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Pineapple Upside Down Cheesecake Recipe

Pineapple Upside Down Cheesecake Recipe


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4.6 from 20 reviews

  • Total Time: 1 hour 50 minutes
  • Yield: 8 1x

Description

Indulgent Pineapple Upside Down Cheesecake merges classic dessert charm with creamy richness. Caramelized pineapple rings and velvety cream cheese create a delightful fusion that tempts taste buds and promises sweet satisfaction.


Ingredients

Scale

Cake Base Ingredients:

  • 1.5 cups all-purpose flour
  • 1 teaspoon baking powder
  • 0.5 teaspoon baking soda
  • 0.5 teaspoon salt

Wet Cake Ingredients:

  • 0.5 cup (113 grams) unsalted butter, softened
  • 1 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 0.5 cup sour cream
  • 0.5 cup pineapple juice

Pineapple Topping Ingredients:

  • 0.25 cup brown sugar
  • 4 tablespoons (57 grams) unsalted butter
  • 6 pineapple rings
  • 6 maraschino cherries

Cheesecake Layer Ingredients:

  • 2 packages (16 ounces / 454 grams) cream cheese, softened
  • 0.75 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 0.5 cup sour cream
  • 0.5 cup heavy cream

Instructions

  1. Heat oven to 350F (175C). Generously coat two 9-inch cake pans with melted butter and brown sugar, creating a caramelized base.
  2. Carefully position pineapple rings in each pan, placing maraschino cherries at their centers.
  3. Whisk flour, baking powder, baking soda, and salt together in a separate bowl.
  4. Cream butter and sugar until fluffy, incorporating eggs individually. Mix in vanilla, sour cream, and pineapple juice until smooth.
  5. Gently fold dry ingredients into wet mixture, avoiding overmixing.
  6. Distribute batter evenly over pineapple arrangements, smoothing surfaces. Bake 25-30 minutes until toothpick emerges clean.
  7. Allow cakes to rest 10 minutes, then invert onto plates, revealing caramelized pineapple tops. Cool completely.
  8. Reduce oven temperature to 325F (163C). Wrap springform pan with foil, grease interior, and line bottom with parchment.
  9. Blend cream cheese and sugar until creamy. Add eggs sequentially, then incorporate vanilla, sour cream, and heavy cream.
  10. Transfer cheesecake batter to prepared pan. Create water bath by placing pan in larger dish filled halfway with hot water. Bake 50-55 minutes until center remains slightly soft.
  11. Switch off oven, leaving door slightly open. Let cheesecake rest 30 minutes, then cool at room temperature. Refrigerate 4-6 hours until fully set.
  12. Remove cheesecake from pan. Layer first pineapple cake, followed by cheesecake, then second pineapple cake, maintaining pineapple-side orientation.
  13. Slice using hot, clean knife. Serve chilled or allow 20 minutes at room temperature for optimal texture.

Notes

  • Swap butter for coconut oil to make the recipe dairy-free and add a tropical twist to the flavor profile.
  • Use gluten-free flour blend to transform this dessert into a celiac-friendly option without compromising texture.
  • Drain pineapple rings thoroughly to prevent excess moisture from making the cake layers soggy during baking.
  • Replace maraschino cherries with fresh or dried cherries for a more natural and less artificial sweet element.
  • Prep Time: 30 minutes
  • Cook Time: 1 hour 20 minutes
  • Category: Desserts
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 8
  • Calories: 400
  • Sugar: 30 g
  • Sodium: 300 mg
  • Fat: 22 g
  • Saturated Fat: 12 g
  • Unsaturated Fat: 8 g
  • Trans Fat: 0 g
  • Carbohydrates: 45 g
  • Fiber: 1 g
  • Protein: 6 g
  • Cholesterol: 90 mg