From Grosseto, exit the city by traveling south along the old Aurelia, now SP 154. Cross the bridge over the Ombrone River, otherwise known as Mussolini Bridge, in the direction of Istia following SP 30 Sante Marie. From here, reset your mileage to zero. After 2 km, turn right onto SP 79 Poggio la Mozza. Here, the DOC zone of Morellino di Scansano leads to the road's first series of ups and downs.
Continue your journey until SP 9 Aione. At the small town of Poderone (18), turn left and pedal uphill for about 800 meters, where you'll take a right onto Comunale di Poggio Bestiale road. Continue uphill to reach a level road with a panoramic view of the Maremma and Argentario. At the end of a fast descent through winding vineyards, exit onto SP 160, where you’ll reach Magliano in Toscana.
Enter Magliano in Toscana through the ancient Sienese gate. After a quick stop in town, continue your journey and exit through Porta Sud (the southern gate). After reaching the sports field, take SP 94 Sant'Andrea (29), which passes near the ruins of the Abbey of San Bruzio; this less-tiring leg of your journey takes you to Marsiliana (on SR 74) in the direction of Manciano. Right before crossing the Albegna River, turn left onto SP 146 in the direction of Aquilaia and Pomonte. Pedal up a gentle incline for approximately 6 km, where the road takes on an undulating form, a typical feature of the Maremman countryside. Soon after (48), you'll face a more decisive incline, passing through the archaeological area of Ghiaccio Forte, a well-known Etruscan settlement. SP 146 terminates at the intersection with SP 159 (51), where you’ll turn left in the direction of Scansano.
The panoramic road gradually reaches a crossroads, where you’ll finally reach Scansano. The city, settled by Etruscans and Romans since ancient times, is today dedicated to the production of Morellino di Scansano wine. From the center of town, continue upwards and proceed over the hill near the sports field (in the direction of Grosseto). Soon after (66), you’ll leave trafficked SP 159 behind by turning left in the direction of Montiano-Talamone on SP 9 Aione. Continue downhill, enjoying views of the coast and hills of the Uccellina (Natural Park of Maremma) until reaching the intersection with SP 79 (75.2). Continue onto SP 9 until the intersection with SP 16 near Montiano (80.2).
After stopping briefly in Montiano (reached through a detour), continue cycling in the direction of Grosseto. After an initial gentle incline, the road winds downwards through olive groves and vineyards towards the Ombrone flood plain and the Grosseto region. Exactly 9.3 km from the crossroads of Montiano, 1 km before arriving at SS 1 Variante Aurelia, turn right onto SP Grancia: here, you’ll face your first 200 m incline until the first crossroads, where you’ll continue left and follow Grancia road (ignore detours!) for 3 km until the Variante Aurelia underpass. Here, you’ll find a large intersection, where you’ll continue onwards towards southern Grosseto, taking SP 54 Padino, which crosses over the Ombrone River and enters Grosseto’s urban area. At this point, proceed with care: traffic is heavier than other roads and the street is very narrow, especially at the bridge. After approximately 2.5 km, you’ll enter the city once more, arriving safely at the nearby historic center.