Pineapple cheesecake recipe makes every moment feel indulgent.
I can still vividly recall the aroma that used to fill my grandmother’s kitchen every summer – a sweet, tangy symphony of caramelizing pineapple. It was the scent of pure joy, signaling that her famous pineapple upside-down cake was baking. This dessert, the Tropical Pineapple Upside-Down Cheesecake, takes that beloved memory and elevates it to a whole new level of indulgence, transforming a classic into an unforgettable experience.
There’s something truly special about combining the comforting warmth of that nostalgic flavor with the sophisticated, creamy texture of a baked cheesecake. This isn’t just a dessert; it’s a journey back to simpler times, reimagined with a luxurious twist. If you love classic American comfort food, you might also enjoy our recipe for French onion mac and cheese for another taste of home.
The first time I served this Tropical Pineapple Upside-Down Cheesecake at a family gathering, the silence that fell over the table was the greatest compliment. Everyone was simply lost in the magic of that first bite. It’s a showstopper that consistently impresses, yet the process of making this decadent pineapple cheesecake recipe is surprisingly approachable.
This dessert embodies everything I adore about baking: creating something beautiful, delicious, and deeply personal. It’s about sharing a moment of pure bliss with loved ones, making new memories while honoring old ones. Get ready to create some magic in your own kitchen with this incredible creation.
Why you’ll love this Tropical Pineapple Upside-Down Cheesecake with Pineapple Cheesecake Recipe
- **A delightful flavor fusion:** This recipe perfectly marries the vibrant, sweet-tart taste of caramelized pineapple with a rich, velvety vanilla cheesecake, offering the best of both worlds in every bite.
- **Visually stunning:** With its beautiful golden pineapple and cherry topping, this cheesecake is an absolute showstopper that will earn gasps of admiration before the first slice is even cut.
- **Surprisingly approachable:** Don’t let its elegant appearance fool you; while it looks impressive, this pineapple cheesecake recipe is designed to be straightforward and rewarding for home bakers.
- **Perfect for any occasion:** Whether it’s a casual family dinner, a festive holiday celebration, or a special gathering, this dessert adds a touch of tropical elegance to any event.
- **Creamy, dreamy texture:** The cheesecake filling is incredibly smooth and luscious, melting in your mouth and perfectly complementing the crunchy graham cracker crust and juicy fruit.
Ingredients

- **For the Pineapple Topping:**
- 1/2 cup (1 stick) unsalted butter
- 1/2 cup packed light brown sugar
- 1 (20-ounce) can pineapple rings, drained well (reserve 2 tbsp juice if desired)
- 8-10 maraschino cherries, stems removed, patted dry
- **For the Graham Cracker Crust:**
- 1 1/2 cups graham cracker crumbs (about 10-12 full sheets)
- 1/4 cup granulated sugar
- 6 tablespoons unsalted butter, melted
- **For the Cheesecake Filling:**
- 3 (8-ounce) packages full-fat cream cheese, softened
- 1 1/4 cups granulated sugar
- 1/4 cup reserved pineapple juice (optional, or use milk/cream)
- 1 teaspoon pure vanilla extract
- 3 large eggs, at room temperature
- 1/4 cup sour cream, at room temperature
Directions
Step 1
Preheat your oven to 325°F (160°C). Prepare a 9-inch springform pan by wrapping the bottom and sides tightly with heavy-duty aluminum foil to prevent water bath leakage. This step is crucial for an even bake and to prevent soggy crusts.
Step 2
To make the pineapple topping, melt 1/2 cup butter and 1/2 cup brown sugar together in a small saucepan over medium heat until smooth and bubbly. Pour this rich, caramel mixture evenly into the bottom of the prepared springform pan. Arrange the drained pineapple rings neatly over the brown sugar mixture, then place a maraschino cherry in the center of each pineapple ring, scattering any remaining cherries in between for extra bursts of color and flavor.
Step 3
For the graham cracker crust, combine graham cracker crumbs, 1/4 cup granulated sugar, and 6 tablespoons melted butter in a medium bowl. Mix these ingredients until they are well combined and have a crumbly, sandy texture. Carefully press this crumb mixture evenly over the pineapple topping in the springform pan, taking care not to disturb the fruit arrangement. Do not press too firmly, just enough to form a compact and stable layer.
Step 4
In a large bowl, using an electric mixer, beat the softened cream cheese on medium speed until it is wonderfully smooth and creamy, which should take about 2-3 minutes. Gradually add 1 1/4 cups granulated sugar, beating until just combined and smooth, making sure to scrape down the sides of the bowl as needed to ensure everything is incorporated.
Step 5
Beat in the reserved pineapple juice (if you’re using it) and the pure vanilla extract until they are just incorporated into the creamy mixture. Add the eggs one at a time, beating on low speed after each addition just until the yolk disappears into the batter. It’s important not to overmix after adding the eggs, as this can introduce too much air and potentially lead to cracks in your finished cheesecake. Finally, stir in the sour cream until the batter is perfectly smooth and luscious.
Step 6
Carefully pour the rich cheesecake batter over the graham cracker crust and pineapple topping in the prepared springform pan. Gently tap the pan on the counter a few times; this helps to release any trapped air bubbles, ensuring a smooth finish.
Step 7
Place the springform pan into a larger roasting pan. Pour hot water into the roasting pan until it comes about halfway up the sides of the springform pan; this creates a crucial water bath. The water bath helps the cheesecake cook evenly, prevents cracking, and keeps it wonderfully moist. Bake for 1 hour to 1 hour 15 minutes, or until the edges are set but the center still has a slight, delicate jiggle. Turn off the oven, crack the door slightly, and let the cheesecake cool in the water bath for 1 hour.
Step 8
Remove the cheesecake from the water bath and carefully remove the aluminum foil from the springform pan. Let it cool completely on a wire rack at room temperature for another 1-2 hours. Once it has cooled down, cover it loosely with plastic wrap and refrigerate for at least 4 hours, or preferably overnight, to allow it to set fully and develop its exquisite texture.
Step 9
When you are ready to serve this stunning Tropical Pineapple Upside-Down Cheesecake, run a thin knife gently around the edge of the pan before releasing the springform collar. Invert the cheesecake onto your chosen serving plate. The beautiful caramelized pineapple and cherry topping will now be gloriously displayed on top. Slice and serve this chilled masterpiece, and prepare for rave reviews!
Variations, pairings, and serving ideas
Variations
Experimenting with this pineapple cheesecake recipe can be a lot of fun! For a different tropical twist, you could try using mango slices or even a mix of pineapple and mango for the topping. The caramel base would complement either fruit beautifully, adding a new dimension of flavor.
Consider adding a touch of shredded coconut to the graham cracker crust for an extra layer of tropical texture and taste. This subtle addition would enhance the island vibe of the dessert, making it even more irresistible. You could also swirl a little coconut cream into the cheesecake batter itself for a richer, more pronounced coconut flavor throughout the filling.
If you enjoy a hint of spice, a tiny pinch of ground ginger or cinnamon mixed into the brown sugar caramel topping can elevate the flavor profile. This adds a warm, aromatic note that contrasts beautifully with the sweet fruit and creamy cheesecake. Just remember to start with a small amount and adjust to your preference.
Pairings
This Tropical Pineapple Upside-Down Cheesecake pairs wonderfully with a variety of beverages and side elements. For a refreshing complement, serve it alongside a scoop of vanilla bean ice cream or a dollop of freshly whipped cream. The coolness and lightness of these additions cut through the richness of the cheesecake beautifully.
Consider serving individual slices with a small glass of iced tea or a light, sparkling fruit punch. The crispness of these drinks provides a lovely contrast to the creamy dessert. For an adult gathering, a light-bodied Moscato or a chilled coconut water-based cocktail would be an excellent pairing.
For a savory contrast to balance the sweetness, you could offer small, simple appetizers beforehand. Light bites like bruschetta or even some homemade pizza roll-ups can cleanse the palate and set the stage for this spectacular dessert. The key is to keep the savory items simple so they don’t overpower the main event.
Serving ideas
Presentation is key to making this Tropical Pineapple Upside-Down Cheesecake truly shine. Once inverted, the vibrant pineapple and cherry topping creates a stunning visual. Consider garnishing the plate with a few fresh mint leaves or a sprinkle of toasted coconut flakes around the base for an extra flourish.
For individual servings, ensure each slice showcases a full pineapple ring and a cherry in its center. A delicate drizzle of extra caramel sauce (made from a small portion of the topping mixture, if you held some back) over each slice can add a professional touch and enhance the flavor. A tiny edible flower on the plate can also make it feel extra special.
To make slicing easier and cleaner, ensure your knife is warmed under hot water and wiped dry between each cut. This will help you achieve perfect, clean slices every time, showcasing the beautiful layers of crust, topping, and creamy cheesecake. Serve it on elegant dessert plates to truly highlight its beauty.
Storage and make-ahead tips
Storage
Proper storage is essential to keep your Tropical Pineapple Upside-Down Cheesecake fresh and delicious. Once it has completely cooled and set, cover it loosely with plastic wrap or transfer it to an airtight container. Store any leftover cheesecake in the refrigerator.
When stored correctly, this cheesecake will maintain its excellent quality for up to 5 days. Ensure the plastic wrap doesn’t touch the topping too much to prevent sticking. If you have individual slices, you can wrap them separately for easier access and to preserve freshness.
This cheesecake also freezes exceptionally well, allowing you to enjoy it much later. For best results, wrap individual slices tightly in plastic wrap, then wrap them again in heavy-duty aluminum foil. It can be frozen for up to 2 months; simply thaw in the refrigerator overnight before serving.
Make-ahead
This Tropical Pineapple Upside-Down Cheesecake is an ideal make-ahead dessert, perfect for entertaining without stress. You can prepare the entire cheesecake a day or two in advance. In fact, chilling it overnight is recommended as it allows the flavors to meld beautifully and the cheesecake to set perfectly, resulting in a superior texture.
Having it ready in advance means one less thing to worry about on the day of your event. Simply remove it from the refrigerator about 30 minutes before serving to allow it to temper slightly, enhancing its creamy texture. This planning ensures you can relax and enjoy your guests.
You can also prepare components in advance. The graham cracker crust can be made and pressed into the pan a day ahead and refrigerated. The pineapple and cherry topping can also be prepared and melted just before assembly, or even pre-arranged in the pan. This flexibility makes the baking process much smoother.
Common mistakes when making Tropical Pineapple Upside-Down Cheesecake
- **Not draining pineapple rings well:** Excess moisture from the pineapple can make the topping watery and prevent the caramel from setting properly. Always pat them thoroughly dry.
- **Overmixing the cheesecake batter:** Incorporating too much air, especially after adding eggs, can cause the cheesecake to puff up too much and then crack during cooling. Beat only until just combined.
- **Skipping the water bath:** A water bath is crucial for even baking and a moist, crack-free cheesecake. Without it, your cheesecake is more likely to crack and dry out.
- **Not cooling gradually:** Removing the cheesecake directly from a hot oven can cause sudden temperature changes, leading to cracks. Always let it cool slowly in the oven with the door ajar, then at room temperature.
- **Not chilling long enough:** Insufficient chilling time means the cheesecake won’t be fully set, resulting in a softer, less firm texture that can be difficult to slice cleanly. Patience is key for this pineapple cheesecake recipe.
Final notes
Creating this Tropical Pineapple Upside-Down Cheesecake is more than just following a recipe; it’s an act of love and a celebration of flavor. The combination of the vibrant pineapple, the sweet caramel, and the unbelievably creamy cheesecake is truly a match made in dessert heaven. It’s a dish that brings smiles to faces and warmth to hearts.
Don’t be intimidated by the springform pan or the water bath; these steps are simpler than they sound and are key to achieving that perfect, restaurant-quality result. Trust the process, follow the instructions, and you’ll be rewarded with a dessert that looks as incredible as it tastes. This tropical pineapple cheesecake recipe is worth every moment of effort.
So, gather your ingredients, put on some music, and enjoy the journey of baking this magnificent creation. Whether you’re making it for a special occasion or just to treat yourself, this Tropical Pineapple Upside-Down Cheesecake is sure to become a cherished favorite in your recipe collection. Happy baking!
Loved this Tropical Pineapple Upside-Down Cheesecake? Try these next
- Easy Oreo dump cake
- Mac and cheese meatloaf casserole
- Pizza roll-ups
- Homemade pizza pockets
- French onion mac and cheese

Tropical Pineapple Upside-Down Cheesecake
Indulge in a delightful fusion where the nostalgic charm of a classic pineapple upside-down cake meets the rich, creamy luxury of a baked cheesecake. This dessert features a caramelized pineapple and cherry topping over a golden graham cracker crust, all crowned with a velvety smooth vanilla cheesecake filling. It’s a showstopper that’s surprisingly easy to make!
- Total Time: 1 hour 45 minutes
- Yield: 12 servings 1x
Ingredients
- For the Pineapple Topping:
- 1/2 cup (1 stick) unsalted butter
- 1/2 cup packed light brown sugar
- 1 (20-ounce) can pineapple rings, drained well (reserve 2 tbsp juice if desired)
- 8-10 maraschino cherries, stems removed, patted dry
- For the Graham Cracker Crust:
- 1 1/2 cups graham cracker crumbs (about 10-12 full sheets)
- 1/4 cup granulated sugar
- 6 tablespoons unsalted butter, melted
- For the Cheesecake Filling:
- 3 (8-ounce) packages full-fat cream cheese, softened
- 1 1/4 cups granulated sugar
- 1/4 cup reserved pineapple juice (optional, or use milk/cream)
- 1 teaspoon pure vanilla extract
- 3 large eggs, at room temperature
- 1/4 cup sour cream, at room temperature
Instructions
- Preheat your oven to 325°F (160°C). Prepare a 9-inch springform pan by wrapping the bottom and sides tightly with heavy-duty aluminum foil to prevent water bath leakage.
- To make the pineapple topping, melt 1/2 cup butter and 1/2 cup brown sugar together in a small saucepan over medium heat until smooth and bubbly. Pour this mixture evenly into the bottom of the prepared springform pan. Arrange the drained pineapple rings over the brown sugar mixture. Place a maraschino cherry in the center of each pineapple ring, and scatter any remaining cherries in between.
- For the graham cracker crust, combine graham cracker crumbs, 1/4 cup granulated sugar, and 6 tablespoons melted butter in a medium bowl. Mix until well combined and crumbly. Carefully press the crumb mixture evenly over the pineapple topping in the springform pan. Do not press too firmly, just enough to form a compact layer.
- In a large bowl using an electric mixer, beat the softened cream cheese on medium speed until smooth and creamy, about 2-3 minutes. Gradually add 1 1/4 cups granulated sugar, beating until just combined and smooth, scraping down the sides of the bowl as needed.
- Beat in the pineapple juice (if using) and vanilla extract until just incorporated. Add the eggs one at a time, beating on low speed after each addition just until the yolk disappears. Be careful not to overmix after adding the eggs, as this can introduce too much air and cause cracks. Stir in the sour cream until smooth.
- Carefully pour the cheesecake batter over the graham cracker crust and pineapple topping in the springform pan. Gently tap the pan on the counter a few times to release any air bubbles.
- Place the springform pan into a larger roasting pan. Pour hot water into the roasting pan until it comes about halfway up the sides of the springform pan (this creates a water bath, which helps the cheesecake cook evenly and prevents cracking). Bake for 1 hour to 1 hour 15 minutes, or until the edges are set but the center still has a slight jiggle. Turn off the oven, crack the door slightly, and let the cheesecake cool in the water bath for 1 hour.
- Remove the cheesecake from the water bath and carefully remove the foil. Let it cool completely on a wire rack at room temperature for another 1-2 hours. Once cooled, cover loosely with plastic wrap and refrigerate for at least 4 hours, or preferably overnight, to allow it to set fully.
- When ready to serve, run a thin knife around the edge of the pan before releasing the springform collar. Invert the cheesecake onto a serving plate. The pineapple and cherry topping will now be beautifully displayed on top. Slice and serve chilled.
Notes
For best results, ensure all dairy ingredients are at room temperature for a smooth, lump-free cheesecake. You can substitute the reserved pineapple juice with an equal amount of heavy cream or milk for the cheesecake filling if you prefer. Store leftover cheesecake covered in the refrigerator for up to 5 days. This cheesecake freezes well for up to 2 months; wrap individual slices tightly in plastic wrap and then foil.
- Prep Time: 30 minutes
- Cook Time: 1 hour 15 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 slice (approx. 1/12 of cake)
- Calories: 480
- Sugar: 45g
- Sodium: 280mg
- Fat: 32g
- Saturated Fat: 19g
- Unsaturated Fat: 10g
- Trans Fat: 0g
- Carbohydrates: 45g
- Fiber: 1g
- Protein: 7g
- Cholesterol: 130mg
