If you’re on the hunt for a dessert that perfectly blends tropical freshness with creamy indulgence, the Pineapple Upside-Down Cheesecake Recipe is your dream come true. This show-stopping creation combines the classic charm of a pineapple upside-down cake with the rich, velvety texture of cheesecake in a way that’s both impressive and utterly addictive. Imagine caramelized pineapple rings crowned with cherries resting atop a luscious cheesecake layer, all nestled on a buttery graham cracker crust. It’s a delightful twist that promises to brighten up any dessert table and become your new go-to for special occasions or simply treating yourself.

Pineapple Upside-Down Cheesecake Recipe - Recipe Image

Ingredients You’ll Need

Every ingredient in this Pineapple Upside-Down Cheesecake Recipe plays a crucial part in creating the perfect balance of flavors and textures. From the crunchy graham cracker crust to the tangy cream cheese filling and the caramelized pineapple topping, these simple staples come together to craft something extraordinary.

  • 1 1/2 cups graham cracker crumbs: Provides a buttery, crisp base that adds texture and complements the creamy filling.
  • 1/4 cup granulated sugar: Adds just the right touch of sweetness to the crust mixture.
  • 6 tablespoons melted butter: Binds the crust ingredients together and enhances richness.
  • 1/2 cup packed brown sugar: Key for that deep, caramel flavor in the topping.
  • 1/4 cup unsalted butter: Used for melting with the brown sugar to create the luscious caramel topping.
  • 10–12 pineapple rings (canned or fresh): The star of the topping, bringing juiciness and tropical flair.
  • Maraschino cherries: Adds bright color and sweetness, perfectly nestled in each pineapple ring.
  • 3 (8 oz) blocks cream cheese, softened: The creamy heart of the cheesecake filling.
  • 1 cup granulated sugar: Sweetens the filling to smooth perfection.
  • 1/2 cup sour cream: Brings a subtle tang and silkiness, elevating the texture.
  • 1 teaspoon vanilla extract: Infuses warmth and enhances the overall flavor profile.
  • 3 large eggs: Essential for structure and richness in the cheesecake.
  • 1/2 cup crushed pineapple (drained well): Adds bursts of tropical sweetness inside the filling.

How to Make Pineapple Upside-Down Cheesecake Recipe

Step 1: Prepare the Pineapple Topping

Start by melting the butter and brown sugar in a small saucepan over medium heat. As the mixture bubbles and transforms into rich caramel, pour it into the bottom of your greased 9-inch springform pan. Arrange pineapple rings carefully over the caramel, then nestle a maraschino cherry right in the center of each ring. This colorful, sticky layer is the signature of your Pineapple Upside-Down Cheesecake Recipe and sets the stage for a stunning presentation.

Step 2: Make the Crust

Combine the graham cracker crumbs, granulated sugar, and melted butter in a bowl, mixing until the ingredients hold together like a savory, crumbly mixture. Press this crumbly goodness evenly over the pineapple topping, extending it slightly up the pan’s sides to hold your filling later. Pop the pan into the fridge to chill while you whip up the cheesecake—this step is essential for a sturdy, buttery base you’ll love.

Step 3: Preheat and Prepare for Baking

Oven time! Preheat your oven to 325°F (160°C). To prevent any pesky water leaks during baking, wrap the outside of the springform pan with aluminum foil. This also helps the cheesecake bake evenly. Place your springform pan inside a larger baking dish, which will be filled with hot water to create a water bath—a gentle way to guarantee a creamy, crack-free cheesecake.

Step 4: Make the Cheesecake Filling

In a sizeable mixing bowl, beat the softened cream cheese with the sugar until the texture is perfectly smooth and silky. Then mix in sour cream and vanilla extract for that subtle tang and fragrant aroma. Add eggs one at a time, carefully blending after each addition to keep the filling rich and airy. Lastly, gently fold in the drained crushed pineapple—these little bursts of sweetness make the filling extra special.

Step 5: Assemble and Bake

Pour this luscious filling over the chilled crust, smoothing it out evenly. Place the springform pan inside the prepared water bath. Bake the cheesecake at 325°F (160°C) for about 60 to 70 minutes until the edges are set but the center still jiggles slightly like a dream. This slow, gentle bake ensures a creamy texture without cracking.

Step 6: Cool and Chill

Once baked, carefully remove the cheesecake from the water bath and let it cool on your countertop until it reaches room temperature. Then refrigerate for at least 4 hours or, better yet, overnight. This chilling time helps all the flavors meld beautifully and allows the cheesecake to firm up just right for slicing.

Step 7: Flip and Serve

When it’s time to impress, run a knife around the edges of the springform pan to loosen the sides. Now, the thrilling part: invert the cheesecake onto a serving platter so those gorgeous caramelized pineapples and cherries are proudly displayed on top. Slice, serve, and prepare for endless compliments on your unforgettable Pineapple Upside-Down Cheesecake Recipe.

How to Serve Pineapple Upside-Down Cheesecake Recipe

Pineapple Upside-Down Cheesecake Recipe - Recipe Image

Garnishes

While the caramelized pineapple rings and cherries are stunning on their own, you can elevate your Pineapple Upside-Down Cheesecake Recipe with a few thoughtful garnishes. A sprinkle of toasted coconut flakes adds a delightful crunch and tropical vibe, while a dollop of freshly whipped cream balances the sweetness. Fresh mint leaves sprinkled on top bring a pop of color and refreshing aroma that guests will adore.

Side Dishes

Though this cheesecake shines as a standalone dessert, pairing it with light sides enhances the experience. Serve alongside a scoop of vanilla bean ice cream or tropical fruit salad featuring mango and kiwi slices. These complement the pineapple’s brightness and add layers of fresh, vibrant flavors, making your dessert course feel like a tropical vacation.

Creative Ways to Present

For a show-stopping presentation, serve this cheesecake on a large wooden board surrounded by fresh pineapple wedges and edible flowers. If you’re feeling playful, try individual mini cheesecake servings in clear cups, layering the pineapple topping and crust in a parfait style to showcase all the delicious layers. Either way, your guests will be wowed by how both the flavors and the styling come together perfectly.

Make Ahead and Storage

Storing Leftovers

Leftover Pineapple Upside-Down Cheesecake Recipe will keep beautifully in your fridge for up to 4 to 5 days. Keep it covered tightly with plastic wrap or in an airtight container to preserve moisture and prevent it from picking up other fridge odors. The flavors will actually deepen overnight, so if you can wait, it tastes even better the next day!

Freezing

If you want to save some for later or prepare ahead for a big event, you can freeze the cheesecake. Wrap the whole cheesecake tightly in plastic wrap and then in aluminum foil to avoid freezer burn. Freeze for up to 2 months. When ready, thaw overnight in the fridge before serving. This is a fantastic way to enjoy the Pineapple Upside-Down Cheesecake Recipe any time.

Reheating

Cheesecake is best enjoyed chilled, so reheating isn’t generally recommended. However, if you prefer a slightly softened texture, let slices sit at room temperature for 15-20 minutes before serving. Avoid microwaving as it can alter the creamy consistency and flavor negatively.

FAQs

Can I use fresh pineapple instead of canned?

Absolutely! Fresh pineapple rings and crushed pineapple work wonderfully in this recipe. Just make sure to drain the crushed pineapple well to avoid excess moisture in the filling.

How do I prevent the crust from becoming soggy?

Chilling the crust before adding the filling helps firm it up, and the caramel pineapple topping acts as a moisture barrier. Also, ensure your pineapple is well-drained for the filling to maintain a crisp crust texture.

Can I make this cheesecake gluten-free?

Yes, simply substitute graham cracker crumbs with gluten-free graham cracker alternatives or finely crushed gluten-free cookies. The rest of the recipe remains identical.

What does the water bath do?

The water bath creates a moist baking environment that prevents the cheesecake from cracking and helps it cook evenly while keeping the texture creamy and smooth.

Can I prepare the cheesecake a day ahead?

Definitely! In fact, making the Pineapple Upside-Down Cheesecake Recipe a day in advance enhances the flavor and texture. Just store it in the fridge overnight and flip just before serving for the best presentation.

Final Thoughts

If you’ve been waiting for a tropical cheesecake that combines elegance with a playful twist, the Pineapple Upside-Down Cheesecake Recipe is your answer. It’s a crowd-pleaser with every bite offering caramel sweetness, tangy pineapple, and a creamy cheesecake hug. Give it a try, and watch how quickly it becomes a cherished favorite, whether for family dinners, casual get-togethers, or special celebrations!

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Pineapple Upside-Down Cheesecake Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.4 from 48 reviews
  • Author: admin
  • Prep Time: 30 minutes
  • Cook Time: 1 hour 10 minutes
  • Total Time: 5 hours 40 minutes (including chilling time)
  • Yield: 12 servings
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

This Pineapple Upside-Down Cheesecake combines the rich, creamy texture of classic cheesecake with a sweet and sticky pineapple upside-down topping. The crust made from graham cracker crumbs holds a luscious pineapple and cherry layer beneath the smooth cheesecake filling, baked in a water bath for perfect creaminess. This dessert is a delightful tropical twist on a traditional favorite, ideal for gatherings and special occasions.


Ingredients

Scale

Crust

  • 1 1/2 cups graham cracker crumbs
  • 1/4 cup granulated sugar
  • 6 tablespoons melted butter

Pineapple Topping

  • 1/2 cup packed brown sugar
  • 1/4 cup unsalted butter
  • 10–12 pineapple rings (canned or fresh)
  • Maraschino cherries (one for each pineapple ring)

Cheesecake Filling

  • 3 (8 oz) blocks cream cheese, softened
  • 1 cup granulated sugar
  • 1/2 cup sour cream
  • 1 teaspoon vanilla extract
  • 3 large eggs
  • 1/2 cup crushed pineapple, drained well


Instructions

  1. Prepare the pineapple topping: In a small saucepan over medium heat, melt the 1/4 cup unsalted butter together with 1/2 cup packed brown sugar until it begins to bubble and forms a caramel. Pour this caramel into the bottom of a greased 9-inch springform pan. Arrange the pineapple rings evenly on top of the caramel, placing a maraschino cherry in the center of each ring. Set aside.
  2. Make the crust: In a mixing bowl, combine 1 1/2 cups graham cracker crumbs, 1/4 cup granulated sugar, and 6 tablespoons melted butter until the mixture is evenly moistened. Press this crumb mixture firmly over the pineapple rings, spreading slightly up the sides of the pan. Chill the pan in the refrigerator while preparing the filling.
  3. Preheat oven and prepare for water bath: Preheat your oven to 325°F (160°C). Wrap the outside of the springform pan with aluminum foil to prevent water from leaking in during baking. Place the wrapped pan into a larger roasting or baking dish that will be used for the water bath.
  4. Make the cheesecake filling: In a large bowl, beat the cream cheese with 1 cup granulated sugar until smooth and creamy, ensuring no lumps remain. Add 1/2 cup sour cream and 1 teaspoon vanilla extract, mixing thoroughly. Add the eggs one at a time, beating after each just until combined to avoid incorporating too much air. Gently fold in the well-drained 1/2 cup crushed pineapple.
  5. Assemble and bake: Pour the cheesecake filling over the crust in the springform pan. Place the pan inside the prepared larger baking dish and carefully pour hot water into the outer pan until it reaches halfway up the sides of the springform pan. Bake in the preheated oven for 60 to 70 minutes, or until the center is just set with a slight wobble.
  6. Cool and chill: Remove the cheesecake from the water bath and allow it to cool completely at room temperature. Once cooled, refrigerate for at least 4 hours or preferably overnight to fully set the cheesecake and enhance flavors.
  7. Flip and serve: Run a knife carefully around the edges of the springform pan to loosen the crust. Remove the sides of the pan, then invert the cheesecake onto a serving platter so that the pineapple rings and cherries are on top. Slice and serve chilled, enjoying the luscious combination of flavors and textures.

Notes

  • Ensure the crushed pineapple is well drained to prevent excess moisture in the filling.
  • Wrapping the springform pan with foil is essential to preventing water leaks during the water bath baking.
  • Baking in a water bath helps avoid cracking and ensures a creamy cheesecake texture.
  • For best results, chill the cheesecake overnight before serving.
  • If fresh pineapple is used, core the rings and pat dry before arranging.
  • Use room temperature cream cheese for a smooth and lump-free batter.

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