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ItalianEasy

Rolo Ritz Cracker Cookies

AT

By

Ago Tanfossi

Chef and recipe curator at Global Cucina

Published on February 9, 2026

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This recipe celebrates the sublime harmony of sweet and salty, a hallmark of Italian-inspired flavor balance. By combining buttery, flaky crackers with rich caramel-filled Rolo candies and a delicate drizzle of melted chocolate, you create a simple yet sophisticated treat.

15 min
24 pieces
Capolavoro Score 4.5/5 · 19 votes
Rolo Ritz Cracker Cookies

Ingredients

  • 48 Ritz crackers
  • 24 Rolo candies, unwrapped
  • 1/3 cup Milk, or semisweet chocolate chips
  • 1/3 cup Semisweet chocolate chips, or milk
  • 1/2 tsp Coconut Oil, or vegetable shortening, optional
  • 1 tsp Flaky sea salt, for sprinkling, optional

Instructions

  1. 1

    Preheat your oven to 250°F (120°C) and line a large baking sheet with parchment paper.

  2. 2

    Arrange 24 Ritz crackers, flat side down, on the prepared baking sheet. Place one unwrapped Rolo candy in the center of each cracker.

  3. 3

    Bake in the preheated oven for 5 minutes. This gentle warming softens the caramel inside the Rolo, making it pliable for sandwiching.

    5 min

  4. 4

    Remove the baking sheet from the oven and immediately top each softened Rolo with another Ritz cracker, pressing gently to form a sandwich. Allow the cookies to cool on the baking sheet for 10 minutes so the caramel sets.

    10 min

  5. 5

    Transfer the sandwich cookies to a wire rack placed over parchment paper to catch any drips during chocolate drizzling.

  6. 6

    In a small microwave-safe bowl, combine the chocolate chips and coconut oil. Heat at 50% power in 30-second intervals, stirring well after each, until the chocolate is fully melted and smooth.

  7. 7

    Pour the melted chocolate into a piping bag or a zip-top bag with a small corner snipped off. Drizzle the chocolate over the cooled sandwich cookies evenly.

  8. 8

    While the chocolate is still wet, sprinkle a pinch of flaky sea salt on top if desired. Allow the chocolate to set completely before stacking or storing.

Ago's Notes

  • The coconut oil is used to thin the chocolate, facilitating a smoother drizzle. If unavailable, it can be omitted without compromising the essential character of the cookie.
  • Store these cookies in an airtight container at room temperature for up to one week. They also freeze well for up to three months; thaw at room temperature before serving.
  • For a gluten-free variation, substitute the Ritz crackers with gluten-free butter crackers.
  • To increase the chocolate coverage, dip the entire cookie in melted chocolate, but be prepared to use more chocolate accordingly.

These Rolo Ritz Cracker Cookies are best enjoyed as a delicate balance of textures and flavors, perfect with a strong espresso or a simple glass of milk.

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