Arezzo may not be a Tuscan centrefold, but those parts of its historic centre that survived merciless WWII bombings are as compelling as any destination in the region – the city's central square is as beautiful as it appears in Roberto Benigni's classic film La vita è bella (Life is Beautiful).
Once an important Etruscan trading post, Arezzo was later absorbed into the Roman Empire. A free republic as early as the 10th century, it supported the Ghibelline cause in the violent battles between pope and emperor and was eventually subjugated by Florence in 1384.
Today, the city is known for its churches, museums and fabulously sloping Piazza Grande, across which a huge antiques fair spills each month. Come dusk, Arentini (locals of Arezzo) spill along the length of shop-clad Corso Italia for the ritual late-afternoon passeggiata (stroll).
These are the top experiences and sights in Arezzo, according to Lonely Planet.