Spend an evening among Chianti’s rolling vineyards: cellar tours, guided tastings of Chianti wines and olive oil, then a seasonal Tuscan dinner at a local estate. This semi-private tour pairs provenance-focused conversation with regional flavors and roundtrip transport from Florence.
Spend an evening among Chianti’s rolling vineyards: cellar tours, guided tastings of Chianti wines and olive oil, then a seasonal Tuscan dinner at a local estate. This semi-private tour pairs provenance-focused conversation with regional flavors and roundtrip transport from Florence.
You step off the minibus as late afternoon light slides across gentle, green hills; rows of Sangiovese seem to lean forward, as if offering a glass. The air smells of warm earth, crushed grape skins and rosemary from nearby hedgerows. From the first cellar visit to the long table set between vine rows, the day moves at a measured, convivial pace.
Verified experiences and guided adventures in the surrounding area.
Operated by Ciao Florence Tours Srl · Florence, Tuscany
You step off the minibus as late afternoon light slides across gentle, green hills; rows of Sangiovese seem to lean forward, as if offering a glass. The air smells of warm earth, crushed grape skins and rosemary from nearby hedgerows. From the first cellar visit to the long table set between vine rows, the day moves at a measured, convivial pace.
Chianti’s landscape is geology and history in motion: pliant marl and limestone soils give the wine structure, while hilltop villages recall medieval trade routes and the old Chianti League that organized territory between Florence and Siena. Local culture centers on agriculture—family-run estates, seasonal vendemmia (harvest) rhythms, and cuisine built on legumes, cured pork, and olive oil.
Expect two estate visits: a guided cellar walkthrough, structured tastings of Chianti and olive oil, then an evening Tuscan dinner paired with the estate’s wines. Conversation with growers and a short stroll through the village of Greve break the day, offering artisan shops and a piazza with a market feel.
Practical notes: the tour is about 6–7 hours including roundtrip transport from Florence. Wear comfortable walking shoes for uneven cellar floors and gravel paths, and bring a light layer for cool evenings. Hydrate between pours and note that children receive soft drinks while adults taste by the sip. If you plan shipment, most estates can arrange wine transport home. Bookings cap at about 25 people—reserve early during summer and harvest when spaces fill fast.
easy.
6–7 hours.
Suitable for most fitness levels; expect short walks, standing during tastings, and minimal elevation change.
Most departures are from Piazzale Montelungo in Florence with roundtrip transport back to the same meeting point.
Yes—many estates offer shipping services or can arrange export; discuss options and costs with the estate during the tour.
Yes—vegetarian and vegan menus are available if requested at booking; inform the operator of allergies in advance.
Children are allowed; they receive soft drinks during tastings, but the experience centers on wine and dining so suitability depends on the child’s tolerance for a long, seated evening.
Chianti’s modern identity formed in the medieval and Renaissance era as trade routes and communal alliances shaped land use and vine plantings; Chianti Classico borders were formalized in the 18th–20th centuries.
Many estates practice sustainable viticulture and organic farming; visitors can support conservation by staying on trails, avoiding single-use plastics, and choosing producers with clear environmental practices.
Ciao Florence Tours Srl operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You step off the minibus as late afternoon light slides across gentle, green hills; rows of Sangiovese seem to lean forward, as if offering a glass. The air smells of warm earth, crushed grape skins and rosemary from nearby hedgerows. From the first cellar visit to the long table set between vine rows, the day moves at a measured, convivial pace.
You step off the minibus as late afternoon light slides across gentle, green hills; rows of Sangiovese seem to lean forward, as if offering a glass. The air smells of warm earth, crushed grape skins and rosemary from nearby hedgerows. From the first cellar visit to the long table set between vine rows, the day moves at a measured, convivial pace.
Chianti’s landscape is geology and history in motion: pliant marl and limestone soils give the wine structure, while hilltop villages recall medieval trade routes and the old Chianti League that organized territory between Florence and Siena. Local culture centers on agriculture—family-run estates, seasonal vendemmia (harvest) rhythms, and cuisine built on legumes, cured pork, and olive oil.
Expect two estate visits: a guided cellar walkthrough, structured tastings of Chianti and olive oil, then an evening Tuscan dinner paired with the estate’s wines. Conversation with growers and a short stroll through the village of Greve break the day, offering artisan shops and a piazza with a market feel.
Practical notes: the tour is about 6–7 hours including roundtrip transport from Florence. Wear comfortable walking shoes for uneven cellar floors and gravel paths, and bring a light layer for cool evenings. Hydrate between pours and note that children receive soft drinks while adults taste by the sip. If you plan shipment, most estates can arrange wine transport home. Bookings cap at about 25 people—reserve early during summer and harvest when spaces fill fast.