Description
Pineapple Upside Down Cake Jars are a fun and portable twist on the classic! Layers of brown sugar-glazed pineapple, moist vanilla cake, fluffy whipped cream, and those signature cherries—all stacked into individual mason jars for a dessert that brings sunshine to any table. Great for parties, picnics, or make-ahead treats. These jars are as beautiful as they are delicious!
Ingredients
For the Cake:
1 box vanilla or yellow cake mix (plus eggs, oil, and water as required)
or1½ cups homemade vanilla cake batter
For the Fruit Layer:
1 can (20 oz) pineapple chunks, drained
1 jar maraschino cherries, drained and halved
¼ cup packed brown sugar
For the Whipped Cream:
1 cup heavy whipping cream
2 tablespoons powdered sugar
1 teaspoon vanilla extract
Optional Garnish:
Extra maraschino cherries
Toasted coconut flakes
Crumbled cake or graham cracker crumbs
Instructions
Bake the Cake:
Prepare cake mix according to box directions or use your favorite homemade vanilla cake recipe. Bake in a 9×13-inch pan. Once fully cooled, cut the cake into small cubes.Make the Whipped Cream:
In a chilled mixing bowl, beat heavy cream with powdered sugar and vanilla until stiff peaks form. Refrigerate until ready to use.Assemble the Jars:
In each 8 oz mason jar, start with a spoonful of brown sugar and a few pineapple chunks. Add a layer of cubed cake, then some cherry halves. Repeat with another layer of cake and pineapple. Finish with a generous dollop of whipped cream.Garnish and Chill:
Top with a cherry and optional coconut or crumbs. Chill for at least 1 hour. Best enjoyed within 2–3 days.
Notes
For a fun twist, add a splash of dark rum or rum extract to your whipped cream or cake batter.
Crushed pineapple works well in place of chunks for a softer texture.
Cake can be made a day ahead and stored at room temperature in an airtight container.
Use Cool Whip instead of whipped cream if you need extra stability for transporting or prepping ahead.
These jars are best served cold and will stay fresh in the fridge for up to 3 days.