Prepare the Produce. Using a sharp knife, quarter the tomatoes if they're large or halve smaller tomatoes. Pit and halve the cherries, thinly slice the shallot, and tear the basil.
Assemble the Salad. Arrange everything on a serving platter or gently toss the ingredients together in a large bowl or large mixing bowl.
Dress the Salad. Whisk the saba and olive oil together in a small bowl, then drizzle over the salad.
Season and Serve. Finish with black pepper and kosher salt, then serve at room temperature. If you have them, garnish with edible nasturtium flowers for a beautiful pop of color and a subtle peppery bite.