Drive the ancient Cassia Vetus from Florence into the heart of Chianti—stop in Greve, climb Montefioralle’s stone lanes, then finish at a family wine estate for cellar insights and a paired Tuscan meal. Practical walking, rich history, and classic Chianti Classico tasting in one six-hour day.
Drive the ancient Cassia Vetus from Florence into the heart of Chianti—stop in Greve, climb Montefioralle’s stone lanes, then finish at a family wine estate for cellar insights and a paired Tuscan meal. Practical walking, rich history, and classic Chianti Classico tasting in one six-hour day.
Verified experiences and guided adventures in the surrounding area.
Operated by Slow Tour Tuscany · Florence, Tuscany
A low, warm light settles over the Cassia Vetus as the minivan slips out of Florence and into hills that press forward in neat rows of vines and olive trees. Roads curve past stone farmhouses; the wind seems to carry the work of generations—pruning, pressing, tending—right into the tasting room. Guests step from the coach into Greve’s main piazza, ambling past a centuries-old food shop before climbing the short, cobbled rise to Montefioralle’s ramparts where the countryside opens in serried bands of vineyard and cypress.
easy.
6 hours.
Suitable for most adults; light walking on uneven cobbles and short uphill sections requires basic mobility.
Yes — private transportation is included, with pick-up available from centrally located Florence hotels on request.
Yes — the tour includes a guided tasting of three Chianti Classico wines and a traditional Tuscan lunch with extra-virgin olive oil tasting.
Infants and small children can be accommodated; streets are cobbled so a sturdy stroller or baby carrier is recommended for comfort.
Yes — the operator asks you to advise of diet restrictions in advance so the estate can adapt the meal.
The Cassia Vetus is an old Roman road that shaped settlement patterns; Montefioralle dates to the 12th century and sits within the historical Chianti Classico boundary marked by the Black Rooster emblem.
Many estates follow organic or sustainable practices; visitors should stay on paths, avoid disturbing vines, and support producers who practice soil-friendly viticulture.
Slow Tour Tuscany operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




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