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Pineapple Upside Down Cheesecake Recipe

Pineapple Upside Down Cheesecake Recipe


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4.7 from 22 reviews

  • Total Time: 1 hour 30 minutes
  • Yield: 8 1x

Description

Sweet caramelized pineapple upside down cheesecake blends classic comfort with creamy indulgence. Buttery cake layers and tangy cream cheese create a luscious dessert perfect for special celebrations.


Ingredients

Scale

Main Ingredients (Cake and Topping):

  • 1 box strawberry or yellow cake mix (plus required ingredients listed on the box)
  • 1/4 cup butter, melted for pineapple topping
  • 1/2 cup brown sugar for pineapple topping
  • Pineapple slices (canned or fresh)
  • Maraschino cherries

Cheesecake Layer Ingredients:

  • 16 ounces (454 grams) cream cheese, softened
  • 3/4 cup granulated sugar
  • 2 large eggs
  • 1/2 cup sour cream
  • 1 teaspoon vanilla extract
  • 1 tablespoon pineapple juice (optional)

Topping Ingredients:

(None additional to main ingredients)


Instructions

  1. Prepare the oven at 325°F (160°C) and generously grease a springform pan to ensure easy release.
  2. Create a luscious base by drizzling melted butter across the pan’s bottom, then evenly distribute brown sugar for a caramelized foundation.
  3. Artfully position pineapple rings over the sugary layer, nestling a vibrant maraschino cherry at the center of each ring.
  4. Whip softened cream cheese with granulated sugar until achieving a silky, uniform consistency.
  5. Incorporate eggs individually, thoroughly blending after each addition to maintain a smooth texture.
  6. Fold in vanilla extract and sour cream, mixing until the cheesecake mixture becomes completely homogeneous.
  7. Gently distribute the creamy cheesecake layer over the pineapple arrangement, ensuring an even spread.
  8. Prepare cake batter according to package instructions, optionally enhancing with a tablespoon of pineapple juice for intensified flavor.
  9. Carefully cascade the cake batter over the cheesecake layer, maintaining distinct layer separation.
  10. Bake for 50-60 minutes until the surface turns golden and the center sets firmly.
  11. Allow the dessert to cool for 10-15 minutes, then delicately separate the edges from the pan using a knife.
  12. Refrigerate for a minimum of 4 hours or overnight to achieve optimal flavor and texture.
  13. Invert the cheesecake onto a serving platter, revealing the caramelized pineapple topping.
  14. Embellish with dollops of whipped cream and additional maraschino cherries before serving.

Notes

  • Choose fresh, ripe pineapples for the most vibrant and sweet flavor that elevates the entire dessert’s taste profile.
  • Use room temperature cream cheese to ensure smooth, lump-free mixing and a perfectly creamy cheesecake texture.
  • Avoid overmixing the cheesecake batter to prevent air bubbles that can cause cracking during baking.
  • For a gluten-free version, substitute the cake mix with a gluten-free alternative and ensure all other ingredients are certified gluten-free.
  • Prep Time: 30 minutes
  • Cook Time: 1 hour
  • Category: Desserts
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 8
  • Calories: 410 kcal
  • Sugar: 43 g
  • Sodium: 300 mg
  • Fat: 24 g
  • Saturated Fat: 14 g
  • Unsaturated Fat: 8 g
  • Trans Fat: 0.5 g
  • Carbohydrates: 38 g
  • Fiber: 1 g
  • Protein: 7 g
  • Cholesterol: 85 mg