Line a baking sheet with parchment paper. Preheat the oven to 275°F.
Cut the tomatoes; for cherry tomatoes, halve them. For larger tomatoes, cut them in wedges.
Place the tomatoes in a bowl and gently toss with the olive oil, salt, and pepper.
Place them on the prepared baking sheet in a single layer with the cut side facing up.
Bake until much of the juices are evaporated and the tomatoes are somewhat shriveled, from 1 to 2 hours depending on the size of the tomatoes. Start checking at 1 hour.
Serve immediately or store in the refrigerator in an airtight container with more olive oil drizzled over the top.