Pineapple Upside Down Sugar Cookies
Pineapple Upside Down Sugar Cookies
So you’re craving something tasty but too lazy to spend forever in the kitchen, huh? Same. Luckily, today we’re diving into a world where cookies meet tropical vibes, and yes, they involve pineapple and cherries. These Pineapple Upside Down Sugar Cookies are not only a feast for your taste buds but also ridiculously easy to whip up. Buckle up, because we are about to bake some cookies that will make you feel like a pastry chef, minus the hat and the stress.
Why This Recipe is Awesome
First things first, let’s talk about what makes this recipe so great. For one, it’s idiot-proof, even I didn’t mess it up. You don’t need to be a culinary wizard to get these cookies right. Plus, we’re packing all the flavors of a classic pineapple upside-down cake into a bite-sized cookie. It’s like a tropical vacation for your mouth. And did I mention they’re fun to make? You’re basically mixing a tropical fruit salad with cookie dough, and if that doesn’t scream party, I don’t know what does. The best part is that they come together faster than you can say "I should probably work out after this." Spoiler alert: You won’t want to.
Ingredients You’ll Need
Alright, grab your grocery list because here’s what you need to bake these bad boys:
- 1 cup unsalted butter, softened (because cold butter is just a sad existence)
- 1 cup granulated sugar (make sure it’s granulated; we don’t want a crunchy surprise)
- 1 cup brown sugar, packed (this is where the magic happens)
- 2 large eggs (don’t use the small ones; they need to do their job)
- 2 teaspoons vanilla extract (your cookies deserve to smell divine)
- 3 cups all-purpose flour (flour is like the blank canvas for our masterpiece)
- 1 teaspoon baking powder (for a little extra lift)
- 1/2 teaspoon baking soda (you won’t even notice this little guy)
- 1/4 teaspoon salt (just a pinch to make everything pop)
- 1 cup crushed pineapple, drained (the star of this show)
- 1/2 cup maraschino cherries, halved (because we can’t forget the cherry on top)
Step-by-Step Instructions
Now that you have your ingredients ready, let’s make some cookie magic happen:
- Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper. Remember, a hot oven is a happy oven.
- In a large bowl, cream together the butter, granulated sugar, and brown sugar until light and fluffy. This means mixing until you get that perfect cloud-like texture.
- Beat in the eggs and vanilla extract until well combined. Feel free to sing your favorite song while doing this—vocal talent not required.
- In another bowl, whisk together the flour, baking powder, baking soda, and salt. This step is crucial; you need your dry ingredients to mingle before joining the party.
- Gradually add this dry mixture to the wet ingredients, mixing until just combined. Don’t overdo it; we don’t need gluten here.
- Gently fold in the crushed pineapple and maraschino cherries. This is where the tropical fun begins—don’t be shy.
- Drop rounded tablespoons of the dough onto the prepared baking sheet, spacing them a few inches apart. They need room to grow; we’re not trying to make cookie squares.
- Bake for 10-12 minutes or until the edges are golden. The smell will be heavenly, so try not to hover too much.
- Allow the cookies to cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely. Patience is a virtue, my friend.

Common Mistakes to Avoid
Alright, listen up. Here’s a list of rookie mistakes you definitely want to avoid:
- Thinking you don’t need to preheat the oven—rookie mistake. If you skip this step, you’re just setting yourself up for cookie regret.
- Ignoring the importance of draining the pineapple—you don’t want your cookies to turn into miniature puddles. Trust me.
- Overmixing the dough—this isn’t a workout session. Less is more when it comes to mixing.
- Not spacing out the cookies enough on the baking sheet—if your cookies become one giant cookie monster, don’t come crying to me.
Alternatives & Substitutions
So you don’t have all the ingredients? No worries; I got your back.
- Butter: You can use margarine, but why on earth would you want to? Butter is life.
- Eggs: Need an egg substitute? Try unsweetened applesauce or a “flax egg” (1 tablespoon ground flaxseed mixed with 2.5 tablespoons water), but I promise you, the cookies love the eggs best.
- Pineapple: Fresh pineapple works if you’re feeling fancy, but stick to crushed because we like slacking off.
- Maraschino Cherries: If you’re not a fan, leave them out. It’s your cookie; do what you want.
FAQ (Frequently Asked Questions)
- Can I use margarine instead of butter? Well, technically yes, but why hurt your soul like that? Go for butter; it’s worth it.
- Can I use fresh pineapple instead of canned? Sure, if you want to get all chef-y, but canned is easier, and we’re going for fast and fun, remember?
- What if I don’t like cherries? Leave them out, my friend. Your cookie, your rules.
- How do I store these cookies? They’ll be good in an airtight container for about a week. But let’s be real, they won’t last that long.
- Can I freeze the dough? Absolutely! Just scoop it onto a baking sheet and freeze, then once solid, pop them into a bag. You will thank yourself later.
Final Thoughts
Now go impress someone—or yourself—with your new culinary skills. You’ve earned it! These Pineapple Upside Down Sugar Cookies are not just cookies; they’re a statement. Whether you’re sharing them with friends, family, or just keeping them all to yourself while binge-watching your favorite show, you’re in for a tropical treat. So roll up your sleeves, put on your favorite playlist, and get baking. Happy munching, my fellow cookie lover!
Print
Pineapple Upside Down Sugar Cookies
- Total Time: 27 minutes
- Yield: 24 cookies
- Diet: Vegetarian
Description
Delicious and easy-to-make cookies that combine the tropical flavors of pineapple and cherries.
Ingredients
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 cup brown sugar, packed
- 2 large eggs
- 2 teaspoons vanilla extract
- 3 cups all-purpose flour
- 1 teaspoon baking powder
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
- 1 cup crushed pineapple, drained
- 1/2 cup maraschino cherries, halved
Instructions
- Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper.
- Cream together the butter, granulated sugar, and brown sugar until light and fluffy.
- Beat in the eggs and vanilla extract until well combined.
- Whisk together the flour, baking powder, baking soda, and salt in another bowl.
- Gradually add the dry mixture to the wet ingredients, mixing until just combined.
- Fold in the crushed pineapple and maraschino cherries.
- Drop rounded tablespoons of dough onto the prepared baking sheet.
- Bake for 10-12 minutes or until the edges are golden.
- Allow the cookies to cool on the baking sheet for a few minutes before transferring to a wire rack.
Notes
Ensure to properly drain the pineapple to prevent soggy cookies.
- Prep Time: 15 minutes
- Cook Time: 12 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
