These Mini Pineapple Upside Down Cheesecakes combine creamy vanilla cheesecake, buttery graham cracker crust, juicy pineapple, brown sugar, and cherries for an irresistible tropical dessert.Prep Time: 20 minutesCook Time: 18–22 minutesChill Time: 3–4 hoursTotal Time: About 4 hours 40 minutesServings: 12 mini cheesecakesCourse: DessertCuisine: AmericanIngredientsGraham Cracker Crust1 cup graham cracker crumbs2 tablespoons granulated sugar4 tablespoons unsalted butter, meltedCheesecake Filling16 ounces cream cheese, softened½ cup granulated sugar½ cup sour cream2 large eggs1 teaspoon vanilla extractPineapple Topping1 cup crushed pineapple, thoroughly drained⅓ cup packed brown sugar12 maraschino cherriesInstructionsPreheat the oven: Preheat your oven to 325°F (163°C). Line a 12-cup muffin pan with cupcake liners.Prepare the pineapple: Drain the crushed pineapple very well. Mix it with the brown sugar and set aside.Make the crust: Combine the graham cracker crumbs, 2 tablespoons sugar, and melted butter. Divide evenly among the muffin cups and gently press into the bottoms.Prebake the crust: Bake for 5 minutes, then remove from the oven.Make the filling: Beat the softened cream cheese with ½ cup sugar until smooth. Mix in the sour cream and vanilla.Add the eggs: Beat in the eggs one at a time on low speed, mixing only until combined.Assemble: Divide the cheesecake filling evenly among the muffin cups. Spoon the pineapple-brown sugar mixture over each cheesecake and top each with a maraschino cherry.Bake: Bake for 18–22 minutes, or until the edges are set and the centers still have a slight jiggle.Cool and chill: Allow the cheesecakes to cool, then refrigerate for at least 3–4 hours or overnight.Serve: Enjoy chilled, or garnish with toasted coconut, whipped cream, extra pineapple, or a light caramel drizzle.Recipe NotesDrain the pineapple thoroughly to prevent soggy cheesecakes.Use room-temperature cream cheese for a smooth filling.Avoid overmixing the batter after adding the eggs.Don't overbake—the centers should still jiggle slightly.For easy entertaining, make the cheesecakes a day ahead and refrigerate overnight.Keep leftovers covered and refrigerated.