Description
One of the most complete Tuscany day tours from Florence, this small-group experience takes you through three of the region’s most enchanting medieval towns, combined with a traditional winery lunch and guided wine tasting in the Chianti countryside.
Departing from Florence, you’ll travel comfortably by air-conditioned minivan through the scenic landscapes of Chianti and Val d’Elsa, where rolling hills, vineyards, and olive groves define the classic Tuscan panorama.
Certaldo Alto – A Hidden Medieval Gem
Your first stop is Certaldo Alto, a beautifully preserved hilltop village and birthplace of Giovanni Boccaccio. Less crowded than other Tuscan towns, Certaldo offers an authentic atmosphere, panoramic countryside views, and peaceful cobbled streets lined with terracotta buildings.
San Gimignano – The City of Towers
Continue to San Gimignano, the UNESCO-listed medieval town famous for its skyline of stone towers. Often called the “Medieval Manhattan,” this iconic village invites you to explore its main square, browse artisan boutiques, or enjoy award-winning gelato while learning about its fascinating medieval rivalries and merchant history.
Wine Tasting & Tuscan Lunch in Chianti
The experience continues at a family-run winery in the Tuscan countryside, where you’ll enjoy a guided tasting of five local wines, including Vernaccia di San Gimignano, Chianti, and Super Tuscan varieties. The tasting is paired with a traditional Tuscan lunch featuring bruschetta, pecorino cheese, cured meats, and homemade pasta or fresh seasonal dishes, all served with views over the vineyards.
Volterra – Etruscan History & Alabaster Craft
The final stop is Volterra, one of Tuscany’s most historic towns, known for its Etruscan roots and alabaster craftsmanship. Explore the Roman Theatre, medieval streets, and scenic viewpoints overlooking the surrounding valleys before returning to Florence.
This San Gimignano, Volterra and Chianti wine tour from Florence is ideal for travelers who want to combine medieval history, scenic landscapes, and authentic Tuscan flavors in one well-paced full-day experience.
EXPERIENCE ORGANIZED BY:
Authentic Italy Adventure
WHAT’S INCLUDED
MEETING POINT
Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign, 50125 Firenze, IT
BOOKING METHOD AND CANCELLATION TERMS
- Online Booking
- Refund if cancelled at least 1 day before the event






