Val d’Orcia: Three Renaissance Gems in Southern Tuscany

South of Siena, where Tuscany softens into rolling clay hills and cypress-lined roads, lies Val d’Orcia — a landscape so deliberately cultivated over centuries that UNESCO recognises it as a masterpiece of Renaissance land planning.

Pienza: the ideal Renaissance town

Commissioned by Pope Pius II in the 15th century as an exercise in humanist urban design, Pienza remains a remarkably intact example of Renaissance town planning, as detailed on Val d’Orcia’s UNESCO listing.

Montalcino and its Brunello

Perched on a hilltop, Montalcino gives its name to Brunello di Montalcino, one of Italy’s most celebrated red wines, produced in vineyards surrounding the medieval town.

San Quirico d’Orcia’s gardens

This smaller town offers Renaissance gardens and some of the valley’s most photographed views of cypress-lined roads winding through golden hills.

Continue exploring Florence’s themes and hidden corners — see Dante’s footsteps on a poets’ walking tour or the Torre di Arnolfo, Palazzo Vecchio’s tower.

Frequently asked questions

Why is Val d’Orcia a UNESCO World Heritage Site?

It is recognised for its exceptional example of Renaissance-era landscape design, deliberately shaped to reflect humanist ideals of beauty and order.

How far is Val d’Orcia from Florence?

Approximately two hours by car, making it a rewarding, if fuller, day trip from the city.

Our concierge can arrange a private driver for an unhurried day through Val d’Orcia’s three great towns and vineyards.

Prefer this experience arranged privately for you? Our tailored private tours can be shaped around this theme specifically — or, if a bespoke itinerary isn’t what you need right now, the ready-made option below is a dependable alternative.

Ready to explore the Tuscan countryside? This popular half-day Chianti countryside excursion with wine tasting is a highly-rated way to experience the region firsthand — and a smart choice if a private driver isn’t in your plans this time.

Continue the tasting at home: this selection of Chianti wines on Amazon lets you enjoy Tuscany’s flavors long after your trip.