This easy pineapple upside down cake is a family-favorite dessert with a buttery homemade cake, caramelized pineapple topping, and sweet maraschino cherries. It’s simple to make, beautiful to serve, and always a little nostalgic.
1 10-inch deep cake pan or a well-seasoned 10- to 12-inch cast iron skillet.
1 measuring cup
measuring spoons
Ingredients
5tablespoonsmelted butter
1/2cuplight brown sugar
6-8slicespineapplefresh or canned
15-20maraschino cherriesstems removed
1 1/3cupsall-purpose flour
2teaspoonsbaking powder
1/2teaspoonsalt
3/4cuplight brown sugar
1/4cupbutter
3/4cupmilk
1teaspoonvanilla
1egg
3tablespoonspineapple juice
Instructions
Preheat oven to 350 degrees.
Drain the pineapple slices and pat the pineapple and cherries dry with paper towels.
Pour melted butter into the bottom of a 10 inch deep dish cake pan and sprinkle the brown sugar evenly over top.
Arrange the pineapples and cherries on top of the butter mixture and up the sides, if desired. Set aside.
In a medium bowl, whisk together the flour, baking powder and salt. Set aside.
In a large bowl, beat the brown sugar and butter together until smooth. Turn the mixer to low and, slowly add the milk, vanilla, egg and pineapple juice until combined.
Add the dry ingredients to the wet mixture beating until combined and no lumps remain.
Pour the batter over the pineapple and spread evenly — some of the fruit may poke through the batter.
Bake for 45 minutes or until golden brown and the top springs back when pressed with your finger.
Let the cake rest in the pan for 5–10 minutes before flipping so the topping has time to set. Then run a thin knife around the edge of the cake to loosen it from the pan. Turn the cake out onto a cake plate or platter and leave the pan on the cake for 10 minutes longer.
Remove the pan and allow to cool to room temperature or serve warm, if desired.
Notes
Pan: Use a 10-inch deep cake pan or a well-seasoned 10- to 12-inch cast iron skillet. Avoid using a springform pan because the butter and brown sugar topping may leak.
Pineapple: Fresh or canned pineapple rings both work. If using canned pineapple, drain well and reserve a little juice for the batter. Avoid crushed pineapple because it can make the topping too wet.
Flipping: Let the cake rest in the pan for 5–10 minutes before flipping so the topping has time to set.
Storage: Store covered at room temperature for up to 3 days or refrigerate for up to 5 days. Freeze individual slices for up to 2 months.