Half and pit the tomatoes, scooping out most of the extra seeds and juices.
Spread tomatoes in a shallow pan and coat with ¼ cup olive oil. Sprinkle with salt and pepper.
Roast tomatoes for 40 minutes, turning halfway through.
While tomatoes are roasting, place 3 tablespoons of olive oil, garlic, red pepper flakes, and diced onion in a large cooking pot or Dutch oven.
Saute over medium-low heat until garlic is fragrant and onion is tender and beginning to caramelize (4-5 minutes).
Add wine and dried thyme. Saute 2-3 minutes longer.
Pour roasted tomatoes (including skins and juices) into the cooking pot. Add canned tomatoes, fresh basil, and 4 cups of water.
Bring soup to a boil. Reduce heat to low and simmer for 40-50 minutes (or longer), covered.
Remove soup from heat. Puree with an immersion blender or transfer in batches to a countertop blender and blend. (Be careful the hot soup does not splatter).
Add heavy cream to taste and serve immediately.
Add chives, bacon, and/or croutons when serving. You can also drizzle a bit more heavy cream into the bowl of soup.
Would you like to save this?
We'll email this recipe to you, so you can come back to it later!
Notes
Tomato bisque can be stored in an airtight container in the refrigerator for 3-5 days. You can make the soup ahead of time - do not add cream until you've reheated it and are ready to serve.*Nutrition information does not include calculations for toppings.