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Caramelized Fresh Pineapple Tiramisu

A tropical twist on the classic Italian dessert, featuring layers of coffee-soaked ladyfingers, creamy mascarpone sabayon, and caramelized fresh pineapple. This elegant dessert combines the richness of traditional tiramisu with bright, caramelized pineapple flavors.

12 servings
1 hr 30 min
Published October 4, 2025

Ingredients

  • •1½ cups water
  • •6 tablespoons freshly ground French roast coffee
  • •3 tablespoons black tea leaves
  • •3 tablespoons Cognac
  • •8 large egg yolks
  • •½ cup heavy whipping cream
  • •6 tablespoons sugar
  • •¼ teaspoon salt
  • •16 ounces mascarpone cheese
  • •2 tablespoons Cognac
  • •4 large egg whites
  • •4 cups fresh pineapple
  • •¼ cup sugar
  • •⅛ teaspoon salt
  • •½ whole vanilla bean
  • •12 ounces soft ladyfingers
  • •¼ cup bittersweet chocolate
  • •1 whole fresh pineapple triangles

Cooking Instructions

  1. 1.

    Place coffee filter in strainer set over medium bowl. Bring 1 1/2 cups water to boil in heavy medium saucepan. Mix in coffee and tea. Turn off heat; cover and let steep 5 minutes. Strain mixture through coffee filter. Stir in Cognac. Cool completely.

    15 min

  2. 2.

    Whisk yolks, cream, 4 tablespoons sugar, and salt in medium metal bowl to blend. Set bowl over saucepan of simmering water and whisk until mixture is thick and thermometer registers 160°F, about 5 minutes. Remove from over water. Place over larger bowl of ice and water. Cool quickly, whisking often, about 5 minutes.

    10 min

  3. 3.

    Stir mascarpone in large bowl to loosen texture. Fold in cooled yolk mixture in 3 additions, then fold in Cognac. Beat whites in medium bowl until soft peaks form. Add 2 tablespoons sugar and beat until stiff but not dry; fold into sabayon in 3 additions. Cover; chill up to 1 day.

    20 min

  4. 4.

    Combine pineapple, sugar, and salt in large nonstick skillet. Scrape in seeds from vanilla bean; add bean. Stir over medium heat until sugar melts and syrup forms. Continue cooking until syrup is absorbed and pineapple is dry and golden, stirring occasionally, about 10 minutes; cool completely.

    20 min

  5. 5.

    Cover bottom of 13x9x2-inch glass baking dish with layer of ladyfingers. Brush with coffee flavoring. Spread with half of sabayon (about 3 cups). Scatter half of pineapple over. Repeat with ladyfingers, flavoring, sabayon, and pineapple. Cover; chill overnight.

    20 min

  6. 6.

    Sprinkle tiramisù generously with grated chocolate and garnish with fresh pineapple, if desired. Cut into squares or spoon onto plates and serve.

    5 min

  7. 7.

    *An Italian cream cheese; sold at many supermarkets and at specialty foods stores and Italian markets.

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