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With the Alps behind them, the brothers cycle through northern Italy from the fertile Valley of Trebbia, where Hannibal's first defeated the Romans on their home turf, to the rolling hills of Tuscany. They continue on through thick marshes before arriving at Cannae, site of the bloodiest battle of ancient history. On the way, the Woods meet a winemaker called Hannibal, attempt to make a pizza in Naples and have a close shave in Trani.