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Preheat the oven to 350 degrees F. Add cubes of bread to a small baking sheet. Drizzle with a small amount of olive oil and season with salt and pepper. Toss to evenly coat.
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While the oven preheats, make the vinaigrette. Add basil, shallot, and garlic to a food processor. Pulse until very finely minced. Add in the vinegar, salt, pepper, crushed red pepper, and olive oil. Puree until smooth and combined, about 2-3 minutes.
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Add the bread cubes to the oven. Turn the oven off. Let the bread just dry out for about 20 minutes. If you want to go the route of store-bought croutons to save time, that's ok. They will just be more crunchy than these homemade ones.
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Add the toasted bread cubes, tomatoes, plums and bocconcini to a large salad bowl/plate. Arrange as you see fit.
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Drizzle little dollops of the basil vinaigrette on top of the salad, about 3-4 teaspoons.
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Finish salad off with a big drizzle of light olive oil, balsamic syrup, and a good seasoning of salt and freshly ground black pepper.
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Best eaten the day of at room temperature.