dough if it feels too sticky. For a twist, sprinkle toasted coconut on top.

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