Start by peeling and coring the pineapple, then slice it into rings or bite-sized chunks. Make sure the slices are even so they cook uniformly. Fresh pineapple is ideal because it holds its shape and releases natural juices during cooking.
Place the pineapple pieces in a bowl and pour the rum over them. Let them sit for about 5–10 minutes to absorb the flavor. This step infuses the fruit with a rich, slightly smoky sweetness that makes the dish special.
Melt the butter in a skillet over medium heat until it begins to bubble slightly. Add the brown sugar and stir until it dissolves into a smooth caramel-like mixture. This forms the base of your sauce.
Add the rum-soaked pineapple slices to the pan in a single layer. Cook for 2–3 minutes on each side until they turn golden brown. The sugars will caramelize, creating a glossy coating on the fruit.
Sprinkle in the cinnamon, vanilla extract, and a pinch of salt. Stir gently to coat the pineapple evenly. Let everything cook for another minute so the flavors meld together perfectly.
Remove the pineapple from the heat and serve immediately. The warm, caramelized texture is what makes this dish truly shine. Pair it with ice cream or whipped cream for an extra indulgent treat.