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Preheat your oven to 400°F. Line a large baking sheet with parchment paper.

Arrange the roma tomato wedges, cherry tomatoes, orange bell pepper halves, garlic head halves, and onion wedges on the prepared baking sheet. Drizzle with 1/4 cup of olive oil, sprinkle with 1 teaspoon of salt, and 1/2 teaspoon of black pepper. Toss gently to coat.

Roast the vegetables in the preheated oven for 30 minutes, or until they are super soft and slightly caramelized.
Carefully transfer all the roasted vegetables and any accumulated juices from the baking sheet into a blender. Squeeze the softened roasted garlic cloves out of their skins and add them to the blender. Add the 1/2 cup of fresh basil leaves to the blender.

Blend the mixture until it is completely smooth. Set aside 1 tablespoon of the roasted garlic for the grilled cheese butter.

In a large pot or Dutch oven, heat 1 tablespoon of olive oil over medium heat. Add the tomato paste and 1/2 teaspoon of red pepper flakes. Cook, stirring constantly, for about 1 minute until fragrant.

Pour the blended vegetable mixture into the pot. Stir in the 2 cups of chicken stock and 1/2 cup of heavy cream. Bring the soup to a gentle simmer, stirring occasionally.

Season the soup with 1 teaspoon of Italian seasoning, and additional salt and black pepper to taste. Taste the soup; if the tomatoes are not sweet enough, stir in the optional 1 teaspoon of granulated sugar.

While the soup simmers, prepare the garlic butter for the grilled cheese. In a small bowl, combine the 1/2 cup of softened salted butter with the reserved 1 tablespoon of roasted garlic and 1 teaspoon of granulated garlic. Mash and mix thoroughly with a fork until well combined.

To assemble each grilled cheese sandwich, place 3 slices of Havarti cheese between two slices of sourdough bread. Generously spread the prepared garlic butter on the outside surfaces of the sourdough bread.

Heat a large skillet or griddle over medium heat. Place the assembled sandwiches in the hot pan and cook for about 3 minutes per side, or until the bread is golden brown and the cheese is melted and gooey. You may need to cook the sandwiches in batches.

Ladle the creamy tomato basil soup into bowls. Garnish each serving with a sprinkle of red pepper flakes, a drizzle of olive oil, and fresh basil leaves. Slice the grilled cheese sandwiches in half and serve immediately alongside the hot soup.


Preheat your oven to 400°F. Line a large baking sheet with parchment paper.

Arrange the roma tomato wedges, cherry tomatoes, orange bell pepper halves, garlic head halves, and onion wedges on the prepared baking sheet. Drizzle with 1/4 cup of olive oil, sprinkle with 1 teaspoon of salt, and 1/2 teaspoon of black pepper. Toss gently to coat.

Roast the vegetables in the preheated oven for 30 minutes, or until they are super soft and slightly caramelized.
Carefully transfer all the roasted vegetables and any accumulated juices from the baking sheet into a blender. Squeeze the softened roasted garlic cloves out of their skins and add them to the blender. Add the 1/2 cup of fresh basil leaves to the blender.

Blend the mixture until it is completely smooth. Set aside 1 tablespoon of the roasted garlic for the grilled cheese butter.

In a large pot or Dutch oven, heat 1 tablespoon of olive oil over medium heat. Add the tomato paste and 1/2 teaspoon of red pepper flakes. Cook, stirring constantly, for about 1 minute until fragrant.

Pour the blended vegetable mixture into the pot. Stir in the 2 cups of chicken stock and 1/2 cup of heavy cream. Bring the soup to a gentle simmer, stirring occasionally.

Season the soup with 1 teaspoon of Italian seasoning, and additional salt and black pepper to taste. Taste the soup; if the tomatoes are not sweet enough, stir in the optional 1 teaspoon of granulated sugar.

While the soup simmers, prepare the garlic butter for the grilled cheese. In a small bowl, combine the 1/2 cup of softened salted butter with the reserved 1 tablespoon of roasted garlic and 1 teaspoon of granulated garlic. Mash and mix thoroughly with a fork until well combined.

To assemble each grilled cheese sandwich, place 3 slices of Havarti cheese between two slices of sourdough bread. Generously spread the prepared garlic butter on the outside surfaces of the sourdough bread.

Heat a large skillet or griddle over medium heat. Place the assembled sandwiches in the hot pan and cook for about 3 minutes per side, or until the bread is golden brown and the cheese is melted and gooey. You may need to cook the sandwiches in batches.

Ladle the creamy tomato basil soup into bowls. Garnish each serving with a sprinkle of red pepper flakes, a drizzle of olive oil, and fresh basil leaves. Slice the grilled cheese sandwiches in half and serve immediately alongside the hot soup.
