If you’re looking to add a touch of sunshine to your dessert table, Pineapple Upside Sugar Cookies are the way to go. Inspired by the beloved pineapple upside-down cake, these cookies bring the same fruity, caramelized flavor in a bite-sized, buttery form. They’re trending all over social media for their vibrant look, chewy texture, and sweet pineapple flavor that melts in your mouth. Whether you’re baking for a party or just want a taste of summer, Pineapple Upside Sugar Cookies deliver big flavor with minimal effort.
Why You’ll Love This Pineapple Upside Sugar Cookies Recipe
These cookies are more than just cute — they’re downright addictive! Here’s why you’ll fall in love:
- Easy to Make: Simple steps with no fancy equipment required.
- Tropical Flavor: Sweet pineapple and caramelized sugar pack a punch.
- Beautiful Presentation: A show-stopping look that’s great for parties and holidays.
- Soft & Chewy Texture: Sugar cookies meet caramelized fruit in the best way.
- Customizable: Perfect base to play with flavors or add-ins.
Ingredients Needed for Perfect Pineapple Upside Sugar Cookies
Here are the key ingredients that make these cookies so special:
- Canned Pineapple Rings: Provide that sweet, juicy topping and signature look.
- Brown Sugar: Caramelizes under the pineapple for rich flavor and golden color.
- Granulated Sugar: Adds sweetness and structure to the cookie dough.
- Unsalted Butter: Gives the cookies a soft, chewy base.
- Vanilla Extract: Enhances the cookie’s warmth and complements the pineapple.
- All-Purpose Flour: Provides structure and thickness.
- Baking Powder: Helps the cookies rise and stay fluffy.
Step-by-Step Instructions to Make Pineapple Upside Sugar Cookies
- Preheat Your Oven to 350°F (175°C). Line a baking sheet with parchment paper or a silicone baking mat.
- Prep the Pineapple: Pat the canned pineapple rings dry with a paper towel. Cut them in halves or quarters to better fit your cookies, if needed.
- Mix the Dough: In a large bowl, cream the butter and sugars until light and fluffy. Add the vanilla and mix well. Slowly incorporate the dry ingredients until a dough forms.
- Shape the Cookies: Scoop tablespoon-sized balls of dough onto the baking sheet. Flatten slightly with your palm.
- Add Pineapple & Sugar: Press a pineapple piece into each cookie. Sprinkle a small pinch of brown sugar on top for caramelization.
- Bake: Bake for 12–15 minutes or until edges are golden and centers are set.
- Cool Completely: Let cookies cool on the tray for 5 minutes, then transfer to a wire rack.
Expert Tip: Patting the pineapple dry helps avoid soggy cookies. For extra golden tops, broil the cookies for 1 minute after baking.
Recipe Tips & Variations
- Add Maraschino Cherries to the center for a classic upside-down cake touch.
- Use Fresh Pineapple for a more natural, tart flavor.
- Try Coconut Flakes for a tropical twist.
- Make it Vegan: Swap in plant-based butter and egg replacer.
- Add a Glaze: Drizzle with a simple powdered sugar glaze for a sweet finish.
How to Store & Reheat
- Storage: Store cooled cookies in an airtight container at room temperature for up to 3 days or refrigerate for up to 5 days.
- Reheat: Microwave for 10–15 seconds to soften and revive the flavor, or enjoy chilled for a firmer bite.
Similar Recipes You’ll Love
If you’re a fan of creative cookies like these Pineapple Upside Sugar Cookies, don’t stop here! Check out these other irresistible treats:
- Christmas Gooey Butter Cookies – A Sweet Tradition: Buttery, soft, and festive — these are perfect for the holidays (or anytime!).
- Raspberry Swirl Cookies – Sweet & Tangy Shortbread Treats: A fruity shortbread that brings the perfect balance of sweet and tart.
- Crumbl Cookie Recipe – Perfect Copycat Chocolate Chip Cookies Made at Home: Get bakery-style cookies right from your kitchen — chewy, gooey, and chocolate-loaded.
Frequently Asked Questions (FAQ)
Can I use fresh pineapple instead of canned?
Yes! Just slice it thin and pat dry thoroughly before using to avoid excess moisture.
Can I freeze Pineapple Upside Sugar Cookies?
Absolutely. Freeze them in a single layer, then transfer to a zip-top bag. Reheat in the oven at 300°F for 5–6 minutes.
Why are my cookies too soft or soggy?
Make sure to dry the pineapple well and avoid overloading the top with syrup or juice.
Can I make these ahead of time?
Yes, you can prepare the dough and refrigerate it for up to 24 hours. Assemble and bake when ready to serve.
These Pineapple Upside Sugar Cookies are sunshine in cookie form — sweet, tropical, and totally crave-worthy. Whether you’re serving them at a summer barbecue, brunch party, or as a weeknight treat, they’ll bring smiles all around. Try the recipe, share it with fellow cookie lovers, and don’t forget to pin it for later!
Pineapple Upside Sugar Cookies
Ingredients
- 1 cup unsalted butter softened
- 1 cup granulated sugar
- 1/2 cup brown sugar plus extra for topping
- 1 large egg
- 2 teaspoons vanilla extract
- 2 1/4 cups all-purpose flour
- 1/2 teaspoon baking powder
- 1/4 teaspoon salt
- 8 canned pineapple rings patted dry and halved or quartered
Instructions
- Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
- In a large bowl, cream together the butter, granulated sugar, and brown sugar until light and fluffy.
- Add egg and vanilla extract. Beat until well combined.
- In a separate bowl, whisk together flour, baking powder, and salt. Gradually mix into the wet ingredients to form a dough.
- Scoop 2 tablespoons of dough, roll into balls, and place on prepared baking sheets. Flatten each slightly.
- Top each cookie with a pineapple piece. Sprinkle a bit of brown sugar on top.
- Bake for 12–15 minutes or until the edges are golden.
- Let cookies cool on the sheet for 5 minutes before transferring to a wire rack.
Notes
- For best results, ensure pineapple slices are well-drained and patted dry.
- Add a maraschino cherry to the center for a classic upside-down look.
- For extra caramelization, broil the cookies for 1 minute after baking.