Adventure · Tuscany

Viale dei Cipressi: The Cypress Road

Most Photographed Road in Tuscany

This 5km avenue of 2,540 cypress trees is the most photographed road in Tuscany. Planted in the 1800s, the trees have grown into a dramatic tunnel leading to the medieval village of Bolgheri. Every wine label in the region features this view. You've seen it a thousand times. Now you'll drive it.

What to do there

3 things to do

Insider tips

  • Best photographed at sunset when the road glows golden

  • There's a pull-off about 2km from the village for photos

  • The village entrance arch frames the cypress avenue perfectly from above

  • Drive through first, then visit wineries, then return for sunset photos