Mini Pineapple Upside-down Cheesecakes Recipe
If you’re ready to fall in love with a dessert that’s equal parts charming and crave-worthy, these Mini Pineapple Upside-down Cheesecakes will steal your heart in one luscious bite. Imagine the classic nostalgia of a pineapple upside-down cake, but layered with silky, tangy cheesecake and adorably portioned for individual treats. Whether you’re hosting a celebration or just want to make a random Tuesday extra special, this recipe is all about that sunny, tropical flavor and stunning presentation—every little cheesecake is a showstopper!

Ingredients You’ll Need
Every ingredient in this recipe serves a delicious purpose! From the buttery crust to the juicy pineapple and dreamy, creamy cheesecake center, each element works together for maximum flavor and an irresistible, picture-perfect finish.
- Unsalted butter (1/2 cup, melted): Creates that molten caramel base and holds the crust together, adding richness to every layer.
- Packed light brown sugar (1/2 cup): Blends with the butter for a caramelized, brown-sugary layer beneath the fruit.
- Maraschino cherries (12, stemmed): Pop in the center for a burst of color and classic pineapple upside-down cake flair.
- Canned pineapple rings (20 oz, cut into small pieces): Offers that signature tropical flavor and sweetly zesty bite.
- Graham cracker crumbs (1 cup): Forms a simple, toasty base for the cheesecakes and balances the sweet fruit topping.
- Granulated sugar (2 tablespoons, for crust): Adds a hint of sweetness to the crust for harmony with the tangy filling.
- Melted butter (2 tablespoons, for crust): Helps bind the crumbs together for the perfect handheld base.
- Cream cheese (16 oz, softened): The heart of the cheesecake filling—make sure it’s soft for the smoothest blend.
- Granulated sugar (1/2 cup, for cheesecake): Lends balanced sweetness to the creamy cheesecake layer.
- Large eggs (2): Give structure and a custardy richness to the cheesecake filling.
- Vanilla extract (1 teaspoon): Elevates all the flavors with a warm, comforting note.
- Sour cream (1/4 cup): Adds creamy tang and helps keep the cheesecakes ultra-smooth and light.
How to Make Mini Pineapple Upside-down Cheesecakes
Step 1: Prep Your Muffin Tin
Preheat your oven to 325°F. Line a 12-cup muffin tin with paper liners and give them a quick spritz of nonstick cooking spray. This small step is crucial—it not only makes unmolding a breeze, but also helps keep the delicate caramel and fruit topping intact once you invert the finished mini cheesecakes.
Step 2: Create the Pineapple-Oozy Base
In a small bowl, mix your melted butter and light brown sugar until you’ve got a golden, glossy syrup. Spoon about a teaspoon of this sweet mixture into the bottom of each lined cup. Scatter in a few small pieces of fresh pineapple, then nestle a classic maraschino cherry right in the center—it’ll peek out adorably once the cheesecakes are flipped.
Step 3: Make and Press the Crust
In a separate bowl, stir together the graham cracker crumbs, two tablespoons of sugar, and two tablespoons of melted butter. It should look sandy and barely stick together when pressed. Add about a tablespoon of crust mixture into each muffin cup (right over your pineapple layer), then use the back of a spoon or your fingers to press it down so it’s nice and compact.
Step 4: Whip Up the Cheesecake Batter
Place your softened cream cheese into a mixing bowl and beat until it’s perfectly smooth and creamy. Add in a half cup of sugar and mix again. Now, crack in the eggs one at a time, mixing thoroughly after each. Pour in the vanilla extract and sour cream, blending just until everything is incorporated. Don’t overmix; the batter should be thick, silky, and glossy.
Step 5: Fill and Bake
Use a spoon or cookie scoop to evenly divide the cheesecake batter among the 12 cups—fill them nearly to the top, but not quite overflowing. Bake for 20 to 22 minutes, or until the centers look set (they might jiggle just a little if you shake the pan). Don’t worry if they puff up—they’ll settle as they cool!
Step 6: Cool, Chill, and Unmold
Let the cheesecakes cool completely in the pan. Then transfer them to the fridge for at least 2 hours so they get firm, creamy, and ready to unmold. When you’re ready to serve, peel off the paper liners and gently flip each one upside-down onto a plate—reveal that glistening pineapple and cherry topping for the ultimate Mini Pineapple Upside-down Cheesecakes moment!
How to Serve Mini Pineapple Upside-down Cheesecakes

Garnishes
The crowning joy of Mini Pineapple Upside-down Cheesecakes is their glistening golden tops, but you can dress them up even more! A dollop of whipped cream, a sprinkle of toasted coconut, or a delicate mint leaf will make each mini cheesecake even more inviting. You can even add a drizzle of pineapple or caramel sauce for an extra touch of fun.
Side Dishes
These little cheesecakes are delightful on their own, but if you want to round out a dessert table, serve with tropical fruit salad, tangy passionfruit sorbet, or even lightly salted macadamia nuts. The bright flavors and creamy textures pair beautifully, making every bite a mini vacation for your taste buds.
Creative Ways to Present
Whether you’re planning a party or a family dessert night, try arranging your Mini Pineapple Upside-down Cheesecakes on a tiered cake stand or individual serving plates with tiny forks tucked alongside. For a summery picnic vibe, use colorful cupcake liners or tuck each cheesecake into a parchment-wrapped box for easy gifting. However you serve them, they’re guaranteed to inspire big smiles!
Make Ahead and Storage
Storing Leftovers
To savor every last bite, keep any leftover Mini Pineapple Upside-down Cheesecakes in an airtight container in the refrigerator. They’ll stay fresh and creamy for up to 3 days, making them a perfect make-ahead treat or grab-and-go snack any time your sweet tooth strikes.
Freezing
If you want to stash some for later, you can absolutely freeze these cheesecakes! Once fully chilled, wrap each one individually in plastic wrap and place them in a freezer-safe container. They’ll keep beautifully in the freezer for up to 2 months; just thaw overnight in the fridge before serving.
Reheating
Although these are best enjoyed chilled or at room temperature, if you like your cheesecakes just slightly warmed to soften the topping, pop one in the microwave for 10-15 seconds. Be careful not to overheat, or the creamy cheesecake texture could be compromised!
FAQs
Can I use fresh pineapple instead of canned?
Absolutely! Just chop the fresh pineapple into small pieces. Fresh pineapple can add even more brightness, but be sure to drain it well so excess juice doesn’t make the crust soggy.
Do I need to use paper liners in the muffin tin?
Paper liners help keep the Mini Pineapple Upside-down Cheesecakes from sticking and make unmolding a breeze. If you’re out of liners, just be sure to grease the pan generously with nonstick spray.
Can I substitute the graham cracker crust with something else?
Definitely! Crushed vanilla wafers, digestive biscuits, or even shortbread cookies all work as alternative crusts for a unique flavor twist.
How far in advance can I prepare these cheesecakes?
You can make these Mini Pineapple Upside-down Cheesecakes up to a day ahead and keep them chilled until serving. They hold up well and even taste creamier when made in advance!
Can I make these gluten-free?
For a gluten-free version, just use your favorite gluten-free graham crackers or cookies for the crust—everything else in the recipe is naturally gluten-free.
Final Thoughts
Whether you’re looking for a showstopping dessert for a party or just want to surprise your family with something special, Mini Pineapple Upside-down Cheesecakes are a joyful way to serve up something sweet. Give them a try—you might just find yourself reaching for this recipe again and again, each time sharing a little taste of sunshine with the people you love!
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Mini Pineapple Upside-down Cheesecakes Recipe
- Total Time: 2 hours 45 minutes
- Yield: 12 mini cheesecakes 1x
- Diet: Non-Vegetarian
Description
These Mini Pineapple Upside-down Cheesecakes are a delightful twist on the classic dessert, featuring a creamy cheesecake filling atop a pineapple and cherry base. Perfect for parties or individual treats!
Ingredients
For the Topping:
- 1/2 cup unsalted butter, melted
- 1/2 cup packed light brown sugar
- 12 maraschino cherries, stemmed
- 1 can (20 ounces) pineapple rings, cut into small pieces
For the Crust:
- 1 cup graham cracker crumbs
- 2 tablespoons granulated sugar
- 2 tablespoons melted butter
For the Cheesecake Filling:
- 16 ounces cream cheese, softened
- 1/2 cup granulated sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- 1/4 cup sour cream
Instructions
- Preheat the oven: Preheat oven to 325°F. Line a 12-cup muffin tin with paper liners and lightly spray with nonstick cooking spray.
- Prepare the Topping: Mix melted butter and brown sugar; spoon into each muffin cup. Add pineapple pieces and a cherry.
- Make the Crust: Combine graham cracker crumbs, sugar, and melted butter. Press into each cup.
- Prepare the Filling: Beat cream cheese, sugar, eggs, vanilla, and sour cream until smooth. Spoon over crusts.
- Bake: Bake for 20–22 minutes until set. Cool, then chill for 2 hours.
- Serve: Peel off liners and invert to reveal upside-down topping.
Notes
- For a lighter version, use low-fat cream cheese and Greek yogurt instead of sour cream.
- These cheesecakes can be made a day ahead and stored in the refrigerator.
- Prep Time: 20 minutes
- Cook Time: 22 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 mini cheesecake
- Calories: 265
- Sugar: 19g
- Sodium: 180mg
- Fat: 18g
- Saturated Fat: 10g
- Unsaturated Fat: 6g
- Trans Fat: 0g
- Carbohydrates: 23g
- Fiber: 0g
- Protein: 4g
- Cholesterol: 55mg