From Florence, the first stop is Pontassieve, a junction of great importance, so much so that in the second half of the 14th century, it evolved from a simple village, in the 'terra sive castri Sancti Angeli' into one of the military cornerstones of the Florentine state. The road starts in the town of San Pier Maggiore and proceeds parallel with the flow of the Arno. It follows the periurban plebeian of San Giovanni Battista in Remole, whose people were not, by chance, distributed along a strip of territory that developed longitudinally following the Arno precisely. The route was marked by the people whose churches were suffragans of the parish (Terenzano, Compiobbi, San Donato a Torri, Le Sieci). From the same parish church of Remole, you come, shortly after, to Sant'Angelo di Sieve (Pontassieve).
As soon as you cross the Sieve, along the Medici bridge built in 1555, the path veers right up the lower course of the main tributary of the Arno to Dicomano, continuing towards the abbey of San Godenzo. It was the trans-Apennine paths which, following the Alpe di San Benedetto, arrived in Romagna, a route that over the centuries moved travelers and goods, but not pilgrims, who preferred the Alpe di Serra road, a Romipetus route that surpassed the Apennines, in the Casentino area, and which had the undoubted advantage of leading them directly to Rome.