Pineapple Upside Down Cake

When it comes to classic desserts it doesn’t get more classic than pineapple upside down cake. During the 1920s an influx of canned foods, including some from exotic tropical locations, made cooking even easier. And, the US became obsessed with pineapple- something that had never been that big of a deal before. Suddenly every cookbook and women’s magazine suddenly had recipes for pineapple fluff, ambrosia with pineapple, and other recipes for this citrus-y fruit.

A recipe contest held by the company that later became Dole in 1925 had 2,500 entries for pineapple upside down cake! It seems people have been enjoying this iconic cake for around a century. However, it became even more popular in the 1950s and the cheerful look of the cake, dotted with red maraschino cherries, became highly associated with the decade.

Pineapple Upside Down Cake

To begin this recipe it’s best to place your pineapple slices and cherries on some paper towels and pat them dry. Then line your cake pan with melted butter and brown sugar. Arrange the pineapple rings along the bottom and sides of the pan. I find it’s easiest to cut a few of them in half for the sides.

Then place the cherries in the holes of the pineapple rings. I like to also fill in a few of the gaps with cherries, too.

Pineapple Upside Down Cake

Then start on the rich batter, which has sour cream in it for a lovely flavor. It’s thick which helps you to pour it on slowly over the fruit. You don’t want to disturb the pineapple, but I do like to take a butter knife and push the batter into all the nooks and crannies at the sides.

Then bake this cake for 30 minutes uncovered. After that loosely tent it with foil to keep the bottom from getting too brown during the last 15 minutes of baking.

Pineapple Upside Down Cake

Some sources say you only need to let this cake cool for 30 minutes, but in my experience it will need at least 1 hour to cool off. However, don’t put it in the fridge since you want it room temperature when it’s time to cut into slices.

Pineapple Upside Down Cake

This classic pineapple upside down cake is a slice of history that has stood the test of time because it’s so delicious. The buttery sweet topping, the bright taste of pineapple, the vanilla cake, and the sweet cherries are a truly irresistible combination.