
These mini pineapple upside-down cheesecakes are my go-to treat for picnics or holiday gatherings when I want something creamy and tropical that looks as special as it tastes. You get the magic of caramelized pineapple and classic cheesecake in a portable little bite—friends always say they look like sunshine on a plate.
The first time I made these was for a family barbecue and they disappeared before I could even set down the tray. Now everyone expects a batch whenever something fun is happening.
Ingredients
- Graham cracker crumbs: This forms the crunchy base that keeps things light rather than heavy. Crushing your own crackers gives a fresh taste and a texture that holds up well
- Melted butter: The secret to a crumb that sticks together instead of falling apart. Always melt just before mixing so it blends evenly
- Cream cheese: Full-fat for the best creamy tang. Soften it by leaving out for an hour before baking to avoid lumps
- Granulated sugar: Adds the right sweetness to balance the pineapple and cream cheese. Look for fine white sugar to mix smoothly
- Large eggs: These bring everything together so your cheesecakes set up perfectly. Use fresh eggs for the brightest flavor
- Vanilla extract: The aromatic boost that deepens flavor. Real extract is always worth it for desserts
- Pineapple chunks: Pineapple brings a sunny sweetness. Take care to drain thoroughly on paper towels so your cheesecakes are never soggy
- Caramel sauce: This adds a buttery finish and really brings out the tropical notes. A thick sauce gives a beautiful drizzle without running off
Step-by-Step Instructions
- Preheat the oven:
- Set your oven to 350 degrees Fahrenheit or 175 degrees Celsius and line a twelve-cup muffin tin with paper liners. The liners help you remove the mini cheesecakes cleanly and make cleanup so much faster
- Mix the crust:
- Combine the graham cracker crumbs with the melted butter in a bowl. Stir until the crumbs are evenly moistened and look like wet sand. Scoop the mixture evenly into the muffin cups, then press down firmly and evenly with the back of a spoon or a small glass to form a tight base so your crust will hold together well after baking
- Prepare the filling:
- In a large mixing bowl, beat the softened cream cheese and sugar until the mixture is ultra smooth and creamy. Make sure there are no lumps left. Beat in the eggs one at a time so everything gets fully incorporated before adding the next. Stir in vanilla extract to finish off the base flavors
- Assemble the cheesecakes:
- Spoon the silky cheesecake batter into each prepared cup, filling each about three quarters full. Place a few pineapple chunks on top of each one and gently press them into the filling without sinking them all the way down
- Bake:
- Place the muffin tin in the oven and bake for about twenty to twenty five minutes. You are aiming for the edges to set but the centers to still have a soft wobble. Let them cool completely in the pan so they set up before handling
- Chill and finish:
- Transfer the cooled cheesecakes to the refrigerator and chill for at least four hours or overnight. Just before serving, swirl on caramel sauce. Add a cherry or a sprig of mint on top if you want to make them extra festive

I love how the caramel sauce ties everything together. My niece once called it the golden touch. My family always requests extra caramel for dipping more pineapple on the side
Storage Tips
Store any leftover cheesecakes in an airtight container in the refrigerator. They are at their peak for about four days. If you want to plan ahead, you can freeze them without the caramel topping and thaw before serving
Ingredient Swaps
If you have digestive cookies or vanilla wafers on hand, they make a great substitute for the graham crackers. Swap in low fat cream cheese for a slightly lighter version but keep in mind the texture may change a bit. Use fresh pineapple for even bolder flavor—just chop and blot dry before using

Serving Suggestions
Arrange the cheesecakes on a serving platter and sprinkle toasted coconut flakes for added crunch and color. A dollop of freshly whipped cream on top makes an elegant finish. For a party tray, tuck in fresh berries or sliced kiwi for a truly tropical vibe
Cultural Inspiration
This dessert draws on the American love of classic pineapple upside-down cake but makes it modern and bite-sized. The sunny flavors always spark memories of summer get-togethers in my family and the mini size is perfect for sharing
Frequently Asked Questions
- → How do I prevent soggy cheesecakes?
Ensure pineapple chunks are thoroughly drained and patted dry before placing them on the filling. Excess moisture can soften the crust and affect texture.
- → Can I use fresh pineapple instead of canned?
Yes, fresh pineapple works well. Be sure to cut it into small chunks and squeeze out extra juice to avoid excess moisture.
- → How do I make the crust hold together?
Press the graham cracker and butter mixture firmly into the muffin liners to create a compact base that supports the creamy filling.
- → What helps prevent cracks in mini cheesecakes?
Mix the batter just until smooth and avoid over-mixing. Baking with a water bath nearby adds moisture to the oven, reducing cracks.
- → How long should I chill the cheesecakes?
Refrigerate for at least 4 hours or overnight to help them set properly and develop a smooth texture.
- → Can I add a decorative topping?
Absolutely! Try maraschino cherries or mint leaves for a colorful finish right before serving.