It is honestly impossible to reduce this magical place in the middle of Italy to a simple list. But, here is a humble attempt...
Having to shift the car into reverse to turn a corner bc the roads are so small and narrow
Seeing a cluster of brick and stone buildings surrounded by a huge wall from miles and miles away in the middle of a random vineyard
Riding a bike
Trying to drive down a road when there are people walking who refuse to move out of the way
Being one of those people who refuses to move out of the way when a car is trying to pass down the road
Getting pulled over by an Italian police officer in the middle of nowhere for no apparent reason somewhere between Siena and Montalcino, pretending not to speak any Italian and having him simply smile and say "prego! arriverderci!"
Anything with wild boar
the Duomo in Siena
Clusters of cypress trees in the middle of an otherwise empty valley
going for a walk and finding an olive tree grove over a hill
making friends with every server at every restaurant
Old women who sit in their windows in their stone houses smoking cigarettes and waving at you on the street below
Laundry drying on a line
pulling over every 20 minutes to admire the landscape
Finding the most beautiful and tiny hotel in the world in the middle of nowhere and eating the best lunch ever
Pecorino Romano made from the milk of the sheep that are grazing outside your window.
Espresso with breakfast, lunch and dinner.
We have to come back here for sure because three days is not long enough to spend in the region. We traveled all the tiny roads and visited Lucca, Pisa, Siena, San Gimignano, Montalcino and Montapulciano.