If you’re searching for a bright, sweet twist on a classic treat, this Pineapple Upside Down Sugar Cookies Recipe is exactly what you need. These vibrant, tender cookies capture the essence of pineapple’s tropical charm combined with the comforting sweetness of sugar cookies, making every bite a delightful surprise. The subtle tang of crushed pineapple folded into the dough brings a fresh burst of flavor, while the traditional sugar cookie base keeps them soft and chewy. Whether you want to wow your friends at a gathering or simply enjoy a sunny snack with your afternoon tea, these cookies deliver that perfect balance of fruity fun and buttery goodness.

Pineapple Upside Down Sugar Cookies Recipe - Recipe Image

Ingredients You’ll Need

This Pineapple Upside Down Sugar Cookies Recipe calls for simple, pantry-friendly ingredients that come together effortlessly. Each one plays a crucial role, from adding sweetness and texture to bringing that unmistakable tropical vibe.

  • 1 cup butter, softened: Provides richness and makes the dough smooth and creamy for tender cookies.
  • 1 cup sugar: Sweetens the cookies and helps create a slight caramelization on the edges.
  • 1 egg: Binds the dough and adds moisture for a soft bite.
  • 2 cups all-purpose flour: The structure and body of the cookie, ensuring they’re sturdy yet light.
  • 1 tsp baking powder: Gives a gentle lift so cookies aren’t dense but beautifully fluffy.
  • 1/2 cup crushed pineapple, drained: The star ingredient; adds luscious pineapple flavor without sogginess.
  • 1 tsp vanilla extract: Enhances sweetness and rounds out the tropical notes.

How to Make Pineapple Upside Down Sugar Cookies Recipe

Step 1: Preheat and Prepare

Start by heating your oven to 350°F (175°C) and lining a baking sheet with parchment paper. This sets the stage for perfectly baked cookies that won’t stick or burn.

Step 2: Cream Butter and Sugar

In a large bowl, cream together the softened butter and sugar until the mixture is light and fluffy. This step is key for giving your cookies that lovely tender texture and slight crisp edges.

Step 3: Add Egg and Vanilla

Mix in the egg and vanilla extract thoroughly. These two ingredients enrich the dough and add complexity to the sweetness.

Step 4: Incorporate Dry Ingredients

Gradually add the all-purpose flour and baking powder to the bowl, mixing just until the dough comes together. Be careful not to overmix to keep your cookies tender.

Step 5: Fold in Crushed Pineapple

Gently fold in the drained crushed pineapple, making sure it’s evenly distributed throughout the dough. This step brings the signature pineapple essence that’s true to the Pineapple Upside Down Sugar Cookies Recipe.

Step 6: Portion the Dough

Use a spoon to drop spoonfuls of dough onto the prepared baking sheet, spacing them about 2 inches apart. This spacing helps your cookies bake evenly without merging.

Step 7: Bake Until Golden

Bake the cookies for 10 to 12 minutes, watching for just lightly golden edges that signal they’re done but still soft inside.

Step 8: Cool Properly

Allow the cookies to cool on the baking sheet briefly before transferring to a wire rack to cool completely. This prevents breakage and helps them set perfectly.

How to Serve Pineapple Upside Down Sugar Cookies Recipe

Pineapple Upside Down Sugar Cookies Recipe - Recipe Image

Garnishes

Add a little extra tropical flair by dusting your cookies with a pinch of powdered sugar or a tiny drizzle of honey right before serving. A small mint leaf can also brighten up the presentation and complement the pineapple flavor beautifully.

Side Dishes

These cookies shine with a cold glass of milk or a cup of tropical-flavored tea like hibiscus or mango green tea. You might also pair them with a fresh fruit salad to turn your snack time into a tropical mini feast.

Creative Ways to Present

Arrange the cookies on a platter lined with pineapple leaves or edible flowers for a stunning, colorful display at parties. Alternatively, sandwich your cookies with a layer of cream cheese frosting infused with a hint of coconut for an indulgent treat that will wow anyone lucky enough to try them.

Make Ahead and Storage

Storing Leftovers

Keep any leftover Pineapple Upside Down Sugar Cookies Recipe treats in an airtight container at room temperature for up to 4 days to maintain freshness and softness.

Freezing

These cookies freeze beautifully—place them in a single layer on a baking sheet first, freeze until firm, then transfer to a freezer-safe bag or container. They’ll keep well for up to 3 months.

Reheating

To bring the cookies back to their freshly-baked glory, simply warm them in a preheated oven at 300°F (150°C) for about 5 minutes. This helps restore the softness and gently revives the pineapple aroma.

FAQs

Can I use fresh pineapple instead of crushed?

Fresh pineapple can work if it’s finely chopped and well-drained. However, crushed pineapple is ideal since it’s softer and integrates smoothly into the dough, maintaining that signature texture.

What if I don’t have baking powder?

You can substitute baking powder with a mix of baking soda and cream of tartar if you have them: use 1/4 teaspoon baking soda plus 1/2 teaspoon cream of tartar to replace 1 teaspoon baking powder.

Are these cookies gluten-free?

Not as written, since they use all-purpose flour. To make them gluten-free, swap with a 1-to-1 gluten-free baking flour blend and check for any added ingredients that might contain gluten.

How can I make these cookies more moist?

Ensuring your pineapple is well-drained prevents sogginess but adding a tablespoon of sour cream or yogurt can also add moisture without weighing down the dough.

Can I make these cookies vegan?

Absolutely! Substitute butter with a vegan margarine and use a flax egg (1 tablespoon flaxseed meal mixed with 3 tablespoons water) as an egg replacement. The cookies will still capture that wonderful pineapple sugar cookie vibe.

Final Thoughts

This Pineapple Upside Down Sugar Cookies Recipe is a sweet and sunny showstopper that’s perfect for any occasion. Its easy-to-follow process combined with the refreshing pineapple flavor makes it a joy to bake and share. I truly hope you give this recipe a try—and watch as it becomes a beloved treat to brighten up your kitchen and your day.

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