Onto a large baking sheet, add Roma and cherry tomatoes, onion, carrot and garlic cloves. Drizzle with olive oil and a big pinch of salt and pepper. Toss to coat, then arrange the Roma tomatoes so they are cut side up.
2 Pounds Roma Tomatoes, halved and core cut out, 1 Pound Cherry Tomatoes, 2 Small Yellow Onions, quartered, 1 Large Carrot, peeled and chopped in to 1" chunks, 6 Large Cloves of Garlic, Salt and Pepper, 3 Tbsp Extra Virgin Olive Oil