Pineapple Upside-Down CookiesIngredients Recipe
Get ready to fall in love with Pineapple Upside-Down CookiesIngredients—a charming twist on a nostalgic classic. These cookies combine the cheerful flavor of sweet pineapple, caramelized brown sugar, and a cherry on top, all nestled in a soft, buttery cookie base. They’re every bit as sunny and delightful as their cake inspiration and bonus points: perfectly portable and individually portioned! If you’re searching for a treat that sparks joy and makes gatherings extra special, look no further than these irresistible Pineapple Upside-Down CookiesIngredients.

Ingredients You’ll Need
The beauty of Pineapple Upside-Down CookiesIngredients lies in how a handful of accessible ingredients work together to create a dessert that’s big on flavor and personality. Every element—fruity, buttery, sweet—plays a part in both the irresistible look and the melt-in-your-mouth texture.
- Unsalted Butter (½ cup, softened): This gives the cookies their signature richness; if you only have salted butter, just skip the added pinch of salt.
- Granulated Sugar (¾ cup): Classic sweetness here, but if you love a deep, caramel taste, feel free to swap all or half for brown sugar.
- Large Egg (1): Acts as the glue, holding your dough together and adding moisture; a flax egg works in a pinch for allergies.
- Vanilla Extract (1 tsp): Adds warmth and balances out all the other flavors with cozy aromatic undertones.
- All-Purpose Flour (1 ¼ cups): The cookie’s backbone! And yes, a 1-to-1 gluten-free blend is welcome here.
- Baking Powder (½ tsp): Keeps things fluffy and prevents hockey puck cookies—just a touch will do.
- Salt (¼ tsp): Unlocks the sweetness and makes every flavor pop; don’t skip it!
- Brown Sugar (½ cup): The hero of that sticky, caramelized topping that makes these cookies special.
- Melted Butter (2 tbsp): Turns the brown sugar into a luscious, self-saucing base.
- Pineapple Rings (1 small can, chopped): Brings the tropical punch of flavor—fresh pineapple works, just chop it small for even cooking.
- Maraschino Cherries (halved): That iconic red dot! Fresh cherries or even dried cranberries add a fun twist if you’re feeling adventurous.
How to Make Pineapple Upside-Down CookiesIngredients
Step 1: Make the Cookie Dough
Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper (or a silicone baking mat, if you have one). Cream together the softened butter and granulated sugar until everything is dreamy and fluffy—this is what keeps the cookies so soft. Add the egg and vanilla extract, then mix until smooth and a bit glossy. In a separate bowl, whisk the flour, baking powder, and salt. Gradually mix these dry ingredients into your butter mixture just until a soft dough forms. Less mixing means tender cookies, so don’t overdo it!
Step 2: Prepare the Caramel Topping
In a small bowl, combine your melted butter with the brown sugar. Stir until it’s a thick, glossy paste. This magic mixture goes on the pan first, where it will turn into a gooey caramel layer after baking. Drop a teaspoon of the brown sugar mixture in little pools, spaced apart for spreading room—it’s like the foundation for each Pineapple Upside-Down CookiesIngredients moment!
Step 3: Assemble the Cookies
Top each brown sugar drop with a little piece of pineapple (or a couple tidbits if using fresh), then nestle a cherry half right in the center for that classic look. Scoop a generous spoonful (about 1 and a half tablespoons) of cookie dough, flatten it slightly between your hands, and gently press it over the pineapple and cherry. Aim to cover the fruit and pinch the edges so the topping stays in place as it bakes—this step creates the signature look of Pineapple Upside-Down CookiesIngredients.
Step 4: Bake Until Golden
Bake for 12–15 minutes, or until the cookies are just turning golden at the edges. The aroma will fill your kitchen with nostalgia and anticipation! Once baked, let them cool on the baking sheet for five minutes so the caramelized base sets, then carefully move them to a wire rack. Wait until fully cooled before flipping them over—your patience will be rewarded with picture-perfect Pineapple Upside-Down CookiesIngredients.
Step 5: Flip and Reveal
The real magic happens after cooling: flip each cookie upside-down to uncover that glossy, golden pineapple-cherry crown. The topping should now be beautifully caramelized and sticking to each cookie top. Now, they’re ready to devour for the perfect taste of retro-inspired joy!
How to Serve Pineapple Upside-Down CookiesIngredients

Garnishes
To make your Pineapple Upside-Down CookiesIngredients even more eye-catching, try a delicate dusting of powdered sugar, a drizzle of vanilla glaze, or a sprinkle of toasted coconut for extra tropical vibes. Each garnish adds its own pop of flavor and makes the cookies party-ready in an instant.
Side Dishes
Pair these cookies with a scoop of vanilla ice cream, a dollop of whipped cream, or even alongside a cup of hot black tea or coffee. Their sweet, fruity flair is perfect with something creamy and simple—the balance turns snack time into a sunshine-filled dessert moment.
Creative Ways to Present
Bring Pineapple Upside-Down CookiesIngredients to brunch buffets, cookie exchanges, or even as edible party favors wrapped in cellophane with a bow. For a fun touch, set them on mini cake stands or display them upside-down, so each cherry and pineapple topping shines front and center. They’re as cheerful as a bouquet and just as giftable.
Make Ahead and Storage
Storing Leftovers
Leftover Pineapple Upside-Down CookiesIngredients can be stored in an airtight container at room temperature for about two days. After that, move them to the fridge, where they’ll keep well for another two days—but good luck making them last that long!
Freezing
If you want to stash some away for later, freeze the completely cooled cookies in a single layer first, then transfer to a zip-top bag or airtight container. Place parchment between layers to prevent sticking. They’ll be just as fabulous when thawed at room temperature, perfect for a grab-and-go treat when you need a little escape.
Reheating
To bring back that freshly-baked warmth, pop Pineapple Upside-Down CookiesIngredients in a low oven (about 300°F/150°C) for a few minutes, or microwave for 10–15 seconds. Just a bit of gentle reheating revives the caramel and softens the cookie base for an irresistible bite.
FAQs
Can I use fresh pineapple instead of canned?
Absolutely! Just chop your fresh pineapple into small, bite-sized pieces for even baking. Blot dry to remove extra moisture, so the topping caramelizes perfectly.
What if I don’t have maraschino cherries?
No cherries? No problem! Substitute with a piece of fresh cherry, dried cranberries, or simply use extra pineapple for an all-fruit approach. The color pop is fun, but not essential to the flavor.
Are Pineapple Upside-Down CookiesIngredients gluten-free?
If you use a 1:1 gluten-free flour blend in place of regular flour, these cookies work beautifully for gluten-free friends. Double-check your other ingredients to make sure they’re suitable, and you’ll have a treat everyone can enjoy!
Can I make the dough ahead of time?
You sure can. Prep the cookie dough up to 24 hours in advance and refrigerate tightly covered. Bring to room temperature before assembling for best spreading and texture.
Why did my topping stick to the tray?
Letting the cookies cool a full 5 minutes on the tray allows the sugar to set and makes them easier to flip. If any topping sticks, simply scoop it and pop it right back onto the cookie while still warm—no one will know!
Final Thoughts
If you’re looking to brighten up your next gathering or simply indulge in a batch of homemade sweetness, Pineapple Upside-Down CookiesIngredients are pure joy from start to finish. Trust me, once you try them, you’ll be looking for excuses to bake up a sunny batch again and again. Give them a go and share the pineapple happiness!
PrintPineapple Upside-Down CookiesIngredients Recipe
Pineapple Upside-Down Cookies are a delightful twist on the classic cake, featuring a buttery cookie base topped with caramelized brown sugar, tropical pineapple pieces, and vibrant maraschino cherries. These cookies are a perfect combination of sweet, fruity, and buttery flavors in every bite.
- Prep Time: 20 minutes
- Cook Time: 15 minutes
- Total Time: 35 minutes
- Yield: Makes about 12 cookies
- Category: Dessert
- Method: Baking
- Cuisine: American
- Diet: Vegetarian
Ingredients
For the Cookie Base:
- Unsalted Butter (½ cup, softened)
- Granulated Sugar (¾ cup)
- Large Egg (1)
- Vanilla Extract (1 tsp)
- All-Purpose Flour (1 ¼ cups)
- Baking Powder (½ tsp)
- Salt (¼ tsp)
For the Topping:
- Brown Sugar (½ cup)
- Melted Butter (2 tbsp)
- Pineapple Rings (1 small can, cut into smaller pieces)
- Maraschino Cherries (halved)
Instructions
- Prepare the Cookie Dough – Preheat the oven to 350°F (175°C) and line a baking sheet. Cream butter and sugar, add egg and vanilla, then mix in dry ingredients.
- Prepare the Topping – Mix melted butter and brown sugar, spoon onto baking sheet.
- Assemble the Cookies – Place pineapple, cherry, and cookie dough on the brown sugar mixture.
- Bake the Cookies – Bake for 12-15 minutes until golden.
- Serve and Enjoy – Cool, flip, and savor the delicious cookies!
Notes
- For added flavor, consider sprinkling cinnamon or nutmeg over the pineapple before adding the cookie dough.
- Store leftover cookies in an airtight container at room temperature for up to 3 days.
Nutrition
- Serving Size: 1 cookie
- Calories: 180
- Sugar: 12g
- Sodium: 110mg
- Fat: 8g
- Saturated Fat: 5g
- Unsaturated Fat: 2.5g
- Trans Fat: 0g
- Carbohydrates: 25g
- Fiber: 1g
- Protein: 2g
- Cholesterol: 35mg
Keywords: Pineapple Upside-Down Cookies, Pineapple Cookies, Fruit Cookies, Upside-Down Dessert