Pineapple Right Side Up Cheesecake

By Mary


Quick Benefits

Pineapple Right Side Up Cheesecake is a tropical twist on the classic cheesecake — blending the creamy richness of a traditional cheesecake with the fruity, vibrant flavors of pineapple and cherries. With its beautiful presentation and indulgent taste, this dessert is perfect for special occasions, holidays, or whenever you want to impress. Even better, it can be made ahead, making entertaining easier and more delicious!


Essential Ingredients

Crust:

  • 1¼ cups graham cracker crumbs
  • 46g brown sugar
  • 42g sugar
  • 6–7 tbsp melted butter

Cheesecake Filling:

  • 16 oz cream cheese, room temperature
  • 80g sour cream, room temperature
  • 1 tbsp heavy cream, room temperature
  • 1 tbsp vanilla extract
  • 140g granulated sugar
  • 2 tbsp cornstarch
  • 2 eggs, room temperature
  • 25 maraschino cherries, halved
  • 4 canned pineapple slices, cut into chunks

Garnish:

  • Whipped cream
  • Pineapple slices
  • Cherries with stems

Preparation Steps

  1. Preheat oven to 300°F (149°C). Spray a 6×3-inch removable-bottom pan with non-stick spray, line with parchment paper, and spray again.
  2. Make the crust: Combine graham cracker crumbs, sugars, and melted butter. Press into the bottom of the pan and bake for 10–12 minutes. Cool completely.
  3. Make the filling: Beat cream cheese for 4–5 minutes until smooth. Add sour cream, heavy cream, vanilla, sugar, and cornstarch. Mix until combined.
  4. Add eggs one at a time, mixing gently. Fold in halved cherries and pineapple chunks.
  5. Pour the batter into the cooled crust. Bake at 300°F for 12 minutes, then reduce to 225°F and bake for 95 minutes.
  6. Turn off oven and let cheesecake sit inside for 1 hour (do not open door). Then crack door open and rest for another hour.
  7. Cool on a rack, then refrigerate overnight.
  8. Garnish and serve: Once chilled, remove from pan and top with whipped cream, pineapple slices, and cherries with stems.

Health Benefits

Though rich and indulgent, this cheesecake offers a few feel-good benefits:

  • Pineapple is packed with vitamin C, antioxidants, and digestive enzymes.
  • Cherries add color and subtle sweetness, along with vitamins A and C.
  • Using full-fat dairy provides satisfying texture, so you don’t need a large slice to feel full.
  • You can lighten up the recipe with low-fat cream cheese or reduced sugar if desired.

Serving Suggestions

  • Slice using a hot, clean knife for perfect wedges.
  • Serve on a bright cake stand with colorful napkins for a tropical presentation.
  • Pair each slice with a dollop of whipped cream, fresh pineapple, or a scoop of vanilla ice cream.
  • Sprinkle with toasted coconut flakes for an extra layer of texture and island flair.
  • Ideal for Easter, Mother’s Day, summer brunches, or birthday celebrations.

Creative Variations

  • Add a shortbread or coconut crust instead of graham crackers.
  • Replace pineapple with mango or peaches for a different fruity vibe.
  • Use crushed pineapple in the filling for an even juicier texture.
  • Add a splash of rum extract for a pina colada-inspired twist.
  • Make mini cheesecakes using a muffin pan and liners.

Storage Tips

  • Refrigerate covered for up to 4–5 days. Cheesecake texture improves after chilling!
  • Freeze slices by wrapping tightly in plastic wrap and foil. Store for up to 2 months.
  • Thaw overnight in the fridge before serving.
  • Avoid leaving at room temperature for extended periods to preserve texture and safety.

Pro Tips

  • Room temperature ingredients ensure a smooth, lump-free filling.
  • Avoid overmixing the eggs to prevent excess air and cracking.
  • Bake the cheesecake low and slow for the silkiest texture.
  • Let it rest and chill overnight to develop the best flavor.
  • Decorate just before serving for the freshest presentation.

Frequently Asked Questions

Q: Can I use fresh pineapple instead of canned?
A: Yes, but cook it slightly to reduce moisture and prevent sogginess in the cheesecake.

Q: How do I prevent cracks in my cheesecake?
A: Bake slowly, avoid opening the oven, and let it cool gradually. Using room temp ingredients also helps.

Q: Can I make this ahead?
A: Absolutely! This cheesecake is best made a day ahead and chilled overnight.

Q: Can I use a springform pan?
A: Yes, a 6×3-inch springform pan works well. Line and wrap it to avoid leaks if using a water bath.

Q: What’s the best way to garnish?
A: Use whipped cream, extra pineapple slices, cherries with stems, and even mint leaves for a fresh pop.


Nutrition Facts (Approximate per serving — based on 10 slices)

  • Calories: ~380
  • Total Fat: ~25g
  • Saturated Fat: ~15g
  • Carbohydrates: ~30g
  • Sugar: ~22g
  • Protein: ~5g

Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon

Pineapple Right Side Up Cheesecake

Pineapple Right Side Up Cheesecake is a luscious and tropical twist on classic cheesecake. With a buttery graham cracker crust, rich and creamy cheesecake filling, and bursts of juicy pineapple and sweet maraschino cherries, this dessert is as visually stunning as it is delicious. Topped with whipped cream and fruity garnishes, it’s perfect for special occasions, celebrations, or simply treating yourself to a slice of sunshine.

  • Total Time: 5 hours (including cooling and chilling)

Ingredients

Scale

1 1⁄4 cups graham cracker crumbs
46 grams brown sugar
42 grams sugar
67 tablespoons melted butter
16 ounces cream cheese, room temperature
80 grams sour cream, room temperature
1 tablespoon heavy cream, room temperature
1 tablespoon vanilla extract
140 grams granulated sugar
2 tablespoons cornstarch
2 eggs, room temperature
25 maraschino cherries, cut in half
4 slices canned pineapple, cut into chunks
Whipped cream for garnish
Pineapple slices for garnish
Cherries with stems for garnish

Instructions

Crust: Preheat your oven to 300°F (149°C). Ready a 6×3-inch removable bottom pan by spraying it with non-stick spray. Line it with parchment paper and spray again for good measure. Combine your crust ingredients in a bowl, then press this mixture evenly into the bottom of the pan. Bake for 10 to 12 minutes until lightly golden. Cool it on a rack over a jellyroll pan to catch any drips.

Cheesecake: In a mixing bowl, beat the cream cheese until it’s creamy and smooth, about 4 to 5 minutes. Be sure to scrape down the sides of the bowl a few times to get every bit. Now, add the sour cream, heavy cream, vanilla extract, sugar, and cornstarch, mixing until everything is well combined. Gently add the eggs, then fold in the cherries and pineapple chunks.

Pour this delicious mixture into your cooled crust. Bake at 300°F for 12 minutes, then reduce the temperature to 225°F and continue to bake for 95 minutes. Remember, do not open the oven during this time! Once the time is up, turn off the oven and leave the cheesecake inside for another hour. After that, crack the oven door open and let it rest for another hour. Finally, cool it on a rack before refrigerating it overnight. When you’re ready to serve, simply remove the cheesecake from the pan, place it on a cake plate, and garnish it with whipped cream, extra pineapple slices, and cherries with stems.

  • Author: Mary
  • Prep Time: 30 minutes
  • Cook Time: 1 hour 45 minutes (plus 2 hours resting in oven)
  • Category: Dessert
  • Cuisine: American

Nutrition

  • Serving Size: 10
  • Calories: ~380 per slice (approximate)

Tags:

You might also like these recipes

Leave a Comment

Recipe rating