Pineapple Upside-Down Bundt Cake

Pineapple Upside Down Bundt Cake takes everything we love about traditional pineapple upside down cake and presents it in a different way. Sweet pineapple, maraschino cherries and pecan halves line the pan and are smothered with a buttery brown sugar mixture, topped with cake batter and baked. After cooling serve a slice with a dollop of whipped cream and additional cherries. It’s glorious. When we were kids, we all got to choose our favorite flavor of birthday cake to celebrate. My older brother requested pineapple upside down cake every single year for his birthday and each year My Mom made it. It sealed our family’s love of this vintage pineapple cake and we can’t eat it now without thinking of those birthday celebrations. Looking for an updated way to make desserts like this one with a twist, my bundt pan came to the rescue. Using crushed pineapple makes this cake much easier to slice and serve, and the flavor makes it even easier to eat.

It’s the greatest compliment and reward for the cook when their efforts are appreciated, isn’t it? This cake always garners “oohs” and “aahs” from my hungry dessert eaters making it well worth the small amount of effort it takes to prepare. .


1 – Duncan Hines Pineapple Supreme Cake Mix

5 – pineapple slices (no sugar added)

5 – maraschino cherries

1 – Jell-O Vanilla Sugar free Instant Pudding (powder)

1 – 20oz can of Crushed Pineapples (no sugar added)

1 tsp dark brown sugar


Mix cake mix (not prepared) with entire can of crushed pineapple (juice included). Add box of Vanilla pudding (not prepared).

Stir until blended.

In bundt cake pan, place the 5 pineapple rings on the bottom with a cherry in the center of each ring. Sprinkle the tsp. of dark brown sugar over the 5 rings.

Spoon cake mix over pineapple rings.

Bake in 325 degree oven (stone) or 350 degree (dark, metal) for 35 to 40 minutes or until done.

Nutritional Info

Servings Per Recipe: 16

Amount Per Serving: Calories: 94.1, Total Fat: 0.4 g, Cholesterol: 0.0 mg, Sodium: 110.0 mg, Total Carbs: 22.3 g, Dietary Fiber: 0.6 g, Protein: 0.8 g

4 SmartPoints

Last step: Don’t forget to share!