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Pineapple Upside-Down Cheesecake

Pineapple Upside-Down Cheesecake


  • Author: Chef Bella
  • Total Time: 6 hours (including chilling time)
  • Yield: 12 servings 1x
  • Diet: Vegetarian

Description

A tropical fusion dessert that combines the caramelized charm of pineapple upside-down cake with the creamy indulgence of cheesecake—all layered together for a show-stopping treat.


Ingredients

Scale
  • Cooking spray
  • 4 Tbsp. butter
  • 1/2 cup packed brown sugar
  • 1 (20-oz.) can pineapple rings in juice
  • Stemless maraschino cherries
  • 1 box yellow cake mix
  • 1/3 cup vegetable oil
  • 1 cup pineapple juice (preferably from the can used for the pineapple rings)
  • 3 large eggs (divided)
  • 3 (8-oz.) blocks cream cheese, softened
  • 1 cup granulated sugar
  • 1/4 cup sour cream
  • 2 tsp. pure vanilla extract
  • 1/2 tsp. kosher salt

Instructions

  1. Preheat oven to 350°F (175°C) and spray an 8-inch springform pan with cooking spray. In a separate 8-inch cake pan, melt the butter, then sprinkle with brown sugar to form a caramel base.
  2. Arrange five pineapple rings on the caramel layer and place maraschino cherries in the centers and between the slices.
  3. In a large bowl, whisk together cake mix, vegetable oil, pineapple juice, and 3 eggs until smooth. Pour half of the batter over the pineapples in the cake pan and the other half into the springform pan.
  4. Bake both pans for about 20 minutes or until golden and a toothpick inserted comes out clean. Let cool completely.
  5. In a large bowl, beat cream cheese until fluffy. Gradually add granulated sugar, then beat in the remaining eggs one at a time. Mix in sour cream, vanilla extract, and kosher salt until smooth.
  6. Pour the cheesecake filling over the baked cake in the springform pan. Bake for 1 hour to 1 hour and 10 minutes until set but slightly jiggly in the center.
  7. Cool the cheesecake in a water bath or at room temperature. Refrigerate for at least 4 hours or overnight.
  8. To assemble, carefully invert the caramelized pineapple layer from the cake pan onto the chilled cheesecake. Serve and enjoy.

Notes

  • Use gluten-free cake mix for a gluten-free version.
  • Dairy-free substitutions include vegan cream cheese and non-dairy yogurt for sour cream.
  • Add a tropical twist with a sprinkle of shredded coconut or a pinch of cinnamon in the cheesecake layer.
  • Ensure layers are fully cooled before assembly to maintain structure.
  • Prep Time: 30 minutes
  • Cook Time: 1 hour 30 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 slice
  • Calories: 480
  • Sugar: 38g
  • Sodium: 410mg
  • Fat: 28g
  • Saturated Fat: 16g
  • Unsaturated Fat: 9g
  • Trans Fat: 0g
  • Carbohydrates: 50g
  • Fiber: 1g
  • Protein: 6g
  • Cholesterol: 105mg

Keywords: pineapple upside-down cheesecake, layered dessert, tropical cake, pineapple cheesecake, summer dessert