Tuscany

Rolling hills, Renaissance cities, and the finest table in Italy.

Tuscany is one of Italy’s most celebrated destinations: and one of its most rewarding to explore slowly. The cypress-lined roads of the Val d’Orcia, the wine estates of Chianti, the medieval hill towns of the Maremma, the Apennine trails of the Garfagnana: there is a Tuscany beyond the tourist trail that reveals itself only on foot, with time to spare and someone who knows where to look.

With Italy Explore

This itinerary is designed to inspire your journey and can be personalized to reflect your interests, with a variety of optional experiences and destinations available throughout the trip.

To ensure a more authentic and enjoyable experience, we welcome small groups of a minimum of 4 and a maximum of 12-14 participants.

Sample programme

Arrival in Tuscany and transfer to San Quirico d’Orcia, in the heart of the UNESCO-listed Val d’Orcia. Settle into the hotel and enjoy an introductory walk through the elegant medieval village, discovering its historic atmosphere and the landscapes made famous by international cinema, including scenes from Gladiator filmed nearby.
Walk through one of Tuscany’s most iconic landscapes following ancient stretches of the Via Francigena across vineyards, olive groves and panoramic ridges overlooking the Orcia Valley. Stop for a light lunch and wine tasting at a local farmhouse before continuing through the historic lands once dividing the Grand Duchy of Tuscany and the Papal States. End the day in Bagno Vignoni, famous since Roman times for its thermal waters.
Walk from Pienza to Montepulciano through the stunning landscapes of the Val d’Orcia. Follow scenic trails across rolling hills and vineyards, passing the medieval village of Monticchiello, before reaching Montepulciano, famous for its Renaissance charm, panoramic views, and renowned Vino Nobile wine.
Explore the territory of Brunello wine with a hike departing from Montalcino and following ancient paths through forests, vineyards and rural landscapes. Along the route, discover traces of Etruscan history and the peaceful atmosphere of Villa a Tolli before arriving at the extraordinary Abbey of Sant’Antimo, a Romanesque masterpiece surrounded by legend and countryside. Complete the experience with a winery visit and tasting.
Walk through the unspoiled landscapes of southern Tuscany from Radicofani to San Casciano dei Bagni. Follow scenic trails and historic stretches of the Via Francigena, passing vineyards and the charming village of Celle sul Rigo, before reaching San Casciano dei Bagni, renowned for its ancient thermal springs and elegant historic centre. Relax in the thermal waters after a rewarding day on foot.
Enjoy one final stroll through San Quirico before heading to Siena for free time to explore one of Tuscany’s most celebrated historic cities. After lunch, transfer to Pisa Airport for departure.

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