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Indulge in the ultimate dessert fusion with this Pineapple Upside-Down Cheesecake Recipe that marries the lusciousness of cheesecake with the nostalgic charm of pineapple upside-down cake. A true family favorite, this showstopper dessert has won hearts over and over with its irresistible combination of caramelized pineapple, velvety cheesecake, and buttery cake layers. Elevate any special occasion with this divine treat that is sure to steal the spotlight.
Discover the joy of creating this masterpiece in your own kitchen, where each layer tells a story of love and dedication. From the first bite to the last, the flavors dance harmoniously, leaving a lasting impression on everyone who tastes it. Whether it’s a summer soirée, a holiday feast, or a birthday celebration, this Pineapple Upside-Down Cheesecake is a versatile delight that promises to delight your senses and captivate your guests. Embrace the magic of this dessert and let it become a cherished tradition in your home.
Quick Benefits
- Combines the flavors of pineapple upside-down cake and creamy cheesecake for a unique and delicious dessert experience
- Can be made ahead of time and keeps well in the refrigerator for up to 5 days, making it a great option for special occasions or parties
- Versatile recipe with options to customize with different tropical fruits, coconut, or rum for various flavor profiles
- Stunning presentation on a pedestal cake stand, perfect for showcasing all the beautiful layers and impressing guests
Why You’ll Love This Decadent Pineapple Upside-Down Cheesecake: A Must-Try Dessert Recipe Recipe
- Unique Combination: The marriage of caramelized pineapple cake layers and creamy vanilla cheesecake creates a unique and unforgettable flavor profile that will impress everyone.
- Showstopper Dessert: This dessert is a showstopper for special occasions, garnering praise and admiration from guests.
- Versatile Presentation: Serve on a pedestal cake stand for a stunning display that adds height and presence to any dessert table.
- Contrasting Textures: The contrast of cold cream with room temperature cake creates a delightful textural experience that elevates the dessert.
- Customizable Variations: Easily customize the recipe by adding different tropical fruits, coconut, rum, or spices to cater to different preferences and occasions.
- Make-ahead Convenience: The cheesecake keeps well in the refrigerator, and individual slices can be frozen, allowing for easy preparation in advance of gatherings.
- Adaptable for Different Occasions: Perfect for summer gatherings, holiday dinners, or even as a unique birthday cake, this dessert is versatile and always a hit.
- Memorable Taste: The warm, caramelized pineapple flavors, buttery cake, and creamy cheesecake combine to create a truly magical and delicious dessert that appeals to all taste preferences.
Ingredients for Decadent Pineapple Upside-Down Cheesecake: A Must-Try Dessert Recipe
Pineapple Upside-Down Cake Layers
- 2 large eggs
- 1 teaspoon baking powder
- 1½ cups all-purpose flour
- 1 cup granulated sugar
- ½ teaspoon baking soda
- ½ cup pineapple juice
- ½ teaspoon salt
- 1 teaspoon vanilla extract
- ½ cup sour cream
- ½ cup unsalted butter, softened
Pineapple Topping
- 6 pineapple rings
- 6 maraschino cherries
- ¼ cup brown sugar
- 4 tablespoons unsalted butter
Cheesecake Layer
- 2 large eggs
- 2 packages (8 oz each) cream cheese, softened
- ¾ cup granulated sugar
- ½ cup sour cream
- ½ cup heavy cream
- 1 teaspoon vanilla extract
How to Make Decadent Pineapple Upside-Down Cheesecake: A Must-Try Dessert Recipe
Step 1: Prepare Pans for Pineapple Cake Layers
1. Preheat oven to 350°F (175°C) and grease two 9-inch round cake pans.
2. Melt 4 tablespoons of butter and pour evenly into the bottom of each pan.
3. Sprinkle 2 tablespoons of brown sugar over the melted butter in each pan, distributing evenly.
Step 2: Arrange Pineapple and Cherries
Evenly arrange 3 pineapple rings in each pan and place a maraschino cherry in the center of each ring. Set aside the prepared pans.
Step 3: Mix Dry Ingredients
Combine flour, baking powder, baking soda, and salt in a medium bowl and whisk until well mixed. Set aside.
Step 4: Prepare Cake Batter
In a large mixing bowl, beat softened butter and granulated sugar until light and fluffy. Add eggs one at a time, mixing well. Stir in vanilla extract, sour cream, and pineapple juice until combined.
Step 5: Combine Wet and Dry Ingredients
Add the dry ingredients to the wet ingredients gradually, mixing on low speed until just combined. Avoid overmixing the batter.
Step 6: Bake Pineapple Cake Layers
Evenly divide the batter between the two pans over the pineapple. Smooth tops with a spatula. Bake for 25-30 minutes in preheated oven until a toothpick comes out clean or with a few moist crumbs.
Step 7: Cool Pineapple Cake Layers
Let the cakes cool in the pans for 10 minutes. Invert each pan onto a plate or cooling rack to release the cakes, ensuring the pineapple rings are on top. Allow the cakes to cool completely.
Step 8: Prepare for Cheesecake Layer
Lower the oven temperature to 325°F (163°C). Wrap a 9-inch springform pan with aluminum foil to prevent water from seeping in. Grease and line the bottom of the pan with parchment paper.
Step 9: Make Cheesecake Batter
In a large mixing bowl, cream together cream cheese and ¾ cup of granulated sugar until smooth. Add eggs one at a time, mixing well. Stir in vanilla extract, sour cream, and heavy cream until smooth.
Step 10: Prepare Water Bath and Bake Cheesecake
Transfer the cheesecake batter into the springform pan. Set the springform pan in a larger baking dish and fill the dish with hot water halfway up the sides of the pan. Bake for 50-55 minutes until the center is nearly set with a slight jiggle.
Step 11: Cool Cheesecake Properly
After turning off the oven, leave the door slightly open and allow the cheesecake to cool inside for 30 minutes. Remove from the oven and water bath, then cool at room temperature. Refrigerate for at least 4 hours or overnight until set.
Step 12: Assemble the Cake
After chilling, remove the cheesecake from the springform pan. Place one pineapple upside-down cake layer on a serving plate, pineapple side up. Add the cheesecake layer on top and then the second cake layer, pineapple side up.
Step 13: Serve
To achieve clean slices, use a sharp knife dipped in hot water and wiped dry between cuts. Serve chilled or let it sit at room temperature for 20 minutes before serving for optimal texture and flavor.
Storage Tips
After making this delightful Pineapple Upside-Down Cheesecake, you can store it in the refrigerator for up to 5 days. To preserve its freshness and presentation, store it in a cake keeper or loosely tent it with foil. Individual slices can also be wrapped and frozen for up to a month. For best results, thaw the frozen slices overnight in the refrigerator to maintain the texture. When ready to serve, let the cheesecake sit at room temperature for 20-30 minutes to enhance the flavors before enjoying.
If you plan to prepare this cheesecake ahead of time for an event, it’s recommended to assemble all the components separately, refrigerate them, and then put them together within 24 hours of serving for the freshest presentation. This make-ahead method allows you to enjoy the convenience of preparing in advance without compromising the taste and quality of the dessert. Whether for a summer gathering, holiday dinner, or special occasion, this Pineapple Upside-Down Cheesecake is sure to impress with its layers of flavors and stunning appearance.
Ingredient Substitutions
For ingredient substitutions in this Pineapple Upside-Down Cheesecake recipe, you can try using Greek yogurt instead of sour cream for a tangy and creamy alternative. This swap will also add a hint of richness to the cheesecake layer. Additionally, if you prefer a different fruit flavor, such as mango or peach, you can replace the pineapple rings with slices of your chosen fruit to create a unique and colorful twist on the classic recipe. Experimenting with different fruits can add variety and a personal touch to the dessert.
If you are looking to make a lighter version of this cheesecake, consider using light cream cheese instead of full-fat cream cheese. This substitution will reduce the overall calorie and fat content while still maintaining a creamy texture and rich flavor. Furthermore, for a nutty crunch and added coconut flavor, you can incorporate shredded coconut or toasted coconut flakes into the cake batter and sprinkle them on top of the cheesecake as a garnish. These additions will enhance the tropical essence of the dessert and provide a delightful contrast in texture.
Serving Suggestions
For a creative serving suggestion, consider adding a tropical twist to your pineapple upside-down cheesecake by serving it with a side of passionfruit coulis. The tangy and sweet flavors of the coulis will complement the rich and creamy cheesecake, adding a burst of brightness to each bite. Simply drizzle the coulis over the cheesecake slices before serving for a vibrant and refreshing flavor combination that will wow your guests.
Another serving idea is to transform your pineapple upside-down cheesecake into individual mini trifles. Layer crumbled pieces of the cake with dollops of whipped cream and chunks of fresh pineapple in small glasses or jars. Top each trifle with a maraschino cherry and a sprinkle of toasted coconut for a cute and portable dessert option that is perfect for parties or gatherings. This presentation not only looks adorable but also allows guests to enjoy the flavors of the cheesecake in a fun and interactive way.
FAQs for Decadent Pineapple Upside-Down Cheesecake: A Must-Try Dessert Recipe
Can I use canned pineapple instead of fresh pineapple rings for this recipe?
Yes, you can use canned pineapple rings for this recipe. Just make sure to drain them well before placing them in the cake pans.
Can I substitute the sour cream in this recipe with Greek yogurt?
Yes, you can substitute sour cream with an equal amount of Greek yogurt in this recipe. It will still provide the moisture and tanginess needed for the batter.
How do I prevent the cheesecake from cracking while cooling?
To prevent the cheesecake from cracking while cooling, make sure to cool it gradually. After baking, turn off the oven and let the cheesecake cool in the oven with the door cracked for about an hour before transferring it to the refrigerator.
Can I make this cheesecake ahead of time and freeze it?
Yes, you can make this cheesecake ahead of time and freeze it. Wrap individual slices tightly in plastic wrap and aluminum foil before freezing. Thaw overnight in the refrigerator for the best texture before serving.
Conclusion
If you’ve made it this far through the Pineapple Upside-Down Cheesecake Recipe journey, congratulations! You’re well on your way to creating a sensational dessert that will leave your guests in awe. Don’t be discouraged by any mishaps along the way; each attempt is a learning experience that brings you closer to mastering this show-stopping treat.
Remember, the key to success with this Pineapple Upside-Down Cheesecake Recipe lies in patience and attention to detail. Take your time to allow the cheesecake to cool properly, grease and line your pans thoughtfully, and don’t underestimate the power of small flavor enhancements like a pinch of salt in the caramel mixture. Your dedication will pay off in the form of a stunning dessert that will be remembered long after the last crumb is devoured.
So, whether you’re planning a summer barbecue, a special birthday celebration, or simply craving a taste of the tropics in the comfort of your home, this Pineapple Upside-Down Cheesecake Recipe is sure to impress. Embrace the process, get creative with variations, and most importantly, enjoy the fruits of your labor – both figuratively and literally. Your efforts will be rewarded with smiles, praises, and perhaps even a few requests for the recipe. Happy baking!

Decadent Pineapple Upside-Down Cheesecake: A Must-Try Dessert Recipe
Ingredients
Pineapple Upside-Down Cake Layers
- 2 large eggs
- 1 teaspoon baking powder
- 1½ cups all-purpose flour
- 1 cup granulated sugar
- ½ teaspoon baking soda
- ½ cup pineapple juice
- ½ teaspoon salt
- 1 teaspoon vanilla extract
- ½ cup sour cream
- ½ cup unsalted butter, softened
Pineapple Topping
- 6 pineapple rings
- 6 maraschino cherries
- ¼ cup brown sugar
- 4 tablespoons unsalted butter
Cheesecake Layer
- 2 large eggs
- 2 packages (8 oz each) cream cheese, softened
- ¾ cup granulated sugar
- ½ cup sour cream
- ½ cup heavy cream
- 1 teaspoon vanilla extract
Instructions
-
Prepare Pans for Pineapple Cake Layers: 1. Preheat oven to 350°F (175°C) and grease two 9-inch round cake pans.
2. Melt 4 tablespoons of butter and pour evenly into the bottom of each pan.
3. Sprinkle 2 tablespoons of brown sugar over the melted butter in each pan, distributing evenly. -
Arrange Pineapple and Cherries: Evenly arrange 3 pineapple rings in each pan and place a maraschino cherry in the center of each ring. Set aside the prepared pans.
-
Mix Dry Ingredients: Combine flour, baking powder, baking soda, and salt in a medium bowl and whisk until well mixed. Set aside.
-
Prepare Cake Batter: In a large mixing bowl, beat softened butter and granulated sugar until light and fluffy. Add eggs one at a time, mixing well. Stir in vanilla extract, sour cream, and pineapple juice until combined.
-
Combine Wet and Dry Ingredients: Add the dry ingredients to the wet ingredients gradually, mixing on low speed until just combined. Avoid overmixing the batter.
-
Bake Pineapple Cake Layers: Evenly divide the batter between the two pans over the pineapple. Smooth tops with a spatula. Bake for 25-30 minutes in preheated oven until a toothpick comes out clean or with a few moist crumbs.
-
Cool Pineapple Cake Layers: Let the cakes cool in the pans for 10 minutes. Invert each pan onto a plate or cooling rack to release the cakes, ensuring the pineapple rings are on top. Allow the cakes to cool completely.
-
Prepare for Cheesecake Layer: Lower the oven temperature to 325°F (163°C). Wrap a 9-inch springform pan with aluminum foil to prevent water from seeping in. Grease and line the bottom of the pan with parchment paper.
-
Make Cheesecake Batter: In a large mixing bowl, cream together cream cheese and ¾ cup of granulated sugar until smooth. Add eggs one at a time, mixing well. Stir in vanilla extract, sour cream, and heavy cream until smooth.
-
Prepare Water Bath and Bake Cheesecake: Transfer the cheesecake batter into the springform pan. Set the springform pan in a larger baking dish and fill the dish with hot water halfway up the sides of the pan. Bake for 50-55 minutes until the center is nearly set with a slight jiggle.
-
Cool Cheesecake Properly: After turning off the oven, leave the door slightly open and allow the cheesecake to cool inside for 30 minutes. Remove from the oven and water bath, then cool at room temperature. Refrigerate for at least 4 hours or overnight until set.
-
Assemble the Cake: After chilling, remove the cheesecake from the springform pan. Place one pineapple upside-down cake layer on a serving plate, pineapple side up. Add the cheesecake layer on top and then the second cake layer, pineapple side up.
-
Serve: To achieve clean slices, use a sharp knife dipped in hot water and wiped dry between cuts. Serve chilled or let it sit at room temperature for 20 minutes before serving for optimal texture and flavor.







