
Whenever I need a dessert that's both cute and tropical, these mini pineapple upside-down cheesecakes are my top pick for gatherings. They're fun to eat, creamy, and kind of look like little bursts of sunshine. Friends always notice the pineapple and caramel—I get asked for these at every picnic or party.
The first time I whipped these up was for a cookout at my parents' place—everyone had eaten them before I finished setting the table. Now I have to bring a batch any time there’s something to celebrate.
Irresistible Ingredients
- Caramel sauce: Drizzle this last to bump up the buttery vibe and enhance those tropical notes. Thick sauce means it stays on top and looks pretty
- Pineapple chunks: This sweet, juicy fruit brings that tropical kick. Make sure you pat them dry so they don’t make things soggy
- Vanilla extract: Real deal vanilla makes a big difference and deepens the flavor
- Large eggs: Use fresh eggs—they bring all the components together and give your cheesecakes a nice set
- Granulated sugar: Pick fine white sugar for a smooth, balanced sweetness in every bite
- Cream cheese: Grab full-fat for ultimate smoothness. Leave it out for about an hour before mixing to keep it lump-free
- Melted butter: Melt right before adding to help everything blend and hold together
- Graham cracker crumbs: Crush your own for extra texture and fresh taste. It makes a perfect crisp base that isn’t heavy
Simple Steps to Make It
- Chill and finish:
- Once they've cooled down in the pan, pop your cheesecakes in the fridge for four hours or overnight. Right before serving, pour on the caramel. Want bonus points? Top with mint or a cherry for an instant upgrade
- Bake:
- Slide the muffin tray into your oven and bake them for around 20 to 25 minutes. You want set sides but the centers should still wiggle a little. Leave them to cool fully before taking them out
- Assemble the cheesecakes:
- Spoon the creamy filling into each muffin cup, leaving room at the top. Gently press pineapple bits onto each one without shoving them too deep
- Prepare the filling:
- Mix softened cream cheese with sugar until super smooth—no lumps wanted. Then beat in eggs, one by one, and finish with the vanilla
- Mix the crust:
- Combine graham cracker crumbs and melted butter until everything feels kind of like damp sand. Press it into your lined muffin cups with something flat so your crusts don't fall apart
- Preheat the oven:
- Fire up your oven to 350°F or 175°C. Line a muffin tin (12 slots) with paper liners—it's way easier to get the cheesecakes out later, and cleanup is a breeze

The caramel on top really ties everything together. My niece once called it the “golden finish.” My family actually asks for extra caramel so they can dip extra pineapple pieces too.
Best Ways to Store
Stash leftover cheesecakes in a sealed container in the fridge—they’re awesome for about four days. You can freeze them (skip the caramel until serving), then thaw when you need them.
Ingredient Variations
If you're out of graham crackers, try digestive biscuits or vanilla wafers—both work well. Low-fat cream cheese is fine for a lighter feel, just know it might not be quite as creamy. Cut up and dry fresh pineapple for even brighter flavor

How to Serve
Lay the cheesecakes out on a platter and sprinkle toasted coconut for crunch and a pop of color. Add a swirl of fresh whipped cream on top. For a real tropical vibe, scatter on some berries or kiwi slices, too
Roots and Inspiration
Inspired by classic upside-down cake, this sweet is all about American nostalgia in a fun, mini way. We always think of summer cookouts and backyard fun—these bite-size versions are made for passing around!
FAQs About the Recipe
- → What's the trick to keeping them from getting soggy?
Make sure your pineapple is super dry—pat it with paper towels before tossing it on the cheesecake. Too much juice can ruin the crust’s crunch.
- → Can fresh pineapple go in place of the canned stuff?
Yep! Just chop it small and really squeeze out the extra juice so the filling doesn’t get too watery.
- → How can I keep the crust from falling apart?
Push the graham cracker and melted butter mix down hard into the paper liners. That’ll help it hold its shape for the creamy topping.
- → Any way to stop cracks from showing up in these little cheesecakes?
Only stir the batter until it looks smooth—don’t overdo it. Popping a pan of water on the bottom oven rack keeps things steamy and cuts down on cracking.
- → How long should I leave them in the fridge for best results?
Let them chill at least four hours, or overnight is even better. That way they're nice and firm before you dig in.
- → Can I jazz things up with something on top?
Totally! Drop a cherry or a sprig of mint on each one before serving for a pop of color.