09/12/2026
Fall in Tuscany just feels right!
It brings a different rhythm to the region. The summer crowds begin to thin, the days are generally mild, and the landscape starts to take on those warm autumn colors that make you want to pull over every five minutes for another photo.
September and October also bring "vendemmia", grape harvest season, making it an especially delicious time to be in w**e country!
One of our favorite things about this part of Italy is the balance between its iconic cities and the countryside in between. Florence and Pisa are incredible and worth seeing, but so are the medieval hill towns, vineyard landscapes, long lunches and food traditions that make the region feel distinctly its own.
And fall is a particularly good time to experience that balance. We build in the big sights, but leave room for the countryside too. That's where some of the best parts of a trip tend to happen.
Truly though, Tuscany doesn't need much convincing. Especially in the fall.