We begin this romantic weekend by stopping in San Guido, a tiny village at the foot of Bolgheri, which feels almost like a patch of England in Tuscany. Nearby you can find the Oratory of San Guido, a little chapel which was built by the della Gherardesca family in 1703, along with some other buildings in the area.
Leaving from here is one of the most scenic roads in the world: the Viale dei Cipressi, or the Boulevard of Cypresses. The Strada Provinciale Bolgherese, or simply SP 16, is the boulevard which leads to Bolgheri; it is around 5km long and lined with ancient cypress trees. It became famous thanks to the Italian poet Giosuè Carducci, who wrote a famous ode:
“Beyond San Guido
the cypresses that, tall and slender, lead to Bolgheri
from San Guido in two rows,
This road, leading to Bolgheri, constitutes the perfect postcard from Tuscany. Today it is a popular destination for wine lovers, thanks to the area’s production of some of the “Super Tuscan” wines such as Sassicaia and Ornellaia. At one time, there was a farming village where Giosuè Carducci’s beloved grandmother lived; she is commemorated by a terracotta statue in the square.
After having lunch with a view over Bolgheri, it’s time to drive to Monteverdi Marittimo, a hidden gem located between the Etruscan Coast and the Cecina Valley. This medieval village was founded in the year 754 along with the ancient Abbey of San Pietro in Palazzuolo, not too far away and easily reachable on foot. Don’t miss the tiny village of Canneto, where you’ll find a few stone houses with flowers at their windows inside a village centre.