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If you’ve ever dreamed of a dessert that perfectly marries the tropical sweetness of pineapple with the creamy richness of cheesecake and the comforting fluffiness of cake, then you are going to love this Pineapple Upside-Down Cheesecake Cake Recipe. It’s a luscious, show-stopping treat that combines the caramelized charm of an upside-down cake with a smooth cheesecake topping, creating layers of flavor and texture that feel like a warm hug in every bite.

Ingredients You’ll Need
These ingredients are simple pantry staples and fresh essentials that come together to create a cake that’s moist, flavorful, and visually stunning. Each item plays a key role—from tangy cream cheese delivering that signature cheesecake silkiness, to brown sugar and butter blending with pineapple for a golden, luscious caramelized base.
- Yellow cake mix: The foundation of the cake providing structure and a soft crumb.
- Sour cream: Adds moisture and richness, keeping the cake tender and flavorful.
- Vegetable oil: Ensures a moist texture without overpowering the cake’s flavor.
- Large eggs (3): Bind everything together and contribute to the cake’s rise.
- Water (1/2 cup): Hydrates the mix for a well-balanced batter.
- Vanilla extract (1 teaspoon): Adds a subtle warmth and depth of flavor.
- Pineapple slices in juice (1 can, drained; reserve juice): The star of the show, creating that classic upside-down look and tropical flavor.
- Unsalted butter (1/4 cup, melted): Blends with brown sugar for a rich caramel topping beneath the pineapple.
- Brown sugar (1/2 cup, packed): Provides sweetness and a deep molasses flavor for caramelization.
- Crushed pineapple (1/2 cup): Enhances the pineapple flavor within the layers.
- Cream cheese (8 oz, softened): The creamy base for the cheesecake layer, bringing decadence to the cake.
- Granulated sugar (1/2 cup): Sweetens the cheesecake without overpowering the tanginess.
- Vanilla extract (1 teaspoon): Melds beautifully with cream cheese for a luscious flavor.
- Egg (1): Gives the cheesecake layer structure.
- All-purpose flour (1 tablespoon): Helps stabilize the cheesecake so it sets perfectly.
- Pinch of salt: Balances sweetness and enhances all flavors.
How to Make Pineapple Upside-Down Cheesecake Cake Recipe
Step 1: Prepare the Pan and Pineapple Base
First things first, preheat your oven to 350°F (175°C). Grease a 9-inch round cake pan thoroughly and line the bottom with parchment paper to ensure an easy release later on. Then, gently arrange the pineapple slices flat on the bottom of the pan—this will become the beautiful top once flipped. The pineapple not only looks stunning but infuses the cake with juicy sweetness as it bakes.
Step 2: Create the Caramel Pineapple Topping
In a small bowl, whisk together the reserved pineapple juice, melted butter, and packed brown sugar until the sugar fully dissolves. This mixture will melt and bubble in the oven, caramelizing around the pineapple slices to give you that signature sticky, golden crust every upside-down cake is loved for. Pour this syrup evenly over the arranged pineapple slices.
Step 3: Prepare the Cake Batter
Grab a large mixing bowl and combine the yellow cake mix, sour cream, vegetable oil, eggs, water, and vanilla extract. Stir everything together until just combined — no overmixing here! This simple batter will bake into a tender, moist cake layer that supports your cheesecake topping while keeping things delightfully light.
Step 4: Assemble and Bake the Cake Layer
Pour the cake batter gently over the pineapple and caramel mixture in your prepared pan, smoothing out the surface with a spatula. Pop the pan into the preheated oven and bake for about 25 minutes, or until a toothpick inserted into the center comes out clean. This initial bake sets the foundation for your cheesecake layer to come.
Step 5: Whip Up the Cheesecake Layer
While the cake bakes, it’s time to prepare the creamy cheesecake topping. In a separate bowl, beat the softened cream cheese with granulated sugar, vanilla extract, one egg, flour, and a pinch of salt until silky smooth. This luscious mixture will create the dreamy cheesecake layer that perfectly complements the caramelized pineapple base.
Step 6: Add the Cheesecake Layer and Finish Baking
Once your cake has baked through and the toothpick test has passed, carefully remove the pan from the oven. Spread the cheesecake mixture evenly over the warm cake layer using an offset spatula or the back of a spoon. Return the pan to the oven and continue baking for another 25-30 minutes until the cheesecake layer is set and lightly golden on top. This step adds that divine creamy contrast that makes this Pineapple Upside-Down Cheesecake Cake Recipe unforgettable.
Step 7: Cool and Flip
When baking is complete, allow the cake to cool completely in the pan. After it’s cooled, run a knife gently around the edges to loosen and invert onto a serving plate so the pineapple beautifully faces up. This reveal is always a moment of joy—the vibrant pineapple and caramel make every slice picture-perfect.
How to Serve Pineapple Upside-Down Cheesecake Cake Recipe

Garnishes
To elevate your serving, consider garnishing with a few fresh mint leaves or a light dusting of powdered sugar. A dollop of whipped cream adds extra decadence, balancing the tang of the cheesecake and the caramel sweetness with airy lightness. For a tropical twist, sprinkle some toasted coconut flakes on top to enhance that island vibe.
Side Dishes
This dessert pairs wonderfully with a simple cup of hot coffee or a chilled glass of fruity white wine. If you want to keep the tropical theme going, fresh fruit salad or a scoop of coconut or vanilla ice cream on the side complements the flavors perfectly, making your dessert experience indulgent but balanced.
Creative Ways to Present
Serve the Pineapple Upside-Down Cheesecake Cake Recipe as a stunning centerpiece at your next gathering. Slice it into wedges and offer alongside individual bowls of berry compote or caramel sauce for guests to customize. For smaller parties, consider preparing mini versions using ramekins or cupcake pans—this unique treat will impress every time!
Make Ahead and Storage
Storing Leftovers
Leftover Pineapple Upside-Down Cheesecake Cake Recipe will keep beautifully in the fridge for up to 4 days. Cover with plastic wrap or place in an airtight container to retain moisture and prevent it from absorbing other flavors. The flavors actually develop further after resting, making the next-day slices even more delightful!
Freezing
If you want to save some for later, this cake freezes well. Wrap it tightly in plastic wrap followed by aluminum foil or place it in a freezer-safe container. Freeze for up to 2 months. When you’re ready to enjoy, thaw overnight in the fridge for best results—just be sure to keep it covered to preserve its creamy texture and fresh pineapple flavor.
Reheating
For a freshly baked feel, gently warm slices in the microwave for 15-20 seconds or in a low oven (around 300°F) covered with foil for 10 minutes. Avoid overheating to preserve the cream cheese layer’s texture and the pineapple’s juiciness. Serving at room temperature also brings out the best flavors and texture.
FAQs
Can I use fresh pineapple instead of canned for this Pineapple Upside-Down Cheesecake Cake Recipe?
Absolutely! Fresh pineapple can add wonderful brightness and texture, but be sure to slice it evenly and consider lightly caramelizing it with brown sugar and butter before arranging in the pan to mimic the syrup’s flavor from canned juice.
Is it necessary to line the cake pan with parchment paper?
While not mandatory, lining the pan with parchment makes flipping the cake much easier and reduces the risk of sticking, preserving that beautiful pineapple top without damaging it.
Can I make this recipe gluten-free?
Yes, by substituting the yellow cake mix with a gluten-free version and ensuring your all-purpose flour in the cheesecake layer is gluten-free, you can enjoy this dessert without worries. Just check ingredient labels carefully.
What if my cheesecake layer cracks after baking?
Cracks can happen occasionally due to slight overbaking or rapid temperature changes. To minimize this, bake until just set and avoid opening the oven door frequently. Serving the cake chilled helps mask minor imperfections and enhances the texture.
How long does this cake last once flipped and served?
Once flipped, it’s best enjoyed within 2-3 days for optimal freshness and texture. Keep it refrigerated between servings and cover lightly to maintain moisture and flavor.
Final Thoughts
This Pineapple Upside-Down Cheesecake Cake Recipe is truly a dessert gem that combines the best of multiple worlds—caramelized fruit, fluffy cake, and creamy cheesecake. It’s perfect for celebrations or any time you want to treat yourself and your loved ones to something special. Trust me, once you try this recipe, it will become one of your cherished favorites to bake again and again!
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