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Guided walking holiday

Italy • Tuscany • Val D'Orcia

Culture and viniculture
Wandering through vineyards, walking past abbeys and zigzagging around hillsides in the Val d'Orcia in the heart of classic Tuscany.

Some of our days

Arrival day

Leaving Rome we arrive in medieval San Quirico d'Orcia in time for dinner.

San Quirico to Pienza

Departing San Quirico, with its twisted medieval alleyways, we follow gentle tracks through vineyards across the Renaissance new town of Pienza.

San Quirico to Bagno Vignoni

A uniquely different day spent crossing the Crete Senesi – one of the most amazing landscapes in Italy. The near desert region has a gentle bleakness with occasional houses and lines of cypresses, the only signs of habitation.

Montalcino to Abbazia di Sant'Antimo

From Montalcino, home of the famous Brunello wine, we follow an ancient route to the Abbey of Saint Antimo. A day of walking through olive groves and woodlands of oak and laurel.

Tuscan landscape

Free day

A chance to enjoy the pool, explore the old town or spend the day in the Renaissance city of Siena.

Maggiore to Buonconvento

After visiting a beautiful abbey, we pass through typical wine country with wonderful views and abandoned farmhouses before reaching ancient Buonconvento for a gelato ice cream.

Monticchiello to Montepulciano

Leaving the small medieval hamlet of Monticchiello we follow the dusty white tracks that snake their way through fields and forests to the ancient 5th century BC Etruscan town of Montepulciano.

Departure day

We depart for Rome airport after an early breakfast.

Note: This is a selection of the many options available. Weather conditions, group interests and the tutor will influence the final itinerary.
Dates and prices
Sorry. None currently available.
What's included
7 nights bed and breakfast in en-suite accommodation and 5 lunches
6 dinners with wine
Personal welcome at Rome airport
Airport transfers in Italy
Visits to Montepulciano, Pienza and Montalcino
Visit vineyard and wine tasting
5 full days of guided walking tuition
Air-conditioned transport
Gregorian Monks chanting in Sant'Antimo Abbey
Where we stay
Getting there
Underfoot
Mostly white tracks and footpaths.