Oh my goodness, let me tell you about my absolute favorite treat: Pineapple Upside Down Sugar Cookies! These delightful cookies are a fun twist on the classic pineapple upside-down cake, and trust me, they’re just as delicious. I love how the sweet, buttery cookie cradles a juicy pineapple slice and a bright red maraschino cherry, creating a little slice of paradise in every bite. The combination of flavors is simply irresistible, and they make the perfect addition to any gathering or a cozy night in. Plus, they’re super easy to whip up, which is always a win in my book! So, if you’re looking for a sweet treat that’s sure to impress, you’ve got to try these cookies. Let’s dive into the ingredients you’ll need!

Ingredients List

Gather these simple yet essential ingredients to create your delicious Pineapple Upside Down Sugar Cookies:

1 cup unsalted butter, softened to room temperature
1 cup granulated sugar
1 cup brown sugar, packed
2 large eggs
2 teaspoons vanilla extract
3 cups all-purpose flour
1 teaspoon baking soda
1/2 teaspoon salt
1 can pineapple slices, drained (make sure to save that juice for another recipe!)
1/2 cup maraschino cherries

These ingredients come together to create a cookie that’s not only delicious but also visually stunning! Trust me, you won’t want to skip any of these key players in your baking adventure.

How to Prepare Pineapple Upside Down Sugar Cookies

Alright, let’s get to the fun part: making these scrumptious Pineapple Upside Down Sugar Cookies! I promise, it’s easier than you think—and the results are so rewarding. Follow these steps, and you’ll be on your way to cookie heaven!

Step-by-Step Instructions

First things first, preheat your oven to 350°F (175°C). This is crucial to get that perfect golden brown finish.
In a large mixing bowl, cream together the softened unsalted butter, granulated sugar, and brown sugar until it’s light and fluffy. This should take about 2-3 minutes—don’t rush it! The air you whip in here makes for a delightful texture.
Next, beat in the eggs one at a time, followed by the vanilla extract. Make sure everything is well combined; you want that sweetness to shine through!
In another bowl, whisk together the all-purpose flour, baking soda, and salt. This helps to evenly distribute the leavening agents and prevents any clumps.
Gradually add the dry mixture to your wet ingredients, mixing just until combined. Be careful not to overmix—this keeps your cookies tender and soft!
Now, it’s time to assemble! On a greased baking sheet, arrange the pineapple slices like little cookie canvases. Don’t forget to pop a maraschino cherry right in the center of each slice to add that pop of color and flavor!
Using a spoon or cookie scoop, drop generous dollops of cookie dough on top of each pineapple slice, making sure to cover them well. This is where the magic happens!
Bake in your preheated oven for about 12-15 minutes or until they’re beautifully golden brown. Keep an eye on them towards the end because you want that perfect bake!
Finally, let the cookies cool for a few minutes on the baking sheet before carefully flipping them upside down onto a plate. This is the big reveal—so exciting!

And there you have it! Your Pineapple Upside Down Sugar Cookies are ready to be enjoyed. I can already smell the sweetness wafting through my kitchen! Make sure they cool a bit before diving in, but honestly, who could resist stealing a bite right away? Enjoy every delicious morsel!

Why You’ll Love This Recipe

Unique Flavor Combination: The fruity sweetness of pineapple paired with the rich cookie base is a match made in heaven—every bite is a delightful surprise!
Visual Appeal: These cookies are a feast for the eyes! The vibrant pineapple and cherry toppings create an eye-catching presentation that’s perfect for any occasion.
Easy to Make: With straightforward steps and minimal fuss, you’ll be whipping these up in no time! Even if you’re a beginner, you’ll feel like a pro in the kitchen.
Fun Twist on a Classic: If you love pineapple upside-down cake, you’ll adore this cookie version! It’s a nostalgic treat that’s sure to impress family and friends.
Perfect for Sharing: With 24 cookies in the batch, they’re great for parties, potlucks, or just a cozy night in. Everyone will want to try one!
Quick Baking Time: These cookies bake up in just 12-15 minutes, making them an ideal choice for a last-minute dessert craving.

Trust me, once you try these Pineapple Upside Down Sugar Cookies, you’ll be hooked! They’re not just cookies; they’re a fun experience that brings a smile to everyone’s face.

Tips for Success

To ensure your Pineapple Upside Down Sugar Cookies turn out absolutely perfect every time, here are some of my favorite tips and tricks!

Use Fresh Pineapple: If you can, opt for fresh pineapple instead of canned. It adds a burst of natural flavor and a lovely texture that really elevates your cookies.
Don’t Skip the Cooling Time: Allow the cookies to cool for a few minutes on the baking sheet before flipping them. This helps them set and prevents any melty disasters!
Adjust Baking Times: Ovens can vary quite a bit, so keep an eye on your cookies as they bake. If they’re golden brown on the edges but still slightly soft in the center, they’re just about perfect!
Storage Tips: Store your cookies in an airtight container at room temperature for up to a week. If they last that long, that is! You can also freeze them for up to a month—just make sure to layer them with parchment paper to avoid sticking.
Experiment with Toppings: While pineapple and cherries are classic, don’t be afraid to mix it up! Add some toasted coconut or a sprinkle of nuts for an extra crunch and flavor boost.

With these tips in your back pocket, you’ll be well on your way to mastering these delightful cookies. Happy baking!

Variations

If you’re feeling adventurous with your Pineapple Upside Down Sugar Cookies, there are so many fun ways to mix things up! Here are some delicious variations that I absolutely love:

Mango Madness: Swap out the pineapple for fresh or canned mango slices for a tropical twist. The sweet, juicy mango pairs wonderfully with the cookie base!
Berry Bliss: Try using fresh strawberries or blueberries on top instead of pineapple. The tartness of the berries adds a delightful contrast to the sweetness of the cookie.
Coconut Dream: Mix shredded coconut into the cookie dough for an extra layer of flavor. You can also sprinkle some on top of the pineapple before baking for a beautiful presentation!
Peach Perfection: Use peach slices in place of pineapple for a sweet and juicy alternative. Peaches have such a lovely flavor that shines through!
Spiced Up: Add a teaspoon of cinnamon or nutmeg to the dough for a warm, spiced flavor that’s especially lovely during the fall months.
Nutty Addition: Toss in some chopped pecans or walnuts into the dough for a bit of crunch and nuttiness that complements the fruity toppings.

These variations are not only fun to try, but they also let you customize your cookies based on what you have on hand or what you’re in the mood for. Get creative and see which flavor combinations become your new favorites! Enjoy the baking adventure!

Nutritional Information

Here’s a quick glance at the typical nutritional values for each of your delightful Pineapple Upside Down Sugar Cookies. Keep in mind, these are all estimates, but they’ll give you a good idea of what to expect:

Serving Size: 1 cookie
Calories: 180
Total Fat: 8g
Saturated Fat: 5g
Unsaturated Fat: 2g
Trans Fat: 0g
Cholesterol: 30mg
Sodium: 90mg
Total Carbohydrates: 24g
Dietary Fiber: 1g
Sugars: 12g
Protein: 2g

So, there you have it! These cookies are a sweet treat that you can enjoy without too much guilt. Just remember that everything is better in moderation—especially when it comes to these scrumptious cookies!

FAQ Section

Can I use fresh pineapple instead of canned?
Absolutely! Fresh pineapple adds a vibrant flavor and juicy texture that really elevates your Pineapple Upside Down Sugar Cookies. Just make sure to cut the slices evenly so they bake properly.

What’s the best way to store these cookies?
Store your cookies in an airtight container at room temperature for up to a week. If you want to keep them longer, you can freeze them for up to a month. Just layer them with parchment paper to prevent sticking!

Can I substitute the eggs in this recipe?
Yes, you can use eggs substitutes like flax eggs or applesauce if you’re looking for a vegan option. For each egg, try mixing 1 tablespoon of ground flaxseed with 2.5 tablespoons of water and let it sit until it thickens, or use 1/4 cup of unsweetened applesauce.

How can I tell when the cookies are done?
Your cookies are done when they’re golden brown around the edges and slightly soft in the center. They’ll continue to firm up as they cool, so don’t worry if they seem a bit soft right out of the oven!

What if my cookies spread too much while baking?
If your cookies spread a bit too much, it might be due to the butter being too soft. Make sure to cream your butter properly, but also consider chilling the dough for about 30 minutes before baking. This helps them keep their shape better!

Pineapple Upside Down Sugar Cookies to Satisfy Your Cravings

Author: [email protected]
Prep Time: 20 minutes
Cook Time: 15 minutes
Total Time: 35 minutes
Yield: 24 cookies 1x
Category: Dessert
Method: Baking
Cuisine: American
Diet: Vegetarian

Print Recipe

Description

Delicious cookies with a pineapple topping that turns upside down for a sweet treat.

Instructions

Preheat your oven to 350°F (175°C).
Cream together butter, granulated sugar, and brown sugar.
Add eggs and vanilla extract, mix until combined.
In another bowl, whisk together flour, baking soda, and salt.
Gradually add dry ingredients to wet ingredients, mixing well.
Place pineapple slices on a greased baking sheet.
Put a cherry in the center of each pineapple slice.
Drop cookie dough on top of each pineapple slice.
Bake for 12-15 minutes or until golden brown.
Let cool for a few minutes before flipping to serve.

Notes

Store cookies in an airtight container.
Use fresh pineapple for a more intense flavor.
Adjust baking time for your oven.

Nutrition

Serving Size: 1 cookie
Calories: 180
Sugar: 12g
Sodium: 90mg
Fat: 8g
Saturated Fat: 5g
Unsaturated Fat: 2g
Trans Fat: 0g
Carbohydrates: 24g
Fiber: 1g
Protein: 2g
Cholesterol: 30mg

Keywords: Pineapple Upside Down Sugar Cookies

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