If you’re looking for a dessert that’s visually stunning and bursting with tropical flavors, the Pineapple Upside Down Cheesecake Cake is a must-try. This decadent treat is the perfect combination of two beloved classics: the rich, creamy indulgence of cheesecake and the caramelized, fruity goodness of a traditional pineapple upside-down cake. Whether you’re celebrating a special occasion or simply indulging your sweet tooth, this cake is guaranteed to impress both in taste and appearance.
Table of Contents
What is Pineapple Upside Down Cheesecake Cake?
The Pineapple Upside Down Cheesecake Cake is a delightful fusion of two desserts that complement each other perfectly. It consists of three irresistible layers:
1. A caramelized pineapple topping – Brown sugar and butter create a sticky-sweet glaze that enhances the tangy pineapple slices.
2. A moist vanilla cake layer – Infused with buttery richness and a hint of vanilla, this base adds structure and flavor.
3. A creamy cheesecake layer – The smooth, luscious cheesecake provides a rich contrast to the light, fruity layers above it.
The result? A dessert that’s both nostalgic and innovative, perfect for summer gatherings, holiday celebrations, or anytime you crave a taste of the tropics.
Why You’ll Love Pineapple Upside Down Cheesecake Cake
There are countless reasons to fall in love with this pineapple upside down cheesecake cake:
A Unique Flavor Experience – The tropical sweetness of pineapple, the deep caramel notes of brown sugar, and the velvety smoothness of cheesecake create an unforgettable combination.
Visually Stunning Presentation – The caramelized pineapple rings and bright red maraschino cherries create a picture-perfect dessert that looks as good as it tastes.
Perfect for Any Occasion – Whether it’s a summer BBQ, a family gathering, or a birthday party, this cake will be the centerpiece of any dessert table.
Make-Ahead Friendly – Since the cheesecake layer needs time to set, this cake can be prepared in advance, making it a stress-free option for entertaining.
Easily Customizable – Swap out pineapple for peaches, add coconut flakes for extra tropical vibes, or drizzle with caramel sauce for even more decadence.

Ingredients You’ll Need
For the Pineapple Upside-Down Cake Layer
- ½ cup unsalted butter
- 1 cup brown sugar
- 1 can (or fresh) pineapple rings
- Maraschino cherries (optional, for decoration)
- 1 ½ cups all-purpose flour
- 1 tsp baking powder
- ¼ tsp salt
- ½ cup granulated sugar
- ¼ cup sour cream
- 2 large eggs
- 1 tsp vanilla extract
For the Cheesecake Layer
- 16 oz cream cheese, softened
- ½ cup granulated sugar
- 2 large eggs
- 1 tsp vanilla extract
- ¼ cup sour cream
Pro Tip: Using fresh pineapple instead of canned enhances the flavor, but either option works well!

Step-by-Step Instructions for Pineapple Upside Down Cheesecake Cake
1. Prepare the Pineapple Topping
- Preheat your oven to 350°F (175°C).
- Melt the butter in a 9-inch round cake pan, then evenly sprinkle the brown sugar over it.
- Arrange pineapple rings on top and place a maraschino cherry in the center of each ring.
2. Make the Cake Batter
- In a medium bowl, whisk together the flour, baking powder, and salt.
- In a separate bowl, cream the butter and granulated sugar until light and fluffy.
- Add eggs, sour cream, and vanilla extract, mixing until smooth.
- Gradually fold in the dry ingredients until just combined.
3. Prepare the Cheesecake Layer
- In a large bowl, beat the cream cheese and sugar until smooth.
- Add eggs one at a time, then mix in vanilla and sour cream until creamy and well blended.
4. Assemble and Bake
- Pour the cake batter over the pineapple topping in the pan.
- Carefully spread the cheesecake layer over the cake batter.
- Bake for 45-50 minutes, or until a toothpick inserted into the cake layer comes out clean.
- Let the cake cool for 10 minutes, then invert it onto a serving plate.
Expert Tips for Success
Prevent a Soggy Cake – Drain the pineapple rings well before using them to avoid excess moisture.
Achieve a Smooth Cheesecake Layer – Mix ingredients at room temperature to prevent lumps.
Use a Water Bath – If you’re worried about cheesecake cracks, place the pan in a water bath while baking.
Let the Cake Cool Properly – Inverting it too soon can cause the layers to shift. Let it rest for at least 10 minutes.
Serving and Storing Suggestions
This cake tastes best when served slightly warm or at room temperature. A dollop of whipped cream or a scoop of vanilla ice cream makes it even more indulgent.
Storage
Refrigerate leftovers in an airtight container for up to 3 days.
Freeze individual slices wrapped in plastic wrap for up to 1 month.
FAQs About Pineapple Upside Down Cheesecake Cake
1. Can I make this cake ahead of time?
Yes! Since cheesecake tastes even better after chilling, you can make this cake a day in advance and store it in the fridge.
2. What if I don’t have a round cake pan?
You can use a springform pan for easy removal, or a square baking dish, though presentation may vary.
3. Can I add coconut to the cake?
Absolutely! Adding ½ cup of shredded coconut to the cake batter enhances the tropical flavors.
4. How do I prevent the cheesecake layer from cracking?
Bake the cake in a water bath and avoid overmixing the batter. Also, let the cheesecake cool gradually before inverting.
Conclusion
The Pineapple Upside Down Cheesecake Cake is a show-stopping dessert that perfectly balances tropical sweetness, rich cheesecake, and buttery cake layers. It’s visually stunning, bursting with flavor, and easier to make than you might think!
So, what are you waiting for? Gather your ingredients, preheat your oven, and enjoy this tropical dessert masterpiece today!
Tried this recipe? Share your thoughts and photos in the comments below! We’d love to see how your cake turned out.
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