Preheat oven to 250 degrees.
Slice tomatoes in half. To make slicing them fast and easy, see Tomato Tip Below.
Put tomatoes cut side up on a baking sheet lined with parchment paper.
Drizzle with extra virgin olive oil and sprinkle with salt and pepper.
Add a couple unpeeled garlic cloves on the pan with the tomatoes.
Roast for up to 3 hours depending on the size of the tomatoes. These were pretty small, more like grape tomatoes, and only took 2 hours. They should be shriveled but still have some juice in them.
Tomato Tip - Slicing Cherry Tomatoes in Half
Place tomatoes in a plastic carry-out lid.
Top with another lid (upside-down), gently press on the lid and run your knife through the middle.
Voila'. This works great for grapes, too.