Small-batch cupcakes a fun version of a classic dessert!
I’ve always had a soft spot for pineapple upside-down cake. It’s a retro dessert that’s never really gone out of style and I love the inverted presentation to reveal the pineapple and cherries that have been snuggled in a brown sugar and butter sauce prior to getting topped with batter. This version makes for a super easy to serve dessert that looks so pretty on the plate. I’ve opted for halved fresh sweet cherries but you could use maraschinos if you prefer.

Ingredients
Topping
- 5 tablespoons (70 g) butter, melted
- 1/3 cup (75 g) brown sugar, packed
- 1/2 can (13 oz/398 mL)pineapple tidbits in pineapple juice
- 3 ripe cherries, pitted and halved
Cupcakes:
- 1/4 cup butter, at room temperature
- 1/3 cup (75 g) granulated sugar
- 1 egg, at room temperature
- 1/2 teaspoon vanilla extract
- 3/4 cup (90 g) all-purpose flour
- 1 teaspoon baking powder
- Pinch salt
- 1/4 cup (60 mL) milk
Method
- Preheat oven to 350F and line 6 compartments of a muffin pan with silicone or paper liners.
- Stir together melted butter and brown sugar; evenly divide this mixture among the six prepared muffin tin compartments. Place pineapple pieces in a single-layer, flower pattern over the brown sugar and butter mixture and place one cherry half in the centre, cut side up. Set pan aside while you prepare the batter.
- Beat together butter and sugar in a medium-sized bowl until creamy and well-combined (use an electric hand mixer if you have one). Add egg and vanilla; beat again until well blended.
- Whisk together flour, baking powder and salt in a small bowl. Add dry ingredients in three portions to butter mixture, alternating with milk (in two portions). Stir by hand until well-blended (don’t overmix).
- Transfer batter to prepared muffin pan, dividing evenly. Bake for 22-24 minutes, until a tester comes out clean.
- Remove pan from oven and cool for 5 minutes, then lift cupcakes out and invert onto a platter or individual serving plates.
- Serve warm or at room temperature, with vanilla or coconut ice cream if desired.
Makes 6 cupcakes; recipe can easily be multiplied.

they look very cute!
cheers
sherry
Thanks !
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🍍🍍🍍 yum 😋😋
They look delicious. I made a large pineapple upside down cake 🍰- but yours look so cute. 😊
Thanks so much! They are as tasty as they are cute.