Tiki Tiki Pineapple Upside-Down Cake

By , Test Kitchen Director · Reviewed by AislePrompt Editorial · ·

A moist and buttery cake layered with caramelized pineapple rings and a touch of tropical rum flavor, perfect for a tiki-inspired dessert. This american-inspired desserts ready in about 60 minutes layers unsalted butter, melted, packed light brown sugar, rings pineapple rings, canned or fresh into a dessert worth slowing down for — great for weekend baking, holiday tables, or any time you want a sweet payoff at the end of a meal. Each serving lands at about 320 calories and feeds 8, so it slots into a weekend bake or a special-occasion dessert tray. Tap "Plan a meal with the AI" below to drop this recipe into your week and send the ingredients straight to Instacart. Nutrition values are approximate, calculated from USDA FoodData Central (fdc.nal.usda.gov) — verify against ingredient labels for any health-driven dietary plan.

Prep: 15 min Cook: 45 min Serves 8 American cuisine 320 cal/serving
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Ingredients

Instructions

  1. Step 1: Preheat oven to 350°F. Pour 6 tbsp melted unsalted butter into a 9-inch round cake pan and sprinkle evenly with 1/2 cup packed light brown sugar. Arrange 6 pineapple rings on top of the sugar in a single layer and place 1 maraschino cherry in the center of each ring.
  2. Step 2: In a medium bowl, whisk together 1 1/2 cups all-purpose flour, 2 tsp baking powder, and 1/4 tsp salt.
  3. Step 3: In a large bowl, beat 3/4 cup granulated sugar with 2 large eggs until pale and fluffy, about 2 minutes. Stir in 1 tsp vanilla extract and 2 tbsp dark rum.
  4. Step 4: Alternately add the flour mixture and 1/2 cup whole milk to the wet ingredients, beginning and ending with flour, mixing just until combined.
  5. Step 5: Pour the batter evenly over the pineapple and brown sugar layer in the pan, smoothing the top.
  6. Step 6: Bake for 40-45 minutes until a toothpick inserted into the center comes out clean and the edges are golden.
  7. Step 7: Let the cake cool in the pan for 10 minutes, then run a knife around the edges and invert onto a serving plate. Serve warm or at room temperature for a rich tropical treat.

Equipment for this recipe

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Frequently asked questions

How long does Tiki Tiki Pineapple Upside-Down Cake take to make?

Total time is about 60 minutes (15 min prep + 45 min cook). Most home bakers find this fits a weekend afternoon; chill or store as the recipe directs before serving.

How do I store leftover Tiki Tiki Pineapple Upside-Down Cake?

Cool fully before storing. Most baked desserts keep at room temperature in an airtight container for 2–3 days, or in the fridge for up to 5 days. Cream- or custard-based desserts must go in the fridge within 2 hours; reheat gently or serve cold per the recipe.

Can I substitute ingredients in Tiki Tiki Pineapple Upside-Down Cake?

Yes — most ingredients in this recipe have flexible swaps. For oil, use any neutral high-smoke-point oil (avocado, grapeseed, refined coconut). For aromatics, dried herbs at ⅓ the volume of fresh work in a pinch. The full ingredient list is shoppable on Instacart so you can see substitutes in real time.

How do I scale Tiki Tiki Pineapple Upside-Down Cake for a different number of people?

The recipe is written for 8 servings. Multiply each ingredient by (your serving target / 8). Cook time stays roughly the same up to 2x; for 3-4x batches, switch from a skillet to a sheet pan or stockpot so the food isn't crowded — overcrowding steams instead of browns.

What goes well with Tiki Tiki Pineapple Upside-Down Cake?

American desserts like this pair well with a simple grain (rice, couscous, or crusty bread), a quick salad with acid (lemon vinaigrette, pickled onions), and a pan sauce or yogurt-based dip. Tap "Plan a meal with the AI" to get specific side suggestions.