There is nothing quite as delightful as a sweet, tropical twist on a classic dessert, and the Pineapple Upside-Down Cheesecake Cake Recipe brings exactly that joy to your table. Imagine a luscious layer of creamy cheesecake sitting atop a golden, moist cake infused with pineapple’s bright flavors, all crowned with caramelized pineapple rings on the bottom (which become the beautiful top once flipped). This dessert is a showstopper that feels like sunshine on a plate, perfect for any celebration or simply when you want to treat yourself and loved ones to something extraordinary yet approachable.

Ingredients You’ll Need
The magic of this Pineapple Upside-Down Cheesecake Cake Recipe lies in its simple but essential ingredients, each carefully chosen to build on texture, flavor, and color. From the vibrant pineapple slices to the creamy richness of cream cheese, every component plays its part perfectly.
- Yellow cake mix: The base that ensures a moist, tender crumb and a classic flavor that pairs wonderfully with pineapple.
- Sour cream: Adds moisture and a subtle tang that balances the sweetness and keeps the cake tender.
- Vegetable oil: Helps keep the cake moist without weighing it down.
- Eggs: Provide structure and richness to the cake and cheesecake layers.
- Water: Hydrates the cake mix, ensuring it bakes up perfectly soft.
- Vanilla extract: Adds a warm, fragrant note complementing pineapple’s tropical brightness.
- Pineapple slices (canned in juice): The star that forms a glossy, caramelized layer on top once the cake is inverted.
- Unsalted butter: Mixed with brown sugar to create the luscious caramel topping.
- Brown sugar: Provides the deep caramel notes that give the cake its signature richness.
- Crushed pineapple: Adds extra bursts of juicy pineapple flavor within the cake itself.
- Cream cheese (softened): The heart of the creamy cheesecake layer that invites indulgence with every bite.
- Granulated sugar: Sweetens the cheesecake filling to just the right level.
- All-purpose flour: Stabilizes the cheesecake layer so it bakes up silky but firm.
- Pinch of salt: Enhances the overall flavors, balancing sweetness and richness.
How to Make Pineapple Upside-Down Cheesecake Cake Recipe
Step 1: Prepare Your Pan and Pineapple Base
Start by preheating your oven to 350°F (175°C). Grease a 9-inch round cake pan thoroughly, then line the bottom with parchment paper. Carefully arrange the pineapple slices in a single layer on the bottom. This arrangement will create that iconic pineapple caramel top after baking, so take your time to get it looking just right.
Step 2: Create the Caramel Pineapple Glaze
In a small bowl, mix together the reserved pineapple juice with melted butter and brown sugar. Stir until the brown sugar fully dissolves, creating a rich, syrupy glaze. Pour this mixture right over the pineapple slices in the pan. This glaze will bubble and caramelize during baking, coating those pineapple rings in irresistible sweetness and shine.
Step 3: Mix the Cake Batter
In a large mixing bowl, combine the yellow cake mix, sour cream, vegetable oil, eggs, water, and vanilla extract. Stir everything together until the batter is smooth and homogenous. This batter is light yet moist, carving out the perfect base for the luscious cheesecake layer that follows.
Step 4: Bake the Cake Layer
Pour your cake batter evenly over the pineapple and glaze in the pan. Smooth the surface carefully to create an even top. Slide the pan into your preheated oven and bake for about 25 minutes. You’ll know it’s done when a toothpick inserted in the center comes out clean or with just a few moist crumbs attached.
Step 5: Prepare the Cheesecake Layer
While the cake bakes, prepare the cheesecake filling. In a separate bowl, beat the softened cream cheese until smooth. Add in the granulated sugar, vanilla extract, egg, all-purpose flour, and a pinch of salt, mixing until creamy and silky. This layer will bring a heavenly richness that wonderfully contrasts with the fruity cake below.
Step 6: Add the Cheesecake Layer and Continue Baking
Once the cake has finished baking, carefully remove it from the oven. Spread the cheesecake mixture gently but evenly over the hot cake layer. Return the pan to the oven and bake for an additional 25-30 minutes, or until the cheesecake is set and has a light golden hue on top. A slight jiggle in the center is okay; the cheesecake will firm as it cools.
Step 7: Cool and Flip to Reveal
Allow the cake to cool fully in the pan – patience is key here to make sure it holds together perfectly. When cool, run a knife gently around the edges to loosen, then invert the cake carefully onto a serving plate. The pineapple rings that were on the bottom will now be gloriously displayed on top, caramelized and glossy.
Step 8: Serve and Enjoy
This cake is delicious served chilled or at room temperature, so feel free to pick whatever suits your mood or occasion. Each bite brings the tangy sweetness of pineapple perfectly balanced by rich, smooth cheesecake and a tender cake base.
How to Serve Pineapple Upside-Down Cheesecake Cake Recipe

Garnishes
Enhance your Pineapple Upside-Down Cheesecake Cake Recipe with fresh garnishes like a sprinkle of toasted coconut flakes, a few bright maraschino cherries placed in pineapple ring centers, or a drizzle of whipped cream. These touches add tactile contrast and a pop of color that makes the dessert even more inviting.
Side Dishes
This cake pairs beautifully with lightly sweetened iced tea, fresh tropical fruit salad, or a scoop of vanilla bean ice cream. These simple sides refresh the palate and complement the cake’s sweet and creamy layers without overpowering them.
Creative Ways to Present
For a festive twist, serve the cake layered in clear trifle bowls with extra crushed pineapple and whipped cream between slices. Or cut the cake into small squares to serve as bite-sized party treats. Wrapping individual portions in decorative parchment makes gifting this dessert a delightful surprise.
Make Ahead and Storage
Storing Leftovers
Once your Pineapple Upside-Down Cheesecake Cake Recipe has cooled, store any leftovers tightly covered in the refrigerator. This cake keeps beautifully for up to 4 days, and its flavors often deepen overnight, making the next day’s slice even more delicious.
Freezing
You can freeze this cake by wrapping it in plastic wrap and then foil to prevent freezer burn. Freeze for up to 2 months. When ready to eat, thaw overnight in the refrigerator to maintain the cake’s texture and taste.
Reheating
If you prefer your cake slightly warm, remove it from the fridge and let it come to room temperature before microwaving a small slice for 10-15 seconds. Avoid overheating, as it can affect the cheesecake layer’s texture.
FAQs
Can I use fresh pineapple instead of canned for this recipe?
Fresh pineapple can be used, but canned pineapple in juice helps keep the dessert moist and creates the classic sticky caramel effect. If you use fresh, consider adding a little extra brown sugar to ensure proper caramelization.
Do I need to use a boxed cake mix or can I make the cake from scratch?
A boxed yellow cake mix is recommended for convenience and consistency, but if you prefer homemade cake batter, go ahead! Just ensure your homemade batter is slightly moist and flavorful to complement the pineapple topping and cheesecake layer.
Why do I need to bake the cheesecake layer separately after the cake?
The initial cake baking sets the cake layer firm enough to support the cheesecake topping without mixing layers. Baking the cheesecake after ensures it cooks gently on top without over-baking the cake underneath.
Can I double this recipe for a larger crowd?
Absolutely! You can double the ingredients and bake in a larger pan or multiple pans, just be sure to adjust baking times accordingly and check for doneness with a toothpick or tester.
Is this cake suitable for special occasions?
Yes, the Pineapple Upside-Down Cheesecake Cake Recipe is ideal for birthdays, holidays, or any celebration where you want a dessert that feels both indulgent and festive. It’s visually stunning and sure to impress guests.
Final Thoughts
Trying the Pineapple Upside-Down Cheesecake Cake Recipe is like treating yourself to a tropical paradise wrapped in creamy, sweet comfort. It’s simple enough to make on a whim but impressive enough to serve at your next special event. Once you experience the joyful harmony of pineapple, cake, and cheesecake in one slice, you’ll want to make this dessert a beloved classic in your recipe collection. So go ahead, bake it, share it, and savor every delightful bite!
