Pineapple Upside-Down Sugar Cookies

If you’re looking for a cookie that brings joy to your taste buds and a smile to your face, look no further than these delightful Pineapple Upside-Down Sugar Cookies. They combine the classic flavors of pineapple upside-down cake with the comforting sweetness of sugar cookies. This recipe is a cherished favorite of mine, perfect for busy weeknights or family gatherings when you want something special without too much fuss.

Every bite offers a soft, chewy texture paired with a luscious topping of caramelized pineapple and cherries. Trust me, they’ll disappear in no time!

Why You’ll Love This Recipe

• Easy to Make: With straightforward steps, these cookies are quick to whip up, making them perfect for any skill level.
• Family-Friendly: Kids and adults alike will adore the sweet flavor and fun presentation of these cookies.
• Perfect for Any Occasion: Whether it’s a potluck or just a treat at home, these cookies fit right in!
• Make-Ahead Friendly: You can prepare the dough ahead of time and bake fresh cookies when you’re ready.
• Delicious Flavor Combination: The blend of buttery cookie with sweet pineapple is simply irresistible!

Ingredients You’ll Need

Let’s gather our simple and wholesome ingredients! This recipe uses everyday items that you might already have in your pantry. Here’s what you’ll need:

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! Feel free to get creative with toppings or flavors. Here are some fun ideas:

• Add Different Fruits: Try swapping out pineapple for peaches or cherries for a unique twist.
• Use Coconut: Incorporate shredded coconut into the cookie dough for a tropical flair.
• Change Up the Flavoring: Experiment with almond extract instead of vanilla for a delicious variation.
• Include Nuts: Chopped walnuts or pecans can add great texture and flavor.

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 is crucial as it ensures easy removal of your cookies later on. In a small bowl, mix the melted butter and brown sugar until combined. Spoon about 1 tablespoon of this mixture into each muffin cup.

Step 2: Add Pineapple and Cherries

Place a few small pieces of pineapple on top of the brown sugar mixture, then press half of a maraschino cherry in the center of each one. This creates a beautiful topping that will shine once baked!

Step 3: Make the Sugar Cookie Dough

In a large bowl, cream together the softened butter and granulated sugar until light and fluffy. This process incorporates air into the mixture, giving your cookies that perfect soft texture. Beat in the egg and vanilla extract until well combined.

Step 4: Combine Dry Ingredients

In another bowl, whisk together the flour, baking powder, and salt. Gradually add this dry mixture to your wet ingredients, mixing until a soft dough forms. It’s important not to over-mix at this stage; we want those cookies to be tender!

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 evenly covers everything—this will ensure every bite has that tasty topping.

Step 6: Bake

Bake in your preheated oven for 12-15 minutes, or until the edges are lightly golden. The aroma wafting through your kitchen will be heavenly!

Step 7: Cool & Serve

Let the cookies cool in the muffin tin for about 5 minutes before carefully flipping them onto a parchment-lined surface or cooling rack. These treats are delicious warm but also delightful at room temperature! Enjoy every bite of your Pineapple Upside-Down Sugar Cookies!

Pro Tips for Making Pineapple Upside-Down Sugar Cookies

Baking these delightful cookies is a joy, and with a few tips, you can make them even more delicious!

• Use room temperature ingredients: Having your butter and egg at room temperature helps them blend better, resulting in a smoother dough that bakes evenly.

• Don’t skip the chilling: If your dough feels too soft, chill it for 15-30 minutes before pressing it into the muffin cups. This helps the cookies maintain their shape during baking.

• Check for doneness: Ovens can vary, so keep an eye on your cookies. Look for lightly golden edges and a soft center to ensure they’re perfectly baked.

• Experiment with toppings: Feel free to add extra fruit or nuts on top of the caramelized pineapple for added texture and flavor. Pecans or crushed macadamia nuts make great choices!

• Store properly: To keep your cookies fresh, store them in an airtight container at room temperature. They will stay soft and chewy for several days!

How to Serve Pineapple Upside-Down Sugar Cookies

These cookies are not only delicious but also visually appealing! Here are some ideas on how to present them beautifully at your next gathering.

Garnishes

• Whipped coconut cream: A dollop of creamy coconut whipped topping adds a tropical flair that complements the pineapple perfectly.

• Toasted coconut flakes: Sprinkling toasted coconut on top enhances the tropical vibe and adds a delightful crunch.

Side Dishes

• Fruit salad: A refreshing mix of seasonal fruits balances the sweetness of the cookies. Consider using berries, kiwi, and mango for color and flavor.

• Vanilla ice cream: A scoop of dairy-free vanilla ice cream served alongside warm cookies creates a delicious contrast that is sure to impress.

• Coconut milk smoothie: Blend coconut milk with bananas and spinach for a green smoothie that echoes the tropical theme while providing a nutritious side option.

Now you have all the tools you need to create and serve these delightful Pineapple Upside-Down Sugar Cookies! Enjoy every bite of this sweet treat, whether it’s at a party or just as a special snack at home. Happy baking!

Make Ahead and Storage

These Pineapple Upside-Down Sugar Cookies are not only delightful to eat but also perfect for meal prep. You can make them ahead of time, store them, and enjoy a sweet treat whenever the craving strikes!

Storing Leftovers

• Store leftover cookies in an airtight container at room temperature for up to 3 days.
• For longer freshness, keep them in the refrigerator for up to a week.

Freezing

• To freeze, place fully baked cookies in a single layer on a baking sheet and freeze until solid.
• Once frozen, transfer the cookies to a freezer-safe bag or container. They can be stored for up to 3 months.

Reheating

• For best results, reheat frozen cookies in the oven at 350°F (175°C) for about 5-7 minutes.
• If reheating from room temperature, warm them in the oven for 3-5 minutes to regain their soft texture.

FAQs

Here are some common questions about making these delicious cookies.

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

Yes! Fresh pineapple can be used instead of canned. Just ensure you cut it into small pieces similar to the canned version.

How do I make Pineapple Upside-Down Sugar Cookies without eggs?

You can substitute the egg with a flaxseed meal or applesauce. Use 1 tablespoon of flaxseed meal mixed with 2.5 tablespoons of water or 1/4 cup of applesauce as a replacement.

Can I use whole wheat flour in this recipe?

Absolutely! You can substitute part or all of the all-purpose flour with whole wheat flour for a nuttier flavor and added health benefits.

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

These cookies pair wonderfully with vanilla ice cream or a dollop of whipped coconut cream for an extra indulgent treat!

Final Thoughts

I hope you enjoy making these Pineapple Upside-Down Sugar Cookies as much as I do! The combination of caramelized pineapple and soft cookie is truly special and perfect for sharing with friends and family. Don’t hesitate to experiment with your favorite toppings or variations – after all, cooking is all about enjoying the process! Happy baking!