If you love the nostalgia of classic pineapple upside down cake but crave the creamy decadence of cheesecake, these Mini Pineapple Upside Down Cheesecakes are your dessert dream come true! These delightful treats combine a buttery graham cracker crust, a luscious swirl of pineapple and cherry, and a perfectly creamy cheesecake filling—all transformed into adorable, single-serving portions. They’re visually stunning, surprisingly simple to whip up, and have that fun, show-stopping pineapple-glazed look when you flip them out. Whether for a party, summer gathering, or just to spoil yourself, these mini desserts are a ray of sweet, tropical sunshine.

Ingredients You’ll Need
With a handful of pantry staples and a pop of fresh pineapple and cherries, the ingredients for Mini Pineapple Upside Down Cheesecakes couldn’t be easier. Each one plays a special part—from the crunchy crust to the creamy filling to that dazzling fruit topping!
- Graham cracker crumbs: These form a classic, buttery base that holds everything together and gives a satisfying texture contrast to the creamy cheesecake.
- Granulated sugar: A touch of sweetness added to both the crust and cheesecake mixture, keeping everything perfectly balanced.
- Melted butter: Helps the crust stick together and adds a rich, comforting flavor to every bite.
- Pineapple rings (canned or fresh): The star of the show, bringing juicy tropical flavor and that signature upside down look—fresh or canned both work wonders.
- Maraschino cherries: A pop of color and a hint of extra sweetness nestled right in the center of each pineapple slice.
- Cream cheese (softened): The heart of the cheesecake, this ingredient ensures a smooth, creamy, decadent filling.
- Sour cream: Adds a little tang and helps make the cheesecake extra creamy and luscious.
- Egg: Binds everything together and gives structure without making the cheesecakes too dense.
- Vanilla extract: Enhances all the flavors and offers a subtle warmth to the cheesecake.
- Nonstick cooking spray: Makes sure the cheesecakes pop out easily and with all their gorgeous layers perfectly intact.
How to Make Mini Pineapple Upside Down Cheesecakes
Step 1: Prep Your Pan and Oven
Start by preheating your oven to 325°F (163°C)—this gentle baking temperature will help keep your Mini Pineapple Upside Down Cheesecakes smooth and crack-free! Line a 6-cup muffin pan with paper liners, or simply spray each cup generously with nonstick cooking spray so your cheesecakes release with ease.
Step 2: Mix and Press the Graham Crust
In a small bowl, stir together the graham cracker crumbs, 2 tablespoons of granulated sugar, and melted butter. You want every crumb to glisten! Divide this mixture evenly among the muffin cups and press it down with your fingers or a small glass. This creates a crispy-sweet foundation for your cheesecakes.
Step 3: Layer the Pineapple and Cherries
Cut the pineapple rings to fit into your prepared muffin cups—just trim a little off the edge if needed. Nestle a pineapple slice on top of each graham crust, then press a maraschino cherry right in the center. This is what gives your Mini Pineapple Upside Down Cheesecakes their unforgettable presentation.
Step 4: Prepare the Creamy Cheesecake Filling
In a medium bowl, beat the softened cream cheese until it’s smooth and completely lump-free. Add the sour cream, 1/3 cup sugar, egg, and vanilla extract. Beat again just until combined and velvety. A gentle hand here keeps your cheesecake extra creamy rather than over-mixed.
Step 5: Fill and Bake
Spoon the cheesecake batter evenly over the pineapple layers, filling each muffin cup nearly to the top. Bake in your preheated oven for 20 to 22 minutes, or until the centers are set but still a touch jiggly. The aroma that fills your kitchen will be absolutely mouthwatering!
Step 6: Cool, Chill, and Release the Magic
Let the cheesecakes cool in the pan for about 10 minutes, then carefully transfer them to the fridge to chill for at least 2 hours. When ready to serve, gently invert each cheesecake onto a plate and peel off the liner—revealing those beautiful, glossy pineapple and cherry tops. They’ll look almost too pretty to eat!
How to Serve Mini Pineapple Upside Down Cheesecakes

Garnishes
Dress up your Mini Pineapple Upside Down Cheesecakes with a cloud of whipped cream, a sprinkle of toasted coconut, or even a few delicate mint leaves for color. A tiny drizzle of honey or pineapple syrup over the top adds a glossy finish if you want to go the extra mile.
Side Dishes
These cheesecakes are absolute stars solo, but if you want to create a dessert plate, pair them with fresh tropical fruit—like mango or kiwi slices. A light fruit salad or even a scoop of vanilla ice cream alongside makes for a blissful combination.
Creative Ways to Present
Serve each cheesecake on a vintage dessert plate for retro vibes, or nestle them into cupcake wrappers for picnics and parties. Arrange several on a tiered cake stand for a dazzling centerpiece, or offer a garnish bar so guests can customize their own. The individual size means every serving feels thoughtful and special!
Make Ahead and Storage
Storing Leftovers
Leftover Mini Pineapple Upside Down Cheesecakes can be covered and refrigerated for up to 4 days. Keep them in an airtight container to prevent any fridge odors from sneaking in—the flavors only develop more as they sit!
Freezing
For longer storage, these cheesecakes freeze beautifully. Simply wrap each cooled cheesecake securely in plastic wrap, then place them in a freezer-safe bag or container. They’ll keep for up to 2 months. Thaw overnight in the fridge for a refreshing, ready-made treat.
Reheating
These cheesecakes are meant to be served chilled, but if you prefer a softer texture, let them sit at room temperature for 10–15 minutes before eating. Avoid microwaving, as it can cause the creamy filling to separate and lose its smoothness.
FAQs
Can I use crushed pineapple instead of rings?
Absolutely! If you’re out of rings, just spoon a generous layer of well-drained crushed pineapple into the bottom of each muffin cup. Press it gently before adding the cheesecake batter for the same burst of fruity flavor and gorgeous golden color.
Can these be made in advance for a party?
Yes! Mini Pineapple Upside Down Cheesecakes are even better after a few hours in the fridge, so they’re ideal for making a day ahead. Just wait until just before serving to invert and garnish for that fresh-from-the-bakery wow factor.
How do I prevent my cheesecakes from sticking to the muffin tin?
Generously greasing the pan with nonstick cooking spray or using paper liners will help your cheesecakes pop right out. If you’re worried, let them cool completely and run a thin knife around the edges before inverting—they’ll release beautifully!
Can I make these in mini muffin pans for bite-sized treats?
Definitely! Just cut your pineapple and cherries smaller, and reduce the baking time to about 10–12 minutes. They make adorable, two-bite treats perfect for parties and potlucks—watch them disappear!
What other fruits can I try with this recipe?
Feel free to get creative! Peaches, mango, or even thinly sliced strawberries can echo the charming upside-down effect. Just aim for fruit that’s not too wet so your crust stays firm and delicious.
Final Thoughts
These Mini Pineapple Upside Down Cheesecakes are as joyful to make as they are to eat. They’re the perfect fusion of creamy, fruity, and nostalgic, and—best of all—they’re ready in under an hour. If you’re looking for a delightful treat that turns any day into a celebration, this is the recipe you’ll come back to again and again. Grab some fresh pineapple, whip up a batch, and get ready for a chorus of “wow!” from everyone lucky enough to try them.
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Mini Pineapple Upside Down Cheesecakes Recipe
- Total Time: 37 minutes
- Yield: 6 mini cheesecakes 1x
- Diet: Non-Vegetarian
Description
Indulge in these delightful Mini Pineapple Upside Down Cheesecakes that offer a tropical twist to the classic dessert. These individual treats feature a buttery graham cracker crust, creamy cheesecake filling, and a sweet pineapple topping.
Ingredients
Graham Cracker Crust:
- 1 cup graham cracker crumbs
- 2 tablespoons granulated sugar
- 4 tablespoons melted butter
Cheesecake Filling:
- 8 oz cream cheese (softened)
- 1/4 cup sour cream
- 1/3 cup granulated sugar
- 1 large egg
- 1/2 teaspoon vanilla extract
Topping:
- 6 pineapple rings (canned or fresh)
- 6 maraschino cherries
- Nonstick cooking spray
Instructions
- Preheat the oven: Preheat the oven to 325°F (163°C) and prepare a 6-cup muffin pan.
- Make the crust: Mix graham cracker crumbs, sugar, and melted butter. Press into muffin cups.
- Assemble: Place pineapple rings and cherries in each cup.
- Prepare filling: Beat cream cheese, sour cream, sugar, egg, and vanilla until smooth.
- Fill cups: Spoon cheesecake batter over pineapple in each cup.
- Bake: Bake for 20–22 minutes until set.
- Cool and refrigerate: Let cool, then refrigerate for at least 2 hours.
- Unmold: Invert cheesecakes onto plates to serve.
Notes
- You can use crushed pineapple as a substitute for rings.
- Mini cheesecakes can be made in mini muffin tins for smaller portions.
- Prep Time: 15 minutes
- Cook Time: 22 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 mini cheesecake
- Calories: 260
- Sugar: 18g
- Sodium: 210mg
- Fat: 18g
- Saturated Fat: 10g
- Unsaturated Fat: 6g
- Trans Fat: 0g
- Carbohydrates: 22g
- Fiber: 0g
- Protein: 4g
- Cholesterol: 55mg