If you’re looking for a stunning dessert that combines creamy cheesecake with the tropical sweetness of pineapple, this Pineapple Upside-Down Cheesecake Cake is the perfect choice. Featuring caramelized pineapple slices, rich cream cheese filling, and a buttery graham cracker crust, this dessert delivers impressive flavor and beautiful presentation for any occasion.
Why You’ll Love This Recipe
- Combines two classic desserts in one irresistible treat
- Rich, creamy cheesecake filling with tropical pineapple flavor
- Beautiful presentation with pineapple rings and cherries
- Perfect for holidays, birthdays, and family gatherings
- Easy-to-follow recipe with simple ingredients
- Make-ahead friendly for stress-free entertaining
Ingredients

For the Topping
- 1 can sliced pineapple in heavy syrup (20 oz), drained
- 1 cup brown sugar
- 6 tbsp unsalted butter, melted
- Maraschino cherries, as desired
For the Crust
- 1 cup graham cracker crumbs
- ½ cup granulated sugar
- 4 tbsp melted butter
For the Cheesecake Filling
- 2 packages cream cheese (8 oz each), softened
- ½ cup granulated sugar
- 1 tsp vanilla extract
- 3 large eggs
- 1 tbsp all-purpose flour
Instructions
- Preheat your oven to 325°F (160°C). Grease a springform pan thoroughly.
- Drain the pineapple slices and reserve the syrup for later use if desired.
- In a skillet over medium heat, melt the butter and brown sugar together until bubbling and smooth.
- Arrange the pineapple slices in the bottom of the prepared pan. Place maraschino cherries in the centers and any open spaces.
- Pour the brown sugar mixture evenly over the pineapple and cherries.
- In a mixing bowl, combine graham cracker crumbs, sugar, and melted butter until the mixture resembles wet sand.
- Press the crust mixture evenly over the pineapple layer.
- In a large bowl, beat the softened cream cheese and sugar until smooth and creamy.
- Add vanilla extract and flour, mixing until incorporated.
- Add eggs one at a time, beating gently after each addition.
- Pour the cheesecake mixture over the crust and smooth the surface.
- Bake the Pineapple Upside-Down Cheesecake Cake for 50–60 minutes, or until the center is just set.
- Remove from the oven and allow the cheesecake to cool completely.
- Refrigerate for at least 4 hours or overnight for best results.
- Carefully invert onto a serving plate before slicing.
- Drizzle with reserved pineapple syrup if desired and serve.

Tips & Tricks
- Use room-temperature cream cheese for a smoother filling.
- Avoid overmixing after adding eggs to prevent cracks.
- Chill overnight for the best texture and flavor.
- Run a knife around the edge before releasing the springform pan.
- Pat pineapple slices dry before arranging them to reduce excess moisture.
- Add toasted coconut for extra tropical flavor.
Details
- Prep Time: 20 minutes
- Cook Time: 55 minutes
- Total Time: 5 hours 15 minutes (including chilling)
- Yield: 8–10 servings
- Category: Dessert
- Method: Baking
- Cuisine: American
- Difficulty: Intermediate
- Dietary Notes: Vegetarian

Notes
- Fresh pineapple may be used, but canned pineapple creates the traditional flavor and appearance.
- Serve with whipped cream for extra indulgence.
- A touch of cinnamon can be added to the brown sugar mixture for warmth.
- Garnish with additional cherries and pineapple slices before serving.
Nutrition (Approximate Per Serving)
- Calories: 420
- Protein: 7g
- Carbohydrates: 42g
- Fat: 25g
- Saturated Fat: 15g
- Sugar: 31g
- Fiber: 1g
FAQ
Can I make Pineapple Upside-Down Cheesecake Cake ahead of time?
Yes. It actually tastes better after chilling overnight, making it ideal for advance preparation.
Why did my cheesecake crack?
Overmixing the batter or sudden temperature changes can cause cracks. Mix gently and cool gradually.
Can I freeze this cheesecake cake?
Yes. Wrap slices tightly and freeze for up to 2 months.
Can I use a different fruit?
Absolutely. Peaches, mangoes, or pears work well as substitutes.
How do I know when the cheesecake is done?
The center should still have a slight jiggle while the edges appear set.
Do I need a water bath?
No, this recipe works well without one, although a water bath can create an even creamier texture.
Storage
Refrigerator:
Store covered in the refrigerator for up to 5 days.
Freezer:
Wrap individual slices tightly and freeze for up to 2 months.
Reheating:
Serve chilled or let slices sit at room temperature for 15–20 minutes before serving.

Similar Recipes

Pineapple Upside Down Cheesecake Cake
Ingredients
For the Topping
- 1 can sliced pineapple in heavy syrup 20 oz, drained
- 1 cup brown sugar
- 6 tbsp unsalted butter melted
- Maraschino cherries as desired
For the Crust
- 1 cup graham cracker crumbs
- ½ cup granulated sugar
- 4 tbsp melted butter
For the Cheesecake Filling
- 2 packages cream cheese 8 oz each, softened
- ½ cup granulated sugar
- 1 tsp vanilla extract
- 3 large eggs
- 1 tbsp all-purpose flour
Instructions
- Preheat your oven to 325°F (160°C). Grease a springform pan thoroughly.
- Drain the pineapple slices and reserve the syrup for later use if desired.
- In a skillet over medium heat, melt the butter and brown sugar together until bubbling and smooth.
- Arrange the pineapple slices in the bottom of the prepared pan. Place maraschino cherries in the centers and any open spaces.
- Pour the brown sugar mixture evenly over the pineapple and cherries.
- In a mixing bowl, combine graham cracker crumbs, sugar, and melted butter until the mixture resembles wet sand.
- Press the crust mixture evenly over the pineapple layer.
- In a large bowl, beat the softened cream cheese and sugar until smooth and creamy.
- Add vanilla extract and flour, mixing until incorporated.
- Add eggs one at a time, beating gently after each addition.
- Pour the cheesecake mixture over the crust and smooth the surface.
- Bake the Pineapple Upside-Down Cheesecake Cake for 50–60 minutes, or until the center is just set.
- Remove from the oven and allow the cheesecake to cool completely.
- Refrigerate for at least 4 hours or overnight for best results.
- Carefully invert onto a serving plate before slicing.
- Drizzle with reserved pineapple syrup if desired and serve.
Notes
- Fresh pineapple may be used, but canned pineapple creates the traditional flavor and appearance.
- Serve with whipped cream for extra indulgence.
- A touch of cinnamon can be added to the brown sugar mixture for warmth.
- Garnish with additional cherries and pineapple slices before serving.
Conclusion
This Pineapple Upside-Down Cheesecake Cake combines the rich creaminess of cheesecake with the nostalgic flavors of a classic pineapple upside-down cake. Whether you’re preparing it for a celebration or simply treating yourself, this beautiful dessert is guaranteed to impress with every slice

