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Pineapple Upside-Down Cheesecake

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Step-by-Step Instructions for Pineapple Upside-Down Cheesecake

Step 1: Prepare the Graham Cracker Crust

  1. Preheat your oven to 325°F (163°C).
  2. In a medium bowl, combine the graham cracker crumbs, granulated sugar, melted butter, and cinnamon (if using). Stir until the mixture is well combined and resembles wet sand.
  3. Press the crumb mixture into the bottom of a 9-inch springform pan, ensuring it is evenly distributed and compacted. Use the back of a spoon to press the crumbs down.
  4. Bake the crust for about 10 minutes, then remove it from the oven and let it cool while you prepare the cheesecake filling.

Step 2: Prepare the Cheesecake Filling

  1. In a large mixing bowl, beat the cream cheese with a hand mixer or stand mixer on medium speed until smooth and creamy, about 2-3 minutes. Be sure to scrape down the sides of the bowl as needed.
  2. Add the granulated sugar and beat until the mixture is light and fluffy.
  3. Add the eggs, one at a time, beating well after each addition. Then, add the vanilla extract, sour cream, and flour, and mix until everything is fully combined.
  4. Pour the cheesecake batter into the cooled graham cracker crust, smoothing the top with a spatula.
  5. Bake the cheesecake in the preheated oven for about 50-60 minutes, or until the edges are set and the center is slightly jiggly (but not liquid). Turn off the oven, leave the door slightly ajar, and let the cheesecake cool for an hour. Then, remove the cheesecake from the oven and refrigerate it for at least 4 hours (or overnight) to allow it to set.

Step 3: Prepare the Pineapple Topping

  1. While the cheesecake is cooling, prepare the pineapple topping. In a large skillet, melt the butter over medium heat. Once melted, add the brown sugar, vanilla extract, and cinnamon (if using). Stir until the sugar has dissolved and the mixture is bubbly.
  2. Add the pineapple slices to the skillet, and cook for about 5-7 minutes, turning the slices occasionally, until they are lightly caramelized and golden brown. You can also drizzle some of the reserved pineapple juice into the mixture for extra flavor and moisture.
  3. Remove the skillet from the heat and allow the pineapple topping to cool slightly.

Step 4: Assemble the Pineapple Upside-Down Cheesecake

  1. Once the cheesecake has cooled and set, carefully remove it from the springform pan and place it on a serving platter.
  2. Arrange the caramelized pineapple slices on top of the cheesecake in a circular pattern. You can place them in a spiral or a classic “flower” shape, depending on your preference.
  3. Optionally, add a maraschino cherry in the center of each pineapple slice for a pop of color and extra sweetness.
  4. If desired, drizzle a little of the caramel sauce left in the skillet over the top of the pineapple for added flavor.

Step 5: Serve and Enjoy

Slice the cheesecake carefully, making sure to cut through both the crust and the cheesecake filling. The pineapple topping should remain intact, creating a beautiful, tropical presentation with every slice.

Tips for the Best Pineapple Upside-Down Cheesecake

  • Use fresh pineapple: While canned pineapple works perfectly fine for this recipe, using fresh pineapple will give the topping an even fresher, more vibrant flavor.
  • Chill the cheesecake: For the best texture and flavor, make sure to chill the cheesecake for several hours or overnight before adding the topping. This allows the cheesecake to firm up and makes slicing much easier.
  • Be careful with the crust: Press the graham cracker crust down firmly so it holds together during slicing. If you find the crust is too crumbly, you can add a bit more melted butter to help bind it together.
  • Add more flavor to the topping: For extra flavor, you can add a splash of rum or a dash of ground ginger to the pineapple topping to enhance the tropical vibe.

Why You’ll Love This Dessert

Pineapple Upside-Down Cheesecake is the perfect fusion of two beloved desserts: creamy cheesecake and the nostalgic, tropical flavors of pineapple upside-down cake. The rich, velvety cheesecake balances the sweetness of the caramelized pineapple, creating a dessert that’s both indulgent and refreshing. The buttery graham cracker crust ties everything together, giving each bite a satisfying crunch.

This dessert isn’t just about taste; it’s also about presentation. The beautiful golden pineapple topping makes this cheesecake a stunning addition to any table. Whether you’re celebrating a special occasion or simply treating yourself to something delicious, Pineapple Upside-Down Cheesecake is a dessert that will make your day a little sweeter.

Conclusion

The Pineapple Upside-Down Cheesecake is a tropical, indulgent twist on a classic favorite. With its smooth, creamy cheesecake filling, buttery graham cracker crust, and caramelized pineapple topping, it’s a dessert that will steal the show at any gathering. Whether you’re celebrating with friends or enjoying a quiet evening at home, this cheesecake is the perfect way to end a meal on a sweet note.

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