Description
This Classic Pineapple Upside Down Cake is a buttery, moist vanilla cake topped with caramelized pineapple rings and maraschino cherries. Perfect for holidays, potlucks, or Sunday dessert, this old-fashioned favorite combines sweet tropical fruit with rich brown sugar glaze. Easy to make and stunning to serve, it’s a vintage recipe that never goes out of style.
Ingredients
¼ cup butter
½ cup brown sugar
7 to 8 pineapple rings
7 to 8 maraschino cherries
1½ cups all-purpose flour
1 tsp baking powder
¼ tsp salt
½ cup unsalted butter (softened)
1 cup granulated sugar
2 eggs
1 tsp vanilla extract
½ cup milk
Instructions
1. Preheat oven to 350°F. In a 9-inch round cake pan, melt ¼ cup butter and sprinkle ½ cup brown sugar evenly on the bottom.
2. Arrange pineapple rings over the brown sugar mixture, placing one maraschino cherry in the center of each ring.
3. In a medium bowl, whisk together flour, baking powder, and salt.
4. In a separate large bowl, beat softened butter with granulated sugar until fluffy.
5. Add eggs one at a time, mixing well after each. Stir in vanilla extract.
6. Gradually add the dry mixture to the wet, alternating with milk. Begin and end with the flour mixture. Mix just until combined.
7. Pour batter over pineapple rings and spread evenly.
8. Bake for 45 to 50 minutes or until a toothpick inserted in the center comes out clean.
9. Let the cake cool in the pan for 10 minutes.
10. Place a plate over the pan and quickly invert to release the cake. Let cool before slicing.
Notes
Let the cake sit for 10 minutes before flipping so the topping sets just enough to stay in place.
Use pineapple in juice rather than syrup for better balance.
Don’t overmix the batter—just until the flour disappears for a fluffy texture.
- Prep Time: 20 minutes
- Cook Time: 45 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 slice
- Calories: 380
- Sugar: 34g
- Sodium: 190mg
- Fat: 18g
- Saturated Fat: 11g
- Unsaturated Fat: 6g
- Trans Fat: 0g
- Carbohydrates: 52g
- Fiber: 1g
- Protein: 4g
- Cholesterol: 85mg