11Tuscany – Rolling Hills and Harvest Magic

Autumn transforms Tuscany into a painter’s masterpiece. The gentle hills around Siena, Montepulciano, and San Gimignano glow with shades of rust, gold, and green.
This is harvest season, when vineyards brim with ripe grapes and olive groves come alive with workers picking their annual yield. Wine lovers can join grape harvest festivals and tastings in the Chianti region, savoring new vintages while sampling pecorino cheese and fresh olive oil. For a dose of culture, Florence and Siena are less crowded, allowing you to stroll through their Renaissance streets in peace.