Spend a private day driving the UNESCO landscapes of Val d'Orcia, visiting Montepulciano, Pienza and Montalcino with a local guide. Taste Brunello, walk Renaissance squares, and stop at iconic viewpoints on this eight-hour circuit.
More ways to explore the area's outdoor wonders
Morning light slices across a field of vines as your private car winds away from the city and into a landscape that seems to have been measured by a carpenter's eye—straight roads, clipped cypresses, and hills rolling toward the horizon. You meet your guide at 9:00 and, within an hour, the townscapes change from Renaissance plazas to stone lanes where locals still open shutters by hand.
Difficulty
easy
Duration
8 hours
Fitness Level
Suitable for most fitness levels; involves short walks on cobbles and modest steps.
Wildlife
History
Val d'Orcia was inscribed as a UNESCO cultural landscape in 2004 for its representation of Renaissance agricultural planning; Pienza was redesigned in the 15th century under Pope Pius II.
Conservation
Agriculture and tourism shape the valley—respect private farmland, follow marked paths, and support wineries that practice sustainable viticulture.
Reserve your spot on the Best of Tuscany: Full Day Private Tour to Val D'Orcia today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring comfortable shoes
Cobblestones and short uphill walks in towns like Montepulciano and Montalcino require sturdy, comfortable footwear.
Carry small bills
Many cellar doors and street vendors prefer cash for tastings or snacks—keep €20–€50 handy.
Protect against sun
Open hilltop viewpoints offer little shade in summer—bring sunscreen, a hat, and sunglasses.
Stay hydrated
An eight-hour day with outdoor stops means water is essential; bottled water is usually provided but carry your own refillable bottle.
Sturdy walking shoes
Protects ankles and provides traction on uneven cobbles and small climbs.
Light pack or daypack
Holds water, sunscreen, camera, and purchases from markets or wineries.
Sun protection (hat & sunscreen)
Necessary for exposed viewpoints and midday vineyard walks in summer.
summer
Layered jacket or windbreaker
Hilltop breezes in spring or fall can be cool—bring a lightweight layer.
spring