Pineapple Upside-down Cheesecake

Pineapple Upside-down Cheesecake is a delightful fusion of two classic desserts: creamy cheesecake and a nostalgic pineapple upside-down cake. This unique treat features a caramelized pineapple topping with maraschino cherries, followed by a layer of rich cheesecake and a fluffy cake layer. Perfect for any celebration, each slice offers a balance of sweetness and creaminess, topped with a gorgeous display of pineapple rings. Make it in advance to allow the flavors to meld and for an easier, stress-free presentation.

INGREDIENTS

• Butter: 1/4 cup, melted for pineapple topping
• Brown sugar: 1/2 cup, for pineapple topping
• Pineapple slices: canned or fresh, for pineapple layer
• Maraschino cherries: for topping and decoration
• Strawberry or yellow cake mix: 1 box, for cake layer (plus required ingredients listed on the box)
• Pineapple juice: 1 tbsp, optional for added flavor
• Cream cheese: 16 oz, softened for cheesecake layer
• Granulated sugar: 3/4 cup, for cheesecake sweetness
• Eggs: 2 large, for cheesecake structure
• Vanilla extract: 1 tsp, for flavor
• Sour cream: 1/2 cup, for cheesecake creaminess

INSTRUCTIONS

Step 1:

Preheat your oven to 325°F (160°C) and thoroughly grease a springform pan.

Step 2:

To create the Pineapple Topping, pour melted butter into the base of the pan, and evenly sprinkle the brown sugar over it.

Step 3:

Arrange the pineapple rings on top of the sugar layer and place a maraschino cherry in the center of each ring.

Step 4:

For the Cheesecake Layer, blend softened cream cheese with granulated sugar until smooth and creamy.

Step 5:

Add eggs one at a time, mixing thoroughly between each addition. Mix in vanilla extract and sour cream until fully incorporated.

Step 6:

Spread the cheesecake mixture evenly over the pineapple layer in the pan.

Step 7:

Prepare the Cake Layer by mixing the cake mix as directed on the package, adding 1 tbsp of pineapple juice if desired for extra flavor.

Step 8:

Carefully pour the prepared cake batter over the cheesecake layer, keeping the layers distinct.

Step 9:

Bake the layered dessert for 50-60 minutes, until golden and the center is firm.

Step 10:

Let the cheesecake cool for 10-15 minutes, then run a knife around the edges to release it from the pan.

Step 11:

Once cooled, refrigerate for at least 4 hours or overnight for best results.

Step 12:

To serve, flip the cheesecake upside-down onto a serving platter so the pineapple topping is displayed on top.

Step 13:

Decorate with whipped cream and additional maraschino cherries, then serve and enjoy!

Serving and Storage Tips

• Serve chilled for the best texture and presentation.
• Store leftovers in an airtight container in the refrigerator for up to 3 days.

Helpful Notes

• For a stronger pineapple flavor, add an additional tablespoon of pineapple juice to the cheesecake layer.
• If you prefer a more homemade touch, use a scratch-made yellow cake recipe instead of the box mix.

Tips from Well-Known Chefs

• Chef Tip: Allow the cheesecake to chill overnight for the best results in both flavor and texture.
• Chef Tip: Add a touch of rum extract to the cake layer for a tropical twist.

The Allure of Pineapple Upside-down Cheesecake

This unique fusion of cheesecake and pineapple upside-down cake brings together the creamy richness of cheesecake with the caramelized flavors of a classic pineapple topping, creating a stunning dessert ideal for celebrations.

FAQs

Can I use fresh pineapple?

Yes, fresh pineapple can be used but should be sliced thinly and patted dry to avoid excess moisture.

How long should I chill the cheesecake?

It’s best to chill the cheesecake for at least 4 hours or overnight for optimal flavor and texture.

Can I add nuts to the topping?

Yes, you can sprinkle chopped pecans or walnuts on the brown sugar layer for extra texture and flavor.

What can I use instead of maraschino cherries?

Fresh or dried cherries, or even candied pineapple pieces, can be used as a substitute.

Pin it

Conclusion

Pineapple Upside-down Cheesecake blends the nostalgia of pineapple upside-down cake with the rich creaminess of cheesecake, creating a dessert that’s both visually appealing and delicious. With layers of caramelized pineapple, smooth cheesecake, and fluffy cake, each slice is a delightful treat. Serve it chilled and enjoy the vibrant flavors—perfect for any special gathering or family celebration!