Pineapple Upside Down Cake is a classic favorite, and when you transform it into a mini cheesecake version, you create an even more irresistible treat. Mini Pineapple Upside Down Cheesecakes combine the creamy, rich texture of cheesecake with the sweet, caramelized pineapple topping that everyone loves. These individual-sized desserts are perfect for parties, picnics, or any gathering where you want to impress your guests with something a little different. With a buttery graham cracker crust, a smooth cheesecake filling, and a golden, caramelized pineapple topping, these mini cheesecakes are a perfect balance of flavors and textures. Let’s dive into how to make these decadent treats!

Ingredients
For the cheesecake filling:
- 16 oz cream cheese, softened
- 1/2 cup granulated sugar
- 2 teaspoons vanilla extract
- 2 large eggs
- 1/4 cup sour cream
- 1/4 cup all-purpose flour
For the pineapple topping:
- 1 can (20 oz) pineapple rings, drained and cut into quarters
- 1/4 cup brown sugar
- 2 tablespoons unsalted butter
- 1 tablespoon maraschino cherries (optional, for garnish)
For the crust:
- 1 1/2 cups graham cracker crumbs
- 1/4 cup granulated sugar
- 1/4 cup unsalted butter, melted
Prep Time & Cooking Time
- Prep Time: 20 minutes
- Cook Time: 25-30 minutes
- Total Time: 50-55 minutes
- Yields: 12 mini cheesecakes
- Calories: Approximately 300 kcal per serving
Instructions for Mini Pineapple Upside Down Cheesecakes
Step 1: Prepare the Crust
Preheat your oven to 325°F (163°C). In a medium bowl, mix together the graham cracker crumbs, sugar, and melted butter. Stir until the mixture is well combined and the crumbs are evenly coated with butter. Scoop a tablespoon of the crust mixture into each cup of a muffin tin, pressing it down with the back of a spoon to form a firm, even crust. Bake the crusts for about 8-10 minutes, or until they are lightly golden. Remove the muffin tin from the oven and let the crusts cool.
Step 2: Make the Pineapple Topping
While the crusts are cooling, prepare the pineapple topping. In a small saucepan, melt the butter over medium heat. Add the brown sugar and stir until the sugar dissolves and the mixture becomes smooth. Add the pineapple chunks and cook for 2-3 minutes, allowing them to caramelize slightly. Remove from the heat and set aside to cool.
Step 3: Prepare the Cheesecake Filling
In a large bowl, beat the softened cream cheese with the sugar until smooth and creamy. Add the eggs one at a time, mixing well after each addition. Stir in the vanilla extract, sour cream, and flour, and mix until the filling is smooth and well combined. Be careful not to overmix, as this can cause the cheesecake to crack while baking.
Step 4: Assemble the Cheesecakes
Spoon the cheesecake filling over the cooled graham cracker crusts, filling each muffin cup about 2/3 of the way full. Gently spoon the caramelized pineapple topping over the cheesecake filling, making sure to divide it evenly among all the cups. You can also add a maraschino cherry on top for a classic Pineapple Upside Down Cake garnish, but this is optional.
Step 5: Bake and Cool
Bake the mini cheesecakes for 25-30 minutes, or until the edges are set, and the center is slightly jiggly. Allow the cheesecakes to cool in the pan for about 10 minutes before transferring them to a wire rack to cool completely. After they cool to room temperature, place them in the refrigerator for at least 2 hours to chill and set properly.
Step 6: Serve and Enjoy!
Once chilled, carefully remove the mini cheesecakes from the muffin tin. Serve them as they are, or top them with extra pineapple or whipped cream if desired. These mini Pineapple Upside Down Cheesecakes are the perfect blend of tropical flavors and creamy textures. Enjoy!

Why You’ll Love Mini Pineapple Upside Down Cheesecakes
- Individual Portions: These mini cheesecakes are the perfect portion size, making them easy to serve at parties or gatherings. No need for slicing; just grab and go!
- Tropical Flavors: The pineapple topping adds a refreshing tropical twist, while the caramelized edges give a delightful sweetness that pairs perfectly with the creamy cheesecake.
- Beautiful Presentation: These mini cheesecakes are not only delicious but also look stunning with the golden caramelized pineapple topping and optional maraschino cherry garnish.
- Perfect for Any Occasion: Whether you’re hosting a summer BBQ or a holiday dinner, these mini Pineapple Upside Down Cheesecakes are sure to be a crowd-pleaser.
Tips for the Best Mini Pineapple Upside Down Cheesecakes
- Use Fresh Pineapple: While canned pineapple works perfectly, using fresh pineapple for the topping can add an extra layer of flavor and texture.
- Don’t Overfill the Muffin Tin: Make sure to leave some space at the top of each muffin cup to prevent the cheesecake filling from overflowing while baking.
- Chill Before Serving: Chilling the cheesecakes before serving is key to achieving the right texture. Don’t skip this step!
- Add Extra Toppings: Feel free to add whipped cream, a drizzle of caramel, or extra fruit on top for added flavor and decoration.
The Science Behind Their Unique Texture
The secret to the perfect texture of these mini Pineapple Upside Down Cheesecakes lies in the combination of the cheesecake filling and the crust. The crust is made from graham crackers, which offer a slightly sweet and crisp contrast to the creamy and smooth cheesecake filling. The addition of sour cream and eggs to the filling helps create a soft, dense texture, while the pineapple topping adds a sweet, slightly chewy element that complements the richness of the cheesecake.
Variations on Mini Pineapple Upside Down Cheesecakes
- Add Coconut: For an extra tropical twist, sprinkle shredded coconut on top of the pineapple before baking.
- Use Different Fruit: Instead of pineapple, you can use other fruits like peaches, cherries, or mango to create a different variation of this cheesecake.
- Make It Gluten-Free: Substitute gluten-free graham crackers for a gluten-free crust and enjoy a gluten-free version of this delicious dessert.
FAQ about Mini Pineapple Upside Down Cheesecakes
Can I make these mini cheesecakes in advance?
Yes, mini Pineapple Upside Down Cheesecakes can be made up to a day ahead of time. Just store them in an airtight container in the refrigerator until you’re ready to serve.
Can I use a full-sized cheesecake pan instead of a muffin tin?
Yes, you can use a springform pan to make a full-sized cheesecake. Just be sure to adjust the baking time accordingly, as a larger cheesecake will require more time to bake.
How can I prevent the crust from being too crumbly?
Make sure to press the graham cracker crust firmly into the muffin tin. If it still seems too loose, add a little more melted butter to the crust mixture.
Conclusion
Mini Pineapple Upside Down Cheesecakes are the perfect combination of creamy, tangy cheesecake and the tropical sweetness of caramelized pineapple. These individual-sized desserts are not only delicious but also look beautiful, making them ideal for any gathering or celebration. With their rich flavors and smooth texture, these mini cheesecakes are sure to be a hit with your guests. Whether you’re hosting a party or just looking for a sweet treat, these mini Pineapple Upside Down Cheesecakes will definitely satisfy your cravings and leave everyone asking for more!