Baking · Retro Classics

Old-Fashioned Pineapple Upside Down Cake

Old-Fashioned Pineapple Upside Down Cake
Old-Fashioned Pineapple Upside Down Cake
4.9 / 5
10 servings

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Ingredients

Tick each one off as you go.

For the caramel top

  • ½ stick (60 g) butter
  • ½ cup packed (100 g) soft brown sugar
  • 1 can (430 g) pineapple rings, drained & dried
  • 8 glacé or maraschino cherries

For the sponge

  • 1 ½ sticks (175 g) soft butter
  • 175 g granulated sugar
  • 3 eggs, room temperature
  • 1 ½ cups (175 g) self-rising flour
  • 1 tsp vanilla & 2 tbsp pineapple juice

Method

  1. Caramel layer. Oven to 350°F (180°C, fan 160°C). Melt the butter, stir in the brown sugar, spread over the base of a deep 23 cm tin (not loose-based).
  2. Arrange the fruit. Pat the rings very dry, lay them over the caramel, cherry in the center of each.
  3. Sponge. Cream the butter and sugar until pale. Eggs one at a time, then fold in the flour, vanilla and pineapple juice.
  4. Bake. Spoon the batter gently over the fruit, level, and bake 40–45 minutes until golden and a skewer comes out clean.
  5. The flip. Rest exactly 5 minutes. Knife round the edge, plate over the tin, one confident turn. Lift the tin away slowly — and take the applause.
Granny's tip

Flip over the sink, not the table — the first time you do it, some caramel always makes a run for it.

Tips for a perfect turnout

Dry the rings

Pat them properly dry — wet fruit thins the caramel into syrup and soaks the sponge.

Five-minute flip

Not four, not ten. Five minutes rest, then flip — molten slides, set sticks.

Solid tin only

A loose-based tin leaks caramel all over the oven floor. Ask us how we know.

Questions, answered

Why did my upside down cake stick to the tin?

Timing. Flip at 5 minutes — sooner and the caramel is molten and slides; later and it sets like glue. And never use a loose-based tin.

Can I use fresh pineapple?

Yes — thin rings or wedges, patted very dry. Canned in juice is the traditional and more reliable choice, though.

Why is the top of my cake soggy?

Wet fruit. Drain and pat the rings properly dry before they touch the caramel.

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