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Pineapple Upside-Down Cake

4.4

(28)

Pineapple UpsideDown Cake recipe
Photograph by Christopher Testani, Food styling by Victoria Granof, prop styling by Alex Brannian

Retro-favorite pineapple-upside down cake gets an easy upgrade courtesy of sophisticated Luxardo cherries in this recipe from cookbook author Cheryl Day. Deeply fruity and so-red-they’re-almost-black, Luxardos pack way more flavor than the saccharine, candy-colored maraschinos seen in many other iterations of this classic dessert. But don’t get too fancy: There’s no need to break down a whole pineapple here. While we do believe there is a time and place for fresh pineapple, this cake calls for canned pineapple rings, which are uniform in shape, always juicy, and never out of season. For the best flavor, look for rings packed in 100% pineapple juice.

If you’ve never flipped a cake before, you’re in for a treat. “The surprise when you unmold the cake,” writes Day in her cookbook Cheryl Day’s Treasury of Southern Baking, “is what makes [baking this style of dessert] so satisfying.” Expect a mosaic-like display of fruit arranged artfully, but effortlessly, on top of the cake, glazed with a caramelly topping of melted butter and brown sugar that keeps the dessert supremely moist and unabashedly delicious. A few things to keep in mind: Make sure your serving plate is wider than the cake pan; wait until the pan has cooled slightly; and invert with gusto, which helps ensure nothing will stick to the bottom of the pan.

Editor’s note: This recipe was originally published in October 2021.

What you’ll need