Roasted Tomato Soup with Pesto


  • 1 lg. container (or 2 smaller ones) grape tomatoes
  • 6 cloves garlic, whole, skins left on
  • Olive oil, enough to coat the tomatoes and sauté vegetables
  • salt & pepper
  • 1 tsp. fennel seeds
  • 1 onion, diced
  • 1 celery stalk, diced
  • 1 carrot, diced
  • 1 tsp. dried basil
  • 1 Tbls. tomato paste
  • 2 1/2 C. chicken stock
  • 1 tsp. sugar
  • 1/2 C. half & half
  • 2 Tbls. Pesto (homemade or storebought)
  • Garnish: dollop of pesto and grilled cheese sandwich cut into bite sized pieces


  1. Preheat oven to 400 degrees.
  2. Slice tomatoes in half and lay flat on baking tray. Add garlic, fennel, salt and pepper and toss with olive oil to coat. Roast for about 20 minutes.
  3. Meanwhile, in soup pot, sauté onions, celery, carrot in about 2 tablespoons of olive oil. Add dried basil and a little salt and pepper to season as the vegetables cook.
  4. Remove tomatoes from oven. Peel skins off garlic and add garlic to soup pot with the tomatoes and all the juice on the baking tray. Add chicken broth, sugar and tomato paste. Stir, cover and simmer for about 15-20 minutes.
  5. Puree soup with immersion blender, then add half and half and pesto. Let simmer a few more minutes, then serve.
  6. Garnish with an extra dollop of pesto and a grilled cheese sandwich cut into bite sized pieces