Brush all bread with olive oil. On four bread slices, layer equal portions of pesto, Mozzarella, and tomato slices. Top with remaining four slices of bread.
Heat skillet or flattop grill until hot. Add sandwiches; when bread starts to brown and cheese melts, flip. Cook on other side until bread is browned and cheese is fully melted. Slice and serve with one cup each of Ready-Set-Serve Fruit Salad Deluxe.