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Tuscany Walking: Self-guided TourTour Duration : 8 Days Walk to the beautiful church of San Biagio on the outskirts of town, then head into the countryside. Stop at the walled village of Montichiello for lunch or an espresso before making your way to Pienza, a small town once called "the pearl of the Renaissance". Partly redesigned by Pope Pius II, Pienza boasts a splendid Renaissance cathedral and the charming Palazzo Piccolomini. Sample pecorino, a local sheeps' cheese. (6 hours of walking) Day 3: Continue through a beautiful region of rolling hills, oak woods, and charming villages. Tonight’s destination depends on the availability of accommodation. End the day in Bagno Vignoni, a spa town with a central square that is a huge steaming pool of sulfurous water famed for its healing properties since Roman times. Or you might stay in tiny Rocca d’Orcia. (5 hours) Day 4: On this challenging day, you will walk along dry riverbeds to reach the isolated Abbazia de Sant’Antimo, with its magnificent Romanesque church which the locals like to say was founded by Charlemagne in the 8th century. (5 hours ) There are 10 more km to go before you get to today’s destination, Montalcino, so you’ll be picked up at the abbey and driven the rest of the way. Day 5: Montalcino is renowned for its ruby-red Brunello wines, so you’ll spend much of the day strolling through vineyards as well as olive groves. Then you’ll enter the primeval landscape of the crete senesi , where shepherds tend the sheep whose milk is used to make pecorino cheese. Spend the night at a delightful agriturismo near Buonconvento. (4 hours) Day 6: Enjoy a leisurely day relaxing around the pool or follow a hilly path to the 14th-century Benedictine Monte Oliveto Maggiore, one of the most impressive abbeys in Italy. Contemplate the cloister with its magnificent fresco cycle on the life of St. Benedict. The walk to the abbey takes 3 hours and if you prefer not to walk back, you can arrange to be picked up. Or be transferred to the abbey and walk back.
Walk along a winding dirt road over hills and through oak woods. Pass Murlo, a tiny medieval borgo, the oldest settlement in the area. A ring of houses forms Murlo’s defensive walls. Visit the Museo Etrusco which commemorates the town’s Etruscan origins. You'll be met in Murlo and transferred to Siena. (5 hours) Day 8: Enjoy the sights of Siena before your departure. Stroll through Piazza del Campo and to the spectacular Duomo, one of the few full Gothic cathedrals built south of the Alps.
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