Pineapple Upside-Down Sugar Cookies

If you’re looking for a delightful twist on a classic dessert, these Pineapple Upside-Down Sugar Cookies are just the treat you need! Imagine soft, chewy cookies topped with caramelized pineapple and bright cherries. It’s a combination that brings a smile to anyone’s face. This recipe is not only perfect for special gatherings but also makes for a great sweet surprise on busy weeknights. You can whip them up in no time and share the joy with family and friends!

Why You’ll Love This Recipe

• Easy to Make: The steps are simple, making this cookie recipe perfect for bakers of all ages.
• Family-Friendly Treat: Kids and adults alike will love the fun topping and sweet flavors.
• Perfect for Any Occasion: Whether it’s a birthday party or just a cozy night in, these cookies fit right in.
• Make-Ahead Convenience: You can prepare the dough in advance and bake fresh cookies whenever you want!
• Delicious Flavor: The combination of buttery sugar cookies with caramelized pineapple is simply irresistible.

Ingredients You’ll Need

Let’s gather some simple, wholesome ingredients to create your Pineapple Upside-Down Sugar Cookies! These items are likely already in your pantry or easy to find at your local store.

For the Topping:

• 1/2 cup unsalted butter, melted
• 1/2 cup brown sugar, packed
• 1 can (20 oz) pineapple slices, drained and cut into small pieces
• Maraschino cherries, halved

For the Sugar Cookies:

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

Variations

This recipe is quite flexible! Feel free to experiment with these fun variations to suit your taste or dietary needs.

• Use Different Fruits: Swap out pineapple for peaches or strawberries for a fruity twist.
• Try Different Sugars: Substitute coconut sugar for brown sugar for a unique flavor profile.
• Add Spices: A pinch of cinnamon or nutmeg can add warmth and depth to the cookie dough.
• Make it Gluten-Free: Use a gluten-free all-purpose flour blend to make these cookies suitable for gluten-sensitive folks.

How to Make Pineapple Upside-Down Sugar Cookies

Step 1: Prepare the Topping

Preheat your oven to 350°F (175°C) and lightly grease or line a muffin tin with parchment rounds. This step ensures that your cookies come out easily after baking without sticking.

In a small bowl, mix the melted butter and brown sugar until everything is well combined. Spoon about 1 tablespoon of this mixture into the bottom of each muffin cup. This creates a deliciously sweet base for the toppings!

Step 2: Add the Pineapple and Cherries

Place a few small pieces of pineapple on top of the brown sugar mixture in each muffin cup. Then press half of a maraschino cherry in the center of each one. This adds color and extra sweetness that everyone will love!

Step 3: Make the Sugar Cookie Dough

In a large bowl, cream together the softened butter and granulated sugar until it’s light and fluffy. This step is crucial as it incorporates air into the mixture, giving your cookies that perfect texture.

Beat in the egg and vanilla extract until everything is well combined. The vanilla adds warmth while enhancing all those fantastic flavors.

Step 4: Combine Dry Ingredients

In another bowl, whisk together the flour, baking powder, and salt. Mixing these dry ingredients separately helps ensure even distribution when combined with wet ingredients.

Gradually add this dry mixture to your wet ingredients, mixing until you form a soft dough. You want everything nicely incorporated but be careful not to overmix!

Step 5: Assemble the Cookies

Take about 1 1/2 tablespoons of cookie dough and press it over the pineapple and cherry topping in each muffin cup. Gently flattening it out ensures that every bite has that delicious topping underneath.

Step 6: Bake

Bake your cookies for 12-15 minutes or until the edges are lightly golden. Keep an eye on them as oven times can vary; you want them just right!

Step 7: Cool Before Serving

Let the cookies cool in the muffin tin for about 5 minutes before carefully flipping it over onto a parchment-lined surface or cooling rack. This will allow those tasty toppings to settle perfectly onto each cookie.

Step 8: Enjoy!

Serve these warm or at room temperature. Each bite will give you that delightful blend of caramelized pineapple atop soft sugar cookie goodness! Enjoy this sweet treat with family or save some for yourself—you deserve it!

Pro Tips for Making Pineapple Upside-Down Sugar Cookies

Making these delightful cookies is a breeze, especially with a few handy tips!

• Use room temperature ingredients: Starting with softened butter and an egg that’s at room temperature helps create a beautifully creamy dough, ensuring your cookies are soft and chewy.

• Don’t skip the cooling time: Allowing the cookies to cool in the muffin tin for a few minutes before flipping them helps maintain their shape and prevents any toppings from falling off.

• Experiment with toppings: Feel free to mix up the fruit toppings! Cherries, blueberries, or even diced strawberries can add a fun twist while still keeping that delicious upside-down style.

• Check for doneness carefully: Since ovens vary, keep an eye on your cookies during baking. Look for lightly golden edges and a soft center for the perfect texture.

• Store properly: To maintain freshness, store leftover cookies in an airtight container at room temperature for up to a week, or freeze them for longer storage!

How to Serve Pineapple Upside-Down Sugar Cookies

These beautiful cookies not only taste amazing but also make for an impressive presentation at any gathering or celebration!

Garnishes

• Shredded coconut: A light sprinkle of toasted shredded coconut on top adds a tropical flair that complements the pineapple beautifully.
• Mint leaves: Fresh mint leaves provide a pop of color and a refreshing aroma that enhances the overall appeal of your cookies.

Side Dishes

• Vanilla non-dairy ice cream: The creamy texture and subtle sweetness of vanilla non-dairy ice cream pair wonderfully with these cookies, creating a delightful contrast.
• Fruit salad: A vibrant bowl of mixed seasonal fruits adds freshness and balances out the richness of the cookies, making it a great accompaniment.
• Coconut whipped cream: Light and airy coconut whipped cream can be dolloped on top or served on the side, providing an indulgent yet dairy-free option that complements the flavors perfectly.
• Herbal tea: A warm cup of herbal tea enhances the flavor experience while providing a soothing touch—perfect after enjoying these sweet treats.

Now you’re all set to enjoy your Pineapple Upside-Down Sugar Cookies in style! Happy baking!

Make Ahead and Storage

These Pineapple Upside-Down Sugar Cookies are perfect for meal prep, making them a delightful treat that can be enjoyed throughout the week. Whether you’re planning for a gathering or simply want to satisfy your sweet tooth, you can prepare these cookies in advance.

Storing Leftovers

• Allow the cookies to cool completely before storing.
• Place them in an airtight container at room temperature for up to 3 days.
• For longer freshness, store them in the refrigerator for up to a week.

Freezing

• To freeze, place cooled cookies in a single layer on a baking sheet.
• Freeze until solid, then transfer them into an airtight freezer bag or container.
• They can be stored in the freezer for up to 3 months.

Reheating

• To enjoy warm cookies, preheat your oven to 350°F (175°C).
• Place the cookies on a baking sheet and heat for about 5-7 minutes until warmed through.
• Alternatively, microwave individual cookies for about 10-15 seconds.

FAQs

If you have questions about making these delicious treats, you’re in the right place!

Can I use fresh pineapple for Pineapple Upside-Down Sugar Cookies?

Absolutely! Fresh pineapple can be used instead of canned. Just make sure to cut it into small pieces similar to the canned version so they caramelize nicely.

How do I prevent my Pineapple Upside-Down Sugar Cookies from sticking to the muffin tin?

Using parchment liners or greasing the muffin tin well will help prevent sticking. Be sure to let the cookies cool slightly before flipping them out!

What makes these Pineapple Upside-Down Sugar Cookies special?

These cookies combine the classic flavors of pineapple upside-down cake with a soft and chewy sugar cookie base, making them unique and delightful!

Can I substitute any ingredients in this recipe?

Yes! You can replace granulated sugar with coconut sugar and use dairy-free butter if needed. Just ensure all substitutions maintain similar textures.

Final Thoughts

I hope you find joy in making these Pineapple Upside-Down Sugar Cookies as much as I do! They’re not just a treat; they’re a celebration of flavor and nostalgia. Enjoy every bite, share them with loved ones, and let their sweetness brighten your day. Happy baking!