Chianti

This is the heartland: both sides of the Strada Chiantigiana, or SR222, are embraced by glorious panoramic views of vineyards, olive groves, and castle towers. Traveling south from Florence, you first reach the aptly named one-street-town of Strada in Chianti. Farther south, the number of vineyards on either side of the road dramatically increases—as do the signs inviting you in for a free tasting of wine. Beyond Strada lies Greve in Chianti, completely surrounded by wineries and filled with wineshops. There's art to be had as well: Passignano, west of Greve, has an abbey that shelters a 15th-century Last Supper by Domenico and Davide Ghirlandaio. Farther still, along the Strada Chiantigiana, are Panzano and Castellina in Chianti, both hill towns. It's from near Panzano and Castellina that branch roads head to the other main towns of eastern Chianti: Radda in Chianti, Gaiole in Chianti, and Castelnuovo Berardenga.

The Strada Chiantigiana gets crowded during the high season, but no one is in a hurry. The slow pace gives you time to soak up the beautiful scenery.

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