Siena & Val d'Orcia is Tuscany at its most concentrated: a UNESCO-listed medieval city with a piazza that doubles as a racetrack surrounded by the most photographed countryside on the continent.
Let's help you plan
4.9/5 (901 reviews)

Nowhere feels more quintessentially Tuscan than the Val d’Orcia. A UNESCO World Heritage Site, the valley is an almost impossibly perfect scene of wheat fields, vineyards and scattered Renaissance towns, each more beautiful than the last: Montalcino and its Brunello estates and fortress views; Montepulciano and its barrels of Vino Nobile; and Pienza, designed in the 15th century as the “ideal city” and still known for its pecorino cheese, best tasted warm and freshly cut. The largest of the towns is ochre-hued Siena, one of the most finely-preserved medieval cities in Italy and divided into seventeen neighbourhoods or ‘contrade,’ each with its own coat of arms and traditions, making every wander a foray into a new world.
Get advice and suggestions to make this your perfect trip.
or call us on: +1 (646) 542 0667
Siena encapsulates the romance of the Italian middle ages and keeps traditions alive, especially during the famed Palio horse race - a thrilling event that takes over the entire city.
Beyond Siena's most well-known sites, take the time to explore the quieter corners. Enjoy a leisurely stroll through the Botanical Gardens or around the walls of Fortezza Medicea for an unrivalled view of the city.
Siena is easy to explore on foot and there's limited car access in many areas. Be mindful that it's a hilly city with many steep streets and staircases, so comfortable shoes are a must.
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Wet Season
Wet Season
Wet Season
Dry Season
Dry Season
Dry Season
Dry Season
Dry Season
Dry Season
Dry Season
Wet Season
Wet Season