Peel the outer layers of the garlic head, leaving the cloves intact.
Use a sharp knife to cut off the top 1/4 of the garlic head; discard the top, exposing the garlic.
Place the garlic, tomatoes, cauliflower, carrots, shallot, and roasted red pepper in a 12x8 baking dish.
Season with salt and pepper, then drizzle with olive oil.
Toss everything together until well combined and coated in olive oil.
Roast at 400 degrees F for 40-45 minutes.
Transfer the roasted veggies to a blender. Once the garlic has cooled, squeeze it into the blender, discarding the peel.
Add coconut milk and blend until smooth and creamy. Caution: Don't completely seal the blender when pureeing hot liquids!
Garnish with croutons, parmesan cheese (skip for dairy-free), and crushed red pepper. Enjoy your hearty soup!