Pineapple Upside-Down Sugar Cookies

If you’re looking for a delightful treat that combines fruity sweetness with a buttery cookie base, then these Pineapple Upside-Down Sugar Cookies are just the answer! This recipe has been a family favorite for years, and it never fails to bring smiles to faces at gatherings. The combination of caramelized pineapple and cherries atop soft sugar cookies creates a flavor that is simply irresistible. Whether you’re baking for a busy weeknight or planning a special event, this recipe is sure to impress.

Baking these cookies fills your kitchen with an inviting aroma that will make everyone feel right at home. Plus, they’re easy enough for anyone to whip up, making them perfect for both novice bakers and seasoned pros alike!

Why You’ll Love This Recipe

• Quick to Prepare: With just 20 minutes of prep time, you can have delicious cookies ready in no time!
• Family-Friendly: Everyone loves the sweet combination of pineapple and cherry — it’s a treat the whole family can enjoy.
• Make-Ahead Option: You can prepare the dough ahead of time and bake them fresh when you’re ready to serve.
• Unique Twist: These cookies offer a fun and creative twist on traditional sugar cookies that are sure to stand out on any dessert table.

Ingredients You’ll Need

Let’s gather some simple, wholesome ingredients to make these delightful Pineapple Upside-Down Sugar Cookies. You might already have many of them in your pantry!

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! Here are some fun variations to consider:

• Add nuts: Chopped walnuts or pecans can add a delightful crunch and enhance flavor.
• Use different fruits: Swap out pineapple for peaches or mangoes for a tropical twist!
• Include spices: A dash of cinnamon or nutmeg can add warmth and depth to the cookie dough.
• Chocolate drizzle: A light drizzle of dairy-free chocolate over the cooled cookies can elevate them into an indulgent dessert.

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 your cookies come out easily after baking. In a small bowl, mix together the melted butter and brown sugar until fully combined. Spoon about 1 tablespoon of this mixture into each muffin cup. This creates a sweet base that will caramelize beautifully while baking!

Step 2: Add Pineapple and Cherries

Now it’s time for the fruity goodness! Place several small pieces of pineapple on top of the brown sugar mixture in each muffin cup. Press half of a maraschino cherry into the center of each one—this adds vibrant color and extra sweetness to your topping.

Step 3: Make the Sugar Cookie Dough

In a large bowl, cream together the softened butter and granulated sugar until light and fluffy. This step is crucial because it incorporates air into the batter, making your cookies soft and chewy. Beat in the egg and vanilla extract until well combined for extra flavor.

Step 4: Combine Dry Ingredients

In another bowl, whisk together the flour, baking powder, and salt. This ensures even distribution of leavening agents throughout your dough.

Step 5: Mix Wet and Dry Ingredients

Gradually add this dry mixture into your wet ingredients, mixing until a soft dough forms. Don’t overmix; just combine until everything is nicely blended!

Step 6: Assemble the Cookies

Take about 1 1/2 tablespoons of cookie dough and press it over the topping in each muffin cup. Flatten it gently so it covers everything evenly—this will help create that signature upside-down style when you flip them over later.

Step 7: Bake

Pop those beauties into your preheated oven! Bake for about 12-15 minutes or until you see that lovely golden edge forming. Keep an eye on them; every oven is slightly different!

Step 8: 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. This allows them to set properly without falling apart. Enjoy warm or at room temperature—either way, they are absolutely scrumptious!

With these simple steps, you’ll be able to create Pineapple Upside-Down Sugar Cookies that will surely become one of your go-to recipes! Happy baking!

Pro Tips for Making Pineapple Upside-Down Sugar Cookies

Baking these delightful cookies is a breeze, especially when you keep a few helpful tips in mind!

• Use Room Temperature Ingredients: Ensuring your butter and egg are at room temperature allows for better incorporation, making your dough smoother and fluffier.

• Don’t Overmix the Dough: Mixing just until combined helps to maintain the cookies’ softness. Overmixing can lead to tougher cookies, so stop as soon as you see no dry flour.

• Chill the Dough (if time allows): If you’re not in a rush, chilling the dough for 30 minutes can enhance the flavor and help the cookies maintain their shape during baking.

• Check for Doneness Early: Ovens can vary in temperature, so start checking your cookies a minute or two before the timer goes off. You’re looking for lightly golden edges!

• Let Them Cool Before Serving: Allowing the cookies to cool slightly in the muffin tin ensures they set properly and makes them easier to remove without breaking.

How to Serve Pineapple Upside-Down Sugar Cookies

These Pineapple Upside-Down Sugar Cookies are not only delicious but also visually stunning! Presenting them nicely can make all the difference at any gathering.

Garnishes

• Whipped Coconut Cream: A dollop of whipped coconut cream adds a luscious, tropical touch that complements the pineapple beautifully.
• Toasted Coconut Flakes: Sprinkle some toasted coconut on top for an added crunch and extra flavor that pairs perfectly with the tropical theme.

Side Dishes

• Fresh Fruit Salad: A light and refreshing fruit salad balances out the sweetness of the cookies. Use seasonal fruits like berries, melon, and citrus for a colorful mix!
• Coconut Sorbet: This dairy-free delight offers a creamy texture that contrasts well with the chewy cookies while enhancing their tropical notes.
• Minted Yogurt Dip: A simple yogurt dip infused with fresh mint provides a cooling element that pairs wonderfully with these sweet treats.
• Iced Tea or Lemonade: Refreshing beverages like iced tea or homemade lemonade complement the flavors of your cookies while keeping everyone hydrated and happy at your gathering!

Enjoy your baking adventure with these delightful Pineapple Upside-Down Sugar Cookies, and don’t forget to share them with friends and family – they’ll love you for it!

Make Ahead and Storage

These Pineapple Upside-Down Sugar Cookies are not only a delightful treat but also perfect for meal prep! You can make them ahead of time and store them for later enjoyment.

Storing Leftovers

• Allow the cookies to cool completely before storing.
• Place them in an airtight container to keep them fresh.
• Store at room temperature for up to 3 days.

Freezing

• Cool the cookies completely then place in a single layer on a baking sheet.
• Freeze for about 1-2 hours until solid, then transfer to an airtight freezer bag.
• They can be frozen for up to 3 months.

Reheating

• To reheat, preheat your oven to 300°F (150°C).
• Place the cookies on a baking sheet and warm for about 5-7 minutes.
• Enjoy warm for that freshly baked taste!

FAQs

Here are some common questions readers might have about this recipe.

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 in size to canned pineapple for even cooking.

How do I make Pineapple Upside-Down Sugar Cookies gluten-free?

To make these cookies gluten-free, substitute all-purpose flour with your favorite gluten-free flour blend. Ensure that your baking powder is also gluten-free.

What can I use instead of maraschino cherries?

If you prefer not to use maraschino cherries, feel free to substitute with fresh cherries or any other fruit that pairs well with pineapple, such as blueberries.

How long do Pineapple Upside-Down Sugar Cookies last?

When stored properly in an airtight container, these cookies will last for up to 3 days at room temperature or up to 3 months in the freezer.

Final Thoughts

I hope you enjoy making these delightful Pineapple Upside-Down Sugar Cookies as much as I do! They bring a tropical twist to the classic cookie experience that’s sure to put a smile on everyone’s face. Whether you’re sharing them at gatherings or savoring them yourself, each cookie is a little piece of sunshine. Happy baking, and don’t hesitate to try this recipe soon!