Name: Pineapple Upside-Down Cheesecake Recipe
Prep time: 30 min
Cook time: 1 h 10 min
Total time: 6 h
Cuisine: American
Ingredients: 1/4 cup unsalted butter, melted; 1/2 cup brown sugar, packed; 7 pineapple rings; 7 maraschino cherries; 1 1/2 cups graham cracker crumbs; 1/4 cup granulated sugar; 1/2 cup unsalted butter, melted (for crust); 3 (8-ounce) packages cream cheese, softened; 1 cup granulated sugar; 3 large eggs; 1 teaspoon vanilla extract; 1 cup sour cream; 1/4 cup pineapple juice

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If you’re searching for a showstopping dessert that’s both nostalgic and decadent, Pineapple Upside-Down Cheesecake delivers on every level. This recipe fuses the caramelized beauty of a classic pineapple upside-down cake with the creamy, tangy richness of New York-style cheesecake. The result is a stunning centerpiece that’s bursting with tropical flavor, golden color, and irresistible texture in every bite. Whether you’re planning a holiday dinner or just want to brighten a weeknight, this Pineapple Upside-Down Cheesecake will steal the spotlight and leave your guests clamoring for seconds.

Pineapple Upside-Down Cheesecake Recipe - Recipe Image

Ingredients You’ll Need

While the ingredient list is blissfully straightforward, each component plays a crucial role in making this Pineapple Upside-Down Cheesecake truly unforgettable. From the juicy pineapple rings to the velvety cream cheese and buttery graham cracker crust, every item adds its own magic touch to the flavor, texture, or visual appeal of the final dessert.

Unsalted butter (1/4 cup, melted): Gives the signature caramelized base its rich, buttery flavor and helps everything release beautifully from the pan.
Brown sugar (1/2 cup, packed): Creates that glossy, sweet, slightly toasty layer that’s a must for any pineapple upside-down dessert.
Pineapple rings (7): The star of the show, providing juicy bursts of tropical flavor and a gorgeous golden crown for your cheesecake.
Maraschino cherries (7): Add a pop of color and a touch of sweetness right in the center of each pineapple ring for that classic look.
Graham cracker crumbs (1 1/2 cups): Form the base of the crust, offering a crunchy texture that contrasts perfectly with the creamy filling.
Granulated sugar (1/4 cup for crust + 1 cup for filling): Sweetens both the crust and the cheesecake batter without overpowering the pineapple flavor.
Unsalted butter (1/2 cup, melted for crust): Binds the graham cracker crumbs and adds a rich, toasty undertone to the crust.
Cream cheese (three 8-ounce packages, softened): The heart of the cheesecake, lending luscious creaminess and tang.
Eggs (3 large): Give the cheesecake structure and help it set to that perfect, slightly dense texture.
Vanilla extract (1 teaspoon): Enhances the overall flavor, making the tropical notes sing.
Sour cream (1 cup): Adds a subtle tang and extra creaminess to the filling.
Pineapple juice (1/4 cup): Boosts the pineapple flavor in the cheesecake layer, tying the whole dessert together.

How to Make Pineapple Upside-Down Cheesecake

Step 1: Prepare the Pan and Fruit Topping

Start by preheating your oven to 325°F and greasing a 9-inch springform pan. Pour the melted butter into the bottom, then sprinkle the brown sugar evenly over it. Carefully arrange the pineapple rings on top of the sugar, nestling a maraschino cherry in the center of each ring. This not only sets the stage for that iconic look but also ensures you’ll get a caramelized, fruity crown when the cheesecake is flipped later.

Step 2: Make the Graham Cracker Crust

In a medium bowl, stir together the graham cracker crumbs, 1/4 cup granulated sugar, and 1/2 cup melted butter until the mixture resembles wet sand. Gently press this mixture over the pineapple layer in the pan, making sure it’s even and compact. This layer will soak up some of the pineapple and caramel flavors while baking, creating an ultra-flavorful base.

Step 3: Mix the Cheesecake Filling

In a large mixing bowl, beat the softened cream cheese with 1 cup of granulated sugar until smooth and creamy. Add the eggs one at a time, mixing on low and scraping down the sides of the bowl to avoid overmixing. Blend in vanilla extract, sour cream, and pineapple juice until just combined. This batter should be silky, thick, and fragrant with a hint of tropical aroma.

Step 4: Assemble and Bake

Pour the cheesecake batter gently over the crust, smoothing the top with a spatula. For best results, bake the cheesecake in a water bath to prevent cracks and ensure even baking. Transfer the pan to the oven and bake for 60 to 70 minutes, until the edges are set and the center is just slightly wobbly when jiggled.

Step 5: Cool and Chill

Once baking is complete, turn off the oven and crack the door open, letting the cheesecake rest inside for 1 hour. This gradual cooling helps prevent cracks on the surface. Remove the cheesecake, let it cool to room temperature, then cover and refrigerate for at least 4 hours or overnight. Chilling is crucial for the ideal texture and for the flavors to meld together.

Step 6: Invert and Serve

When you’re ready to serve, run a thin knife around the edge of the pan, release the springform, and carefully invert the cheesecake onto a serving platter so the pineapple and cherries are on top. The big reveal is always a moment of joy! Slice and enjoy the best of both classic desserts in every bite of Pineapple Upside-Down Cheesecake.

How to Serve Pineapple Upside-Down Cheesecake

Garnishes

For a finishing touch, spoon a little of the caramelized syrup from the pan over each slice for extra shine and flavor. A sprinkle of toasted coconut or a dollop of whipped cream can add a fun, festive flair. If you’re feeling adventurous, try scattering a few fresh mint leaves on top for a pop of color and freshness.

Side Dishes

This cheesecake is quite the star on its own, but if you want to round out your dessert table, serve it alongside a fruit salad bursting with tropical flavors like mango and kiwi, or offer light vanilla ice cream for a cool, creamy contrast. Even a simple cup of strong coffee or black tea is the perfect pairing to balance the sweetness.

Creative Ways to Present

For parties, consider slicing the Pineapple Upside-Down Cheesecake into small squares and serving them as mini bites on decorative platters. You can also layer cubes of the cheesecake in parfait glasses with extra pineapple, whipped cream, and a sprinkle of graham cracker crumbs for an elegant dessert shooter. If you’re hosting an outdoor gathering, serve each slice on vibrant, tropical-themed plates to amplify the sunshine vibes.

Make Ahead and Storage

Storing Leftovers

Leftover Pineapple Upside-Down Cheesecake will keep beautifully in the refrigerator for up to four days. Just cover it tightly with plastic wrap or transfer slices to an airtight container to lock in moisture and prevent the cheesecake from absorbing any fridge odors.

Freezing

You can absolutely freeze this cheesecake! Once fully chilled, wrap individual slices or the entire cheesecake in plastic wrap, then a layer of foil. Store in the freezer for up to two months. Thaw overnight in the refrigerator for best results; the texture and flavor will be just as dreamy.

Reheating

Cheesecake is best enjoyed chilled or at cool room temperature, but if you prefer it slightly warmed, let a slice sit at room temperature for 20 to 30 minutes before serving. Avoid microwaving, as it can alter the creamy texture and cause the topping to become too soft.

FAQs

Can I use canned pineapple instead of fresh?

Absolutely! Canned pineapple rings are not only convenient but also provide consistent size and texture, making them perfect for that classic upside-down look and flavor in your Pineapple Upside-Down Cheesecake.

What’s the secret to preventing cracks in cheesecake?

Baking your cheesecake in a water bath, avoiding overmixing the batter, and allowing it to cool gradually in the oven are the key steps to achieving a smooth, crack-free top every time.

Can I make this Pineapple Upside-Down Cheesecake gluten-free?

Yes, simply substitute gluten-free graham cracker crumbs for the regular ones, and be sure all other ingredients are certified gluten-free. The result will be just as delicious and safe for gluten-sensitive guests.

How do I invert the cheesecake without making a mess?

Chill the cheesecake thoroughly before inverting. Run a thin knife around the edge, place a plate on top of the pan, and flip with confidence. If any fruit sticks, just gently replace it on top — it’ll still look gorgeous!

Can I make mini versions of this cheesecake?

Definitely! Use a muffin tin lined with cupcake papers to create adorable individual Pineapple Upside-Down Cheesecakes. Just reduce the baking time and keep an eye out for that slight jiggle in the center.

Final Thoughts

If you’re ready to wow your friends and family, this Pineapple Upside-Down Cheesecake is the dessert to make. Every bite is a celebration of sweet pineapple, luscious cream cheese, and buttery graham cracker crust. Give it a try — you’ll be looking for excuses to bake this showstopper again and again!

Pineapple Upside-Down Cheesecake Recipe

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4.6 from 22 reviews

Author: admin
Total Time: 6 hours
Yield: 12 servings 1x
Diet: Non-Vegetarian

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Description

This Pineapple Upside-Down Cheesecake combines a classic tropical pineapple upside-down cake with the creamy richness of a cheesecake. Layers of pineapple rings and maraschino cherries are caramelized under a buttery brown sugar glaze, topped with a buttery graham cracker crust and a smooth, tangy cheesecake filling. Perfect for holiday gatherings or any occasion that calls for a deliciously unique dessert.

Ingredients

Scale

Topping and Crust

1/4 cup unsalted butter, melted
1/2 cup brown sugar, packed
7 pineapple rings
7 maraschino cherries
1 1/2 cups graham cracker crumbs
1/4 cup granulated sugar
1/2 cup unsalted butter, melted (for crust)

Cheesecake Filling

3 (8-ounce) packages cream cheese, softened
1 cup granulated sugar
3 large eggs
1 teaspoon vanilla extract
1 cup sour cream
1/4 cup pineapple juice

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Instructions

Prepare the Pan and Pineapple Layer: Preheat the oven to 325°F and grease a 9-inch springform pan thoroughly. Pour 1/4 cup melted butter into the pan, then sprinkle the brown sugar evenly over the butter. Carefully arrange the pineapple rings on top of the brown sugar mixture, placing one maraschino cherry in the center of each pineapple ring to create a visually appealing topping.
Make the Graham Cracker Crust: In a medium bowl, combine graham cracker crumbs, 1/4 cup granulated sugar, and 1/2 cup melted butter. Mix until the crumb mixture is evenly moistened. Press this mixture thoroughly and evenly over the pineapple and sugar layer in the springform pan to form the crust base.
Prepare the Cheesecake Batter: In a large bowl, beat the softened cream cheese with 1 cup sugar until the mixture is smooth and creamy. Add the eggs one at a time, mixing on low speed to just combine, taking care not to overmix. Then blend in vanilla extract, sour cream, and pineapple juice until everything is well incorporated.
Assemble and Bake: Pour the cheesecake batter over the crust layer, spreading it evenly and smoothing the top. Place the pan in the preheated oven and bake for 60 to 70 minutes, or until the center is nearly set but still slightly jiggly to the touch.
Cool the Cheesecake: Turn off the oven and crack open the door. Let the cheesecake rest inside the oven for 1 hour to cool gradually and prevent cracking. After this, remove it from the oven, allow it to cool completely on a wire rack, then refrigerate for at least 4 hours or overnight to fully set.
Serve: Before serving, carefully run a knife around the edges of the springform pan, release the sides, and invert the cheesecake onto a serving platter so the pineapple upside-down topping is displayed on top. Slice and serve chilled.

Notes

Baking the cheesecake in a water bath can help prevent cracks on the surface.
For extra tropical flavor, sprinkle shredded coconut on top before serving.
Store leftovers covered in the refrigerator and consume within 4 days for best freshness.

Prep Time: 30 minutes
Cook Time: 1 hour 10 minutes
Category: Dessert
Method: Baking
Cuisine: American