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The perimeter walls are still partially visible, especially in the southern section, where an arched gate surmounted by three rounded stones stands. At the highest point of the hill stands the imposing stone keep, which extends around a courtyard. Within the walls is the church of Santa Maria Assunta, dating back to the 13th century but completely renovated in the late 19th century. It has a distinctive urban layout, dominated by an imposing stone keep arranged around a courtyard accessed through two round-arched gates, defended by a large tower with a massive base.

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Nice café/bar in the town center

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Every August 14th the Palio dei Ciuchi takes place, a very heartfelt folkloristic event where the five districts (Corso, Ventosa, Torre, Tramonto and Nobili) compete for a banner painted by local artists. During the same month, "Medioevo nel Borgo" is also organized, a suggestive medieval festival known throughout Tuscany with jugglers, musicians, acrobats and stalls with artisanal products, for a leap into the past.

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Roccatederighi stands on a spur of Mount Sassoforte, from which you can enjoy a wide and splendid panorama of the Maremma. The town still retains its medieval charm intact, in addition to the suggestive arched entrance gate and some tower houses. But the peculiarity of this village is given by the close link it has with the rock on which it rests, trachyte, a volcanic rock that has been exploited to build houses and other buildings, dig alleys and squares, and of which boulders and outcrops can be seen in various parts of the center. you can also find the remains of the ancient fortress and some sections of the original walls, dating back to the fourteenth century. In the upper part stands the tower, rebuilt in 1910 with a large clock that marks the time of this corner of Tuscany.

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Beautiful stone walls... if this is the outside, imagine what it must be like inside!

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beautiful hamlet of Roccastrada

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Wonderful views, best coffee in the Bar Moderno (very cyclist-friendly!) and there's also a fountain for fresh drinking water in the main square. :-)

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Drinkable water, I tried it.

monument in perennial memory of the mining history of the area and of the tragedy of the Ribolla mine in which 43 miners lost their lives on 4 May 1954

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Castiglione della Pescaia, a town of Etruscan origin set on a hill overlooking the sea, intertwines its history with the events of the Etruscans and the Romans. These have left indelible traces of urban wonders: aqueducts, viaducts and paved streets. The medieval heart of the town is dominated by an imposing castle, built around a tower built by the Pisans in the 10th century. Surrounded by walls that embrace the medieval village, made up of ancient houses and towers, the castle stands as testimony to bygone eras. These walls, erected in the 10th century, are composed of the remains of two distinct fortification systems. The initial ring dates back to the 10th-13th century, when Pisa protected the town, while the second wall was built in the 15th century to defend the settlement on the hill. In addition to the castle and the medieval village, the landscape of Castiglione della Pescaia is enriched by the presence of the Diaccia Botrona nature reserve, recognized internationally for its rare ecosystem. In 1404, Castiglione della Pescaia came under the protection of Florence, with the Medici undertaking extensive land reclamation efforts to repopulate the area. However, the most significant efforts were made in the decade between 1828 and 1838 under Leopold II, known as Canapone. Today, Castiglione della Pescaia is a renowned seaside destination, famous for its pristine beaches and crystal clear waters. The country offers countless opportunities for those passionate about nature, history and culture, making it an ideal retreat for holidaymakers.

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Vignamurata consists of an ancient and prestigious stone farmhouse, surrounded by twenty hectares of greenery. Passing in front of the fortified entrance to the tree-lined avenue takes you back to a time gone by.

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Nice little place with a beautiful castle.

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The road in the mountains to Tirli leads steadily uphill, but is easily accessible to anyone with an e-bike.

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wonderful views, relaxed descent

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Beach life at its best, that's what the Aperol tastes like

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Tirli is a fraction of the Italian municipality of Castiglione della Pescaia, in the province of Grosseto, in Tuscany. Source: https://it.wikipedia.org/wiki/Tirli

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Caldana is a fraction of the Italian municipality of Gavorrano, in the province of Grosseto, in Tuscany. Source: https://it.wikipedia.org/wiki/Caldana

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Roccatederighi is a fraction of the Italian municipality of Roccastrada, in the province of Grosseto, in Tuscany. Source: https://it.wikipedia.org/wiki/Roccatederighi

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I mainly followed the main roads. But there was hardly any traffic (end of October). In Caldana I had to push once, 150m, otherwise my bike purred well, also up to Ravi and Gavoranno. But mines were closed, but still nice to look at - reminiscent of our winding towers in the Ruhr area...

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Caldana