Pineapple Upside-Down Sugar Cookies

If you’re looking for a delightful treat that’s sure to impress, then these Pineapple Upside-Down Sugar Cookies are just the ticket! They combine the classic flavors of pineapple upside-down cake with the beloved sugar cookie. The result? A sweet and chewy cookie topped with caramelized pineapple and cherries that will bring smiles all around. This recipe is perfect for busy weeknights or family gatherings, making it a go-to for any occasion.

What makes these cookies extra special is their unique topping and the nostalgic flavors that remind us of sunny days and celebrations. Whether you’re enjoying them fresh out of the oven or sharing them with friends, they are sure to be a hit!

Why You’ll Love This Recipe

• Easy to make: With simple steps and straightforward ingredients, you’ll whip these up in no time!
• Family-friendly: Kids love the fun toppings, making these cookies a great choice for family events.
• Perfect for sharing: Bake a batch for potlucks or parties, and watch them disappear!
• Deliciously unique: The combination of soft sugar cookies with caramelized pineapple is simply irresistible.

Ingredients You’ll Need

Let’s gather some simple and wholesome ingredients to create these delicious Pineapple Upside-Down Sugar Cookies. You probably have most of them in your pantry already!

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 wonderfully flexible, allowing you to try different toppings or cookie variations based on your preferences. Here are some fun ideas to consider:

• Add coconut: Sprinkle some shredded coconut over the topping before baking for a tropical twist.
• Try different fruits: Swap out pineapple for peaches or berries to change things up.
• Make it gluten-free: Use a gluten-free flour blend instead of all-purpose flour for a gluten-free version.
• Experiment with spices: Add a pinch of cinnamon or nutmeg to the dough for extra warmth and flavor.

How to Make Pineapple Upside-Down Sugar Cookies

Step 1: Prepare the Topping

First things first! Preheat your oven to 350°F (175°C) and lightly grease or line a muffin tin with parchment rounds. This ensures easy removal later on. In a small bowl, mix together the melted butter and brown sugar until well combined. Spoon about 1 tablespoon of this mixture into each muffin cup. This caramel base will create that lovely topping we all love!

Step 2: Add Pineapple and Cherries

Next, add a few small pieces of pineapple on top of the brown sugar mixture in each muffin cup. Don’t forget to press half of a maraschino cherry into the center of each piece! This step not only adds sweetness but also gives those beautiful pops of color.

Step 3: Make the Sugar Cookie Dough

In a large bowl, cream together your softened butter and granulated sugar until it’s light and fluffy—this should take about 3-5 minutes. It’s important because this aeration helps give your cookies that wonderful texture. Then beat in the egg and vanilla extract until everything is mixed well.

Step 4: Combine Dry Ingredients

In another bowl, whisk together the flour, baking powder, and salt. Gradually add this dry mix to your wet ingredients, mixing until you form a soft dough. The dough should be easy to handle but not too sticky.

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 flatten it so it covers everything evenly—this is where they get their shape while baking!

Step 6: Bake

Now it’s time for baking! Place your muffin tin in the preheated oven and bake for about 12-15 minutes, or until the edges are lightly golden. Keep an eye on them; you want those perfect golden edges!

Step 7: Cool Down

Once done, let your cookies cool in the muffin tin for about 5 minutes. Then carefully flip the tin over onto a parchment-lined surface or cooling rack. This will reveal those gorgeous pineapple tops!

Step 8: Serve

Finally, serve these scrumptious treats warm or at room temperature. Enjoy every bite as you savor that caramelized pineapple topping mingling beautifully with the soft sugar cookie base!

Pro Tips for Making Pineapple Upside-Down Sugar Cookies

Baking these delightful cookies can be a breeze with just a few handy tips!

• Use Room Temperature Ingredients: Ensuring your butter and eggs are at room temperature helps achieve a smooth, creamy dough, resulting in soft and chewy cookies.

• Don’t Overmix the Dough: Mix just until the ingredients are combined; overmixing can lead to tougher cookies. You want them to be soft and tender!

• Keep an Eye on Baking Time: Ovens vary, so start checking your cookies at the 12-minute mark. They should be lightly golden around the edges but still soft in the center.

• Allow Cooling Time: Letting the cookies cool in the muffin tin for a few minutes before transferring them helps set the topping and prevents breakage.

• Experiment with Add-ins: Feel free to get creative! Adding chopped nuts or coconut flakes can give your cookies an extra crunch and flavor boost.

How to Serve Pineapple Upside-Down Sugar Cookies

These charming cookies are perfect for any occasion, and serving them beautifully can elevate their appeal even further. Here are some ideas!

Garnishes

• Shredded Coconut: A sprinkle of toasted coconut adds a tropical flair that pairs wonderfully with the pineapple.
• Fresh Mint Leaves: A couple of mint leaves on top not only looks fresh but also adds a pop of color and flavor.

Side Dishes

• Vanilla Ice Cream: The creamy richness of vanilla ice cream complements the sweet, caramelized flavors of the cookies beautifully.
• Fruit Salad: A refreshing fruit salad made with seasonal fruits balances the sweetness of the cookies while adding a burst of freshness.
• Whipped Coconut Cream: For a dairy-free option, whipped coconut cream provides a light, fluffy texture that goes perfectly with these cookies.
• Coffee or Tea: Serving these cookies alongside a warm cup of coffee or tea enhances their comforting qualities, making for a delightful treat anytime.

With these tips and serving suggestions, your Pineapple Upside-Down Sugar Cookies will not only taste fantastic but look irresistible as well! Enjoy baking and sharing this fun twist on a classic dessert!

Make Ahead and Storage

These Pineapple Upside-Down Sugar Cookies are perfect for meal prep, allowing you to enjoy a delightful treat anytime. Whether you’re prepping for a gathering or just want some sweet snacks on hand, these cookies store beautifully.

Storing Leftovers

• Store the cookies in an airtight container at room temperature for up to 3 days.
• For longer freshness, place parchment paper between layers of cookies to prevent sticking.

Freezing

• Freeze the baked cookies by placing them in a single layer on a baking sheet until solid.
• Transfer the cookies to a freezer-safe bag or container, separating layers with parchment paper.
• They can be frozen for up to 3 months.

Reheating

• To enjoy warm cookies, simply reheat them in the microwave for about 10-15 seconds.
• Alternatively, place them in a preheated oven at 350°F (175°C) for 5 minutes to regain their freshness.

FAQs

Here are some common questions you might have about making Pineapple Upside-Down Sugar Cookies.

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

Yes, you can absolutely use fresh pineapple! Just make sure to cut it into small pieces and cook it briefly in the butter and brown sugar before adding it to the cookies.

How do I get my Pineapple Upside-Down Sugar Cookies to stay soft?

To keep your cookies soft, avoid overbaking them. They should be lightly golden at the edges when you take them out of the oven. Also, storing them properly helps retain their moisture.

Can I make Pineapple Upside-Down Sugar Cookies ahead of time?

Definitely! You can prepare the dough in advance and store it in the fridge for up to 2 days before baking. Alternatively, bake them ahead of time and freeze for later enjoyment.

What should I serve with Pineapple Upside-Down Sugar Cookies?

These cookies are delicious on their own but pair wonderfully with a scoop of vanilla ice cream or a dollop of whipped cream for an extra treat!

Final Thoughts

I hope you enjoy making these delightful Pineapple Upside-Down Sugar Cookies as much as I do! They’re not only visually appealing but also bursting with flavor that will surely impress your friends and family. Remember, baking is all about having fun in the kitchen and sharing sweet moments with loved ones. So go ahead, whip up a batch, and relish every bite!