Indulge in tropical flavors with this Pineapple Upside Down Cake that is made from scratch! This classic dessert combines caramelized luscious pineapple slices, juicy Maraschino cherries, and a moist, buttery cake base. With just a few simple ingredients and step by step instructions, you can whip up this impressive looking cake with ease.
Preheat the oven to 350° F and spray a 9” round cake pan with baking spray- preferably one that is made with flour. Drain the pineapple can, reserving ¾ cup of juice.
Dry the pineapple slices or pieces well.
In a small bowl melt the ¼ cup butter. Add the ½ cup brown sugar and stir until combined. Break up any hard pieces. Add the brown sugar mixture to the bottom of the cake pan.
Add the pineapple slices around the pan with one in the center. Add the cherries to the holes of the slices and around the pineapple to make a pretty design.
In a large mixing bowl combine the ¾ cup sugar, 1 ¼ cup all purpose flour, 1 tsp baking powder, ¼ tsp baking soda, and ½ tsp kosher salt and whisk lightly to combine.
Next add in the ¾ reserved pineapple juice, 1/4 cup vegetable oil, 1 egg, and 2 tsp vanilla extract if using.
Mix until combined but do not overmix.
Pour the cake batter over the pineapple slices and bake for 35- 40 minutes. The cake is done when the top is firm.
Cool for 10 minutes in the pan. Then set either a wire rack or a serving plate on top of the cake and invert.
Cool completely before serving.
Notes
Do not let the cake cool in the pan before flipping for more than 10-15 minutes, otherwise the glaze can start to harden and you wont be able to flip the cake out.