Highlights
Fabulous local insight into traditional Tuscan life: the food, the wine, the culture
Exhilarating cycling across the UNESCO Val d'Orcia
Delicious classic, home cooked Tuscan cuisine - with 'km 0' cooking (all local food)
Visit the wine and cheese towns of Montepulciano and Pienza
Warm and welcoming agriturismo (farmhouse accommodation hotel) with a passionate owner - the best of Italian hospitality
Itinerary
Experience Tuscany’s rolling hills and charming villages in the most immersive way—by bicycle. The 8-day A Taste of Tuscany Cycling tour, crafted for experienced travelers, invites you to pedal through picturesque countryside, sampling local wines and olive oils, and soaking in ancient hot springs along the way. From scenic rides around Chianciano Terme and Radicofani to savoring Pecorino cheese in Pienza or relaxing in the Roman baths of Bagno Vignoni, this moderate cycling tour combines active exploration with authentic Tuscan flavors. What sets this trip apart is its seamless integration of local culinary experiences into every stage of your adventure, offering a true taste of Tuscany on two wheels.
day 1 - Arrive in Chianciano Terme
Arrive at the Agriturismo La Pietriccia and enjoy a stroll to the old town, before your evening briefing by the owner, Stefano, and the first of many home cooked dinners. (Staying at the Agriturismo La Pietriccia for 7 nights, Half Board)
day 2 - The Lakes Circuit
Start the week with mountain views and forest tracks as you head to the small town of Montallese and on to Lake Chiusi. After a lunch-break take the long distance path of Sentiero della Bonifica to the Lake of Montepulciano, a nature reserve ideal for bird-watching before heading back to the agristurismo in time for dinner.
day 3 - Radicofani
You will be transferred to Radicofani, the highest point in the Val d'Orca, for incredible views. From here cycle to Contignano, famous for its pecorino cheese and a perfect spot for lunch before a downhill stretch through the forest and past the beautiful private gardens of La Foce. The back to the Agriturismo in time for wine and local produce tasting in the old town before dinner.
day 4 - Sarteano Loop
Descend along country tracks passing a truffle-growing area before crossing the Astrone stream. Cycle through beautiful valleys to the medieval town of Sarteano before carrying on to Cetona, then climb to Mondo X where you can find one of the best restaurants in Italy, La Frateria - a beautiful convent started by St Francis in 1212. Head back to your hotel in time for your dinner.
day 5 - Free Day
Spend the day relaxing, enjoy an olive oil tasting at the agriturismo or walk into Chianciano Vecchia to see the Etruscan Museum of Chianciano Terme. On your way back to the hotel you could use your thermal spa voucher and relax in the healing waters.
day 6 - Montepulciano Circle
Cycle through acres of vineyards on your way to Montepulciano and stop to take in views of the famous Mount Amiata. Explore Montepulciano's winding medieval streets before cycling back to Chianciano.
day 7 - Pienza and Bagno Vignoni
After a short transfer to Pienza take time to explore the town - it is one of the cheese capitals of Italy - and its beautiful medieval historic centre. Perhaps pick up a sandwich filled with porchetta or a slab of rich and creamy Pecorino. The ride takes you downhill to cross one of the stunning plains of the Val d'Orcia, and a short detour takes you to Roman Bagno Vignoni with its roman baths and sulphur springs. Follow a long straight Roman road then cross the valley and climb up and down into Chianciano.
day 8 - Leave Chianciano Terme
Leave Chianciano Terme.
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