Description
Pineapple Upside Down Sugar Cookies combine the buttery sweetness of classic sugar cookies with the juicy, sunny flavor of pineapple. They offer all the charm of a traditional pineapple upside down cake in a fun, easy, handheld version.
Introduction
These cookies bring together nostalgia and tropical brightness in every bite. Inspired by the beloved retro dessert, this recipe uses simple ingredients to create soft sugar cookies topped with lightly caramelized pineapple rings. In the 1920s, canned pineapple helped make upside down cakes a sensation. Today, this modern twist lets you enjoy that same flavor without the extra effort of cake baking. They are perfect for parties, holidays, or anytime you want a cheerful, impressive treat.
Why You Will Love This Recipe
Soft and buttery sugar cookie base
Juicy pineapple topping with natural sweetness
Simple ingredients and easy technique
Beautiful presentation with minimal effort
Perfect for sharing or gifting
Fun retro dessert with a fresh twist
Ingredients
One cup unsalted butter softened
One cup granulated sugar
One large egg
One teaspoon vanilla extract
Two cups all purpose flour
One teaspoon baking soda
Half teaspoon salt
Ten to twelve canned pineapple rings drained and patted dry
Granulated sugar for sprinkling
Instructions
Step 1: Prepare the Oven
Preheat the oven to three hundred fifty degrees Fahrenheit or one hundred eighty degrees Celsius. Line baking trays with parchment paper.
Step 2: Cream the Butter and Sugar
In a large mixing bowl, beat the softened butter and granulated sugar until the mixture becomes light and fluffy.
Step 3: Add the Wet Ingredients
Add the egg and vanilla extract. Mix until smooth and fully combined.
Step 4: Combine the Dry Ingredients
In a separate bowl, whisk together the flour, baking soda, and salt.
Step 5: Form the Dough
Gradually add the dry ingredients to the wet ingredients, mixing just until a soft dough forms.
Step 6: Portion the Cookies
Scoop about two tablespoons of dough for each cookie onto the prepared trays, leaving space between each portion.
Step 7: Add the Pineapple
Press one dried pineapple ring onto the top of each dough mound. Trim or halve the rings if necessary so they fit neatly.
Step 8: Add Sugar
Sprinkle a little granulated sugar over the tops of the pineapple to encourage light caramelization.
Step 9: Bake
Bake the cookies for eleven to thirteen minutes or until the edges appear lightly golden and the centers are set.
Step 10: Cool and Serve
Allow the cookies to cool on the baking tray for a few minutes. Transfer them to a wire rack to cool completely.
Variations
Add a small cherry piece in the center for true pineapple upside down cake style
Use brown sugar instead of white sugar for deeper caramel flavor
Add a pinch of cinnamon to the dough for warmth
Mix shredded coconut into the dough for a tropical twist
Tips for the Best Results
Dry the pineapple rings thoroughly to prevent soggy cookies
Do not overmix the dough to keep the cookies tender
Rotate the trays halfway through baking for even color
Let the cookies cool fully for best texture and flavor
Storage Tips
Store cookies in an airtight container at room temperature for up to four days.
Refrigerate to keep them firmer for up to one week.
Freeze baked cookies for up to two months and thaw before serving.
Serving Suggestions
Serve with tea or coffee as a bright, sweet treat
Add to dessert platters for holidays or gatherings
Warm slightly and serve with a scoop of vanilla ice cream
FAQs
Can I use fresh pineapple
Fresh pineapple can work if sliced thin and dried well, but canned rings give the best texture.
Why did my cookies spread too much
Too much moisture in the pineapple or very soft butter can cause spreading. Pat the pineapple dry and chill the dough briefly if needed.
Can I make the dough ahead of time
Yes, prepare the dough and refrigerate it for up to twenty four hours before baking.
Conclusion
Pineapple Upside Down Sugar Cookies are a delightful twist on a classic dessert, delivering soft cookie goodness with a juicy tropical topping. Simple to prepare and beautiful to serve, they are sure to brighten any table. Enjoy the warm, nostalgic flavor in every bite.