• MONTEFIORALLE (Greve in Chianti)

This small hidden gem is recognized as one of the "100 Most Beautiful Medieval Villages in Italy." Allow about 1 hour to fully appreciate its charm.

• PANZANO IN CHIANTI

Panzano is a town where you'll experience unparalleled tranquility, often finding yourself uttering "goodness, how beautiful!" while gazing at the blue-green valleys or the fiery sunset seeking shelter within them. Here resides the renowned butcher Dario Cecchini, and practically every pathway leads you from one winery to another. Plan for approximately 2 hours to explore.

• RADDA IN CHIANTI

A picturesque town with a castle, Radda-in-Chianti is known for its wine heritage and is part of the Chianti Classico wine region. Plan for approximately 2 hours to explore.

• CASTELLINA-IN-CHIANTI

The impressive landscapes, locally crafted gelato at Gelateria di Castellina, and panoramic views from Rocca di Castellina – you will find it all here. Allocate around 3 hours for a relaxed visit.

• VOLPAIA

Ancient homes are surrounded by magnificent vineyards here. The town, incredibly romantic, invites you to experience wines and a delightful lunch at Ristorante La Bottega. Plan for about 3-4 hours to soak in the ambiance of your plan to dine here.

• SAN GIMIGNANO

The town known for its towering medieval structures, breathtaking views from Torre Grossa, and gelato. Explore at a leisurely pace, dedicating approximately 4-5 hours.