Pineapple Upside-Down Cheesecake with Caramelized Pineapple Delight

Madison Taylor

Madison Taylor

Published Apr 19, 2025

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Prep Time

20 mins

Cook Time

50 mins

Servings

8

Pineapple Upside-Down Cheesecake with Caramelized Pineapple Delight

Dive into a sweet twist on a classic dessert with my Pineapple Upside-Down Cheesecake! This rich and creamy cake topped with luscious caramelized pineapple is sure to impress your friends and family. In this post, I will share the perfect ingredients, all the steps, and tips to ensure your cheesecake turns out smooth, flavorful, and striking. Get ready to elevate your dessert game—let’s bake!

Table of Contents

Pineapple Upside-Down Cheesecake with Caramelized Pineapple

Pineapple Upside-Down Cheesecake with Caramelized Pineapple

A delicious cheesecake topped with caramelized pineapple, served on a graham cracker crust.

20 min prep
50 min cook
8 servings
350 cal
Pin Recipe

Ingredients

Instructions

  1. 1

    Preheat your oven to 325°F (163°C). In a medium bowl, combine the crushed graham crackers and melted butter. Mix until well combined. Press the mixture into the bottom of a 9-inch round springform pan to form an even layer. Bake in the preheated oven for 10 minutes, then remove and allow to cool slightly.

  2. 2

    In a skillet, melt the 2 tablespoons of butter over medium heat. Add the sliced pineapple, brown sugar, and cinnamon. Cook for about 5-7 minutes, turning occasionally, until the pineapple is soft and caramelized. Set aside to cool.

  3. 3

    In a large mixing bowl, beat the softened cream cheese and granulated sugar until smooth and creamy. Add the sour cream, eggs, and vanilla extract, and mix until fully combined and fluffy.

  4. 4

    Arrange the caramelized pineapple slices evenly over the baked graham cracker crust. Pour the cream cheese filling over the pineapple, spreading it gently to cover completely.

  5. 5

    Place the springform pan in the oven and bake for 45-50 minutes. The edges should be set while the center remains slightly jiggly. Turn off the oven and leave the cheesecake inside for 1 hour. This prevents cracking.

  6. 6

    After an hour, remove the cheesecake from the oven. Allow it to cool to room temperature, then refrigerate for at least 4 hours, preferably overnight.

  7. 7

    Carefully run a knife around the edge of the springform pan before releasing. Serve slices topped with whipped cream and any remaining caramelized pineapple.

Chef's Notes

For best results, refrigerate overnight.

Course: Dessert Cuisine: American
Madison Taylor

Madison Taylor

Founder & Recipe Developer

Madison Taylor founded recipesinsight and excels as a Recipe Developer, inspiring culinary creativity.