Chianti as a base in Tuscany Make Chianti your base to visit Tuscany most popular landmarks, ideal for short trips or as base for part your stay. The Chianti region is a maze of winding country roads that go from one hill to another, from one vineyard to an olive grove, in a unique landscape to discover.

Choosing the best base for Tuscany depends on whether you prefer urban culture or rural landscapes, but in 2026, Florence remains the premier choice for those using public transport. As the regional capital, it offers high-speed rail links and a central bus hub that connects to almost every major hill town. However, for those with a rental car seeking a more "authentic" Tuscan experience, Siena or the town of San Gimignano are often considered superior. Siena is perfectly positioned in the heart of the region, providing easy access to the Chianti wine region to the north and the stunning Val d'Orcia to the south. If you want a mix of both, the town of Lucca is an excellent alternative; it is less crowded than Florence, flat for easy walking, and situated perfectly for day trips to the coast (Pisa and Viareggio) or the Apuan Alps. For a truly immersive "slow travel" experience, many visitors now choose a "villa stay" near Pienza, which allows for short drives to world-class vineyards and thermal baths while enjoying the iconic rolling hills seen in postcards.