There’s something irresistibly nostalgic about a Pineapple Upside-Down Cake. Caramelized pineapple slices glisten atop a rich, buttery cake, creating a stunning presentation that’s as delightful to serve as it is to eat. This cake is a perfect combination of sweet, tangy, and buttery flavors, with a moist, tender crumb that melts in your mouth.
Originally popularized in the mid-20th century, this dessert has become a staple for celebrations, potlucks, and family gatherings. What makes it special is the dramatic presentation — the fruit and glaze are baked at the bottom of the pan, but when inverted, they become a golden, luscious crown atop the cake.
I love this recipe because it’s both simple and impressive. The caramelized pineapple pairs perfectly with the buttery cake, and it’s fun to flip it over to reveal the beautiful topping. It’s a cake that tastes as good as it looks, and it brings instant smiles to anyone who sees it.
| Category | Information |
|---|---|
| Course | Dessert |
| Cuisine | American |
| Preparation Time | 15 minutes |
| Cooking Time | 35–40 minutes |
| Total Time | 50–55 minutes |
| Servings | 8–10 slices |
| Calories per Serving | ~350–400 calories |
Topping
Cake
Step 1: Prepare the Topping
Step 2: Prepare the Cake Batter
Step 3: Assemble and Bake

| Variation | Notes |
|---|---|
| Tropical Twist | Add sliced mango or peaches alongside pineapple |
| Rum-Infused | Add 1–2 tbsp rum to the batter for adult flavor |
| Coconut Pineapple Cake | Fold in ½ cup shredded coconut into batter |
| Mini Upside-Down Cakes | Use muffin tins for individual servings |
| Vegan Option | Replace butter with coconut oil, eggs with flax eggs, and milk with almond milk |
This Pineapple Upside-Down Cake is a timeless dessert that combines moist, buttery cake with sweet, caramelized pineapple and cherries for a show-stopping centerpiece. Easy to make yet impressively elegant, it’s perfect for holidays, celebrations, or a special family treat. Once you make this cake, it’s sure to become a favorite in your dessert repertoire.
There’s something irresistibly nostalgic about a Pineapple Upside-Down Cake. Caramelized pineapple slices glisten atop a rich, buttery cake, creating a stunning presentation that’s as delightful to serve as it is to eat. This cake is a perfect combination of sweet, tangy, and buttery flavors, with a moist, tender crumb that melts in your mouth.