Top Siena Hiking Tours

Come with me to discover the lost town of Vitozza! Walk with me through the breathtaking city of Sorano and then descend into the hidden trails underneath to finally reach the ancient town of Vitozza, the Matera of Tuscany. In this town people dug their houses inside the tuff rock since time immemorial and lived in it until the 18th century. We will enter inside some of these houses and wander around the remnants of the old castles (Vitozza had 3) that overlook the town, to see how people used to live in such an incredible environment. At the end of the hike it would be possible to taste a glass of local wine in an incredible wine cellar dug inside the tuff rock. ATTENTION: The wine tasting is optional and available only upon request.

Castiglione della Pescaia is a fortified village overlooking the sea, a balcony overlooking the Tyrrhenian Sea. From here you can enjoy a panorama of rare beauty, among the most "rich and sweet in the Maremma". The view ranges from the Uccellina mountains to the heights of Punta Ala, from the coast drawn between the intense green of the pine forest and the blue of the sea; below, in the plateau (ancient kingdom of Lago Prile), the marsh of the Diaccia Botrona stretches out, with the elegant and evocative Red House in the foreground, one of the most representative examples of civil engineering that recalls the impressive reclamation work desired and built under the Lorraine. The well-preserved village has exposed stone streets, ancient portals, niches and arcades that chase each other ... all enclosed by mighty turreted walls. Castiglione della Pescaia is one of the most efficient tourist resorts of the Tyrrhenian Sea and in its canal port cradled fishermen's boats and "habituès" boats.

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and instant photography will allow you to appreciate the beauties of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends. N.B. In the days of the Palio (29 June-2 July and 13-16 August) the normal route of the Top 10 in Siena is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

Discover the beauty of Belcaro hill, Siena, on a 6km hike that offers breathtaking views and an immersion in nature. This loop itinerary will take you through typical farms, vineyards and cool woods, making every step an opportunity to admire the Tuscan landscape. With a difference in height of 200 meters, it is ideal for nature lovers looking for an authentic experience just a few steps from Siena. - 6 km hike with open views and typical Tuscan landscapes - Moderate level loop itinerary - Discover farms, vineyards and cool woods along the way - Perfect for lovers of nature and Tuscan culture

Discover the medieval charm of Monteriggioni on a private luxury e-bike experience, ride scenic Tuscan roads, enjoy a curated lunch paired with fine wines, and end with an exclusive winery visit scheduled just for your group. More than a bike tour, this is a curated Tuscan experience for couples, families, and small groups seeking an authentic, relaxed, and elevated way to explore. Led by a professional local cycling guide, far from crowded routes, your ride is tailored to your pace, allowing you to fully enjoy the landscape and timeless atmosphere. Premium e-bikes ensure a smooth, accessible ride with minimal effort. The experience concludes with a refined lunch and wine pairing in a carefully selected winery, featuring a private dining room reserved for you and a private cellar visit without overlapping guests. A seamless Tuscan day blending cycling, culture, landscape, and fine wine — designed for comfort, privacy, and authenticity.

In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.