Nothing beats a dessert that feels like a tropical vacation in every bite, and these Mini Pineapple Upside-Down Cheesecakes do exactly that. With the sweet tang of caramelized pineapple slices and the rich creaminess of a classic cheesecake, each tiny treat delivers a burst of sunshine on your palate. Biting into one of these little delights, you’ll first encounter that buttery, caramel-kissed pineapple, followed by the luxuriously smooth cheesecake layer and finally a crisp graham cracker crust that provides the perfect textural counterpoint. These individual desserts aren’t just delicious—they’re pure fun, bringing back memories of backyard barbecues and lazy afternoons spent chasing the flavors of summer.
I’ll never forget the first time I made these for a small get-together. I lined up the muffin tin, carefully layering each component, and as they baked, the kitchen filled with an irresistible meld of brown sugar, pineapple, and baking delights. When I flipped them out of the pans, everyone’s eyes lit up, and the first bite sparked a chorus of “Wow!” Rapidly, the cheesecakes vanished—as if they were filled with sunshine! Whether you’re hosting a party, seeking a sweet ending to a family dinner, or just craving a personal indulgence, these cheery little cheesecakes will transport you straight to a tropical paradise. Ready to learn how to whip up a dozen of these? Let’s dig in!
KEY INGREDIENTS IN MINI PINEAPPLE UPSIDE-DOWN CHEESECAKES
Every great recipe begins with high-quality ingredients, and these mini cheesecakes are no exception. Each component plays its own role: we have juicy pineapple for tropical zest, brown sugar and melted butter for caramel magic, a buttery graham crust, and rich, creamy cheesecake filling. Here’s a closer look:
- Pineapple slices
Provides the signature tropical flavor and caramelized topping when paired with brown sugar and butter. You can use fresh or canned, but make sure to drain the slices well for perfect texture.
- Unsalted butter
Used in both the pineapple topping and the graham cracker crust, melted butter binds ingredients together, adds richness, and helps the crust crisp up beautifully.
- Brown sugar
Mixes with melted butter and cinnamon to create a luscious, gooey caramel layer that seeps into the pineapple, infusing it with deeper flavor and a lovely amber hue.
- Ground cinnamon
A pinch of warm spice in the caramel topping that complements the sweetness of the pineapple, adding a cozy, aromatic note.
- Graham cracker crumbs
Form the base of the crust, offering a slightly sweet, crunchy foundation for the cheesecake. Pressed firmly, they give structure and delightful contrast.
- Granulated sugar
Sweetens both the crust mixture and the cheesecake filling, balancing the tang of cream cheese and the tropical edge of pineapple.
- Cream cheese
The star of the filling, delivering that classic velvety texture and tangy richness that makes cheesecakes irresistible.
- Vanilla extract
Enhances the sweetness and roundness of the cheesecake, adding floral and mellow flavor notes.
- Eggs
Provide structure and help the filling set while keeping it ultra-creamy. Be sure to add them one at a time for the smoothest batter.
- Sour cream
Lightens the filling, contributes a gentle tang, and prevents cracks by adding moisture and stability.
- Heavy cream
Rounds out the texture of the cheesecake, making it extra silky and lush without weighing it down.
HOW TO MAKE MINI PINEAPPLE UPSIDE-DOWN CHEESECAKES
Baking these mini cheesecakes is a joyful blend of simple techniques and delightful layers. From creating a caramelized pineapple bottom to whipping up a dreamy cheesecake topping, each step brings you closer to those perfect bites of tropical bliss.
1. Preheat your oven to 325°F (163°C). Line a 12-cup muffin tin with paper liners to ensure easy release later, and set it aside while you prepare the layers.
2. In a small bowl, combine the melted butter, brown sugar, and ground cinnamon. Stir vigorously until the mixture is glossy and completely smooth—this is your caramelized pineapple glaze.
3. Place one pineapple slice in the center of each lined muffin cup, trimming slices if necessary to fit snugly. Spoon the brown sugar-butter-cinnamon mixture evenly over each slice so that every cheesecake gets a sweet, golden canopy.
4. In a medium bowl, mix the graham cracker crumbs, granulated sugar, and melted butter. Stir until all crumbs are saturated and the texture resembles wet sand—that’s your crust mixture.
5. Press the crumb mixture firmly into each muffin cup, creating a compact base layer. Use the bottom of a measuring cup or your fingers to achieve an even thickness.
6. In a large mixing bowl, beat the softened cream cheese and granulated sugar together until the mixture is silky and free of lumps. Scrape down the sides as needed to keep the texture uniform.
7. Add the vanilla extract, then incorporate the eggs one at a time, beating after each addition until just combined. Finally, mix in the sour cream and heavy cream until the filling is smooth and slightly glossy.
8. Spoon the cheesecake batter over each crust-lined cup, filling nearly to the top so that you have a generous dome. Tap the pan lightly on the counter to release any air bubbles.
9. Bake in the preheated oven for 20–25 minutes or until the centers are set but still have a gentle wobble and the edges are lightly golden.
10. Allow the cheesecakes to cool in the pan for about 10 minutes, then transfer them—still in their liners—to a wire rack to cool completely.
11. Once cooled, refrigerate the cheesecakes for at least 3 hours (or overnight) so they achieve that classic, firm yet creamy texture.
12. When ready to serve, run a knife around the edges of each cheesecake to release it, then invert it onto a plate so the pineapple and caramel topping is showcased on top.
SERVING SUGGESTIONS FOR MINI PINEAPPLE UPSIDE-DOWN CHEESECAKES
These mini wonders not only taste incredible but also make for a show-stopping presentation. Serving them thoughtfully elevates the experience, turning simple bites into delightful moments of indulgence. Whether you’re creating a festive dessert table, planning an intimate dinner, or just treating yourself, here are some tips to present these cheesecakes with flair and personality:
- Serve them chilled on a decorative platter, arranging them in a circle or tight cluster to create a tropical “flower” effect. Add a sprinkle of toasted coconut flakes around the base for extra color and crunch.
- Top each inverted cheesecake with a maraschino cherry or a small sprig of fresh mint to inject a pop of bright color and aromatic freshness. The contrast of red or green against the golden pineapple is simply stunning.
- Pair with a small dollop of whipped cream on the side for added creaminess. Pipe it in a swirl using a star tip to give each serving an elegant finish.
- Offer a selection of fruit coulis—such as raspberry or passion fruit—drizzled artistically across the plate. The tangy sauce cuts through the sweetness and brings vibrant hues to your dessert presentation.
HOW TO STORE MINI PINEAPPLE UPSIDE-DOWN CHEESECAKES
Whether you’re getting ahead for a busy week or saving leftovers for later, proper storage is key to keeping these mini cheesecakes tasting fresh and looking beautiful. Because of their layered nature—tender crust, creamy filling, and sticky pineapple topping—they benefit from thoughtful handling and airtight protection. Here’s how to maintain that just-baked quality for days:
- Store in an airtight container in the refrigerator. Layer the cheesecakes with strips of parchment paper between each row to prevent them from sticking together and to protect the delicate pineapple topping.
- For longer storage, freeze the cheesecakes individually on a baking sheet until firm, then transfer them to a freezer-safe bag or container. Thaw in the refrigerator overnight before serving to preserve their texture.
- If you’ve prepared the pineapple topping in advance, keep it in a sealed jar in the fridge for up to three days. Gently reheat it in the microwave or over low heat on the stove before assembling your cheesecakes.
- To maintain optimal moisture balance, avoid leaving cheesecakes uncovered in the fridge, as they can dry out and develop off-flavors. Always return them to their container promptly after serving.
CONCLUSION
What started as a simple idea—combining two beloved classics, pineapple upside-down cake and cheesecake—has blossomed into these charming mini desserts that are perfect for any occasion. From the first step of melting butter and brown sugar together to the final flourish of inverting each cheesecake onto a plate, you’ve followed an easy yet rewarding process that results in a flawless balance of textures and flavors. The buttery graham cracker crust supports the velvety cheesecake filling, while the caramelized pineapple provides that sunny pop of sweetness that makes every bite feel like a tiny celebration. With this recipe in your repertoire, you’ll always have a crowd-pleasing dessert ready to go, whether you’re hosting a summertime barbecue, planning a cozy dinner for two, or simply craving a sweet escape at home.
Feel free to print out this article and save it in your recipe binder, so you can revisit these mini pineapple upside-down cheesecakes whenever inspiration strikes. You’ll also find a handy FAQ section just below, designed to answer common questions and offer troubleshooting tips. If you decide to try this recipe, I’d love to hear how it went! Leave a comment with your favorite variations, any tweaks you made, or questions about technique. Your feedback helps me continue crafting recipes that bring joy and flavor to your kitchen adventures. Happy baking and may every mini cheesecake bring a taste of sunshine to your table!

Mini Pineapple Upside-Down Cheesecakes
Description
Sweet caramelized pineapple meets velvety smooth cheesecake & a buttery graham cracker crust. These individual delights are a perfectly portioned taste of sunshine!
Ingredients
Instructions
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Preheat your oven to 325°F (163°C). Line a 12-cup muffin tin with paper liners and set it aside.
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In a small bowl, combine the melted butter, brown sugar, and cinnamon. Stir until the mixture is smooth.
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Place a pineapple slice in the center of each muffin cup. If needed, cut slices into smaller pieces to fit. Spoon the brown sugar-butter mixture evenly over each pineapple slice.
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In a medium bowl, combine the graham cracker crumbs, granulated sugar, and melted butter. Stir until the crumbs are coated in butter and the mixture is moist.
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Spoon the graham cracker mixture into each muffin cup, pressing it down gently to form a crust at the bottom.
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In a large mixing bowl, beat the cream cheese and sugar together until smooth and creamy.
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Add the vanilla extract, eggs (one at a time), sour cream, and heavy cream to the cream cheese mixture. Beat until fully combined and smooth.
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Spoon the cheesecake batter into each muffin cup, filling each cup nearly to the top.
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Bake for 20-25 minutes or until the cheesecakes are set and the edges are slightly golden.
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Allow the cheesecakes to cool in the pan for 10 minutes, then transfer them to a wire rack to cool completely.
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Once cooled, refrigerate the cheesecakes for at least 3 hours to set fully.
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When ready to serve, run a knife around the edges of each cheesecake and carefully invert each one onto a plate. The pineapple and caramel topping should be on top.
Note
- For extra flavor, you can use fresh pineapple slices instead of canned.
- These mini cheesecakes can be topped with a maraschino cherry for a classic twist.
- Make sure to let the cheesecakes cool completely before refrigerating them for the best texture.
- The pineapple upside-down topping can be made ahead and stored in the fridge for up to 3 days.
- Feel free to add a small amount of coconut or toasted nuts to the crust for added texture and flavor.