Ride through Chianti’s vine-carved hills, then relax in a historic estate for a private tasting and Tuscan light lunch. This day trip from Florence blends an accessible horseback trail with cellar tours and regional wines.
Ride through Chianti’s vine-carved hills, then relax in a historic estate for a private tasting and Tuscan light lunch. This day trip from Florence blends an accessible horseback trail with cellar tours and regional wines.
You push through a low stone gate and the road opens onto undulating fields where vines lean into the sun and cypress rows puncture the skyline. A calm horse greets you; saddle leather sighs as guides give a few clear cues, and you move off along a dirt track that threads through olive groves and vineyard terraces. The landscape seems to nudge you forward—hills coaxing a steady walk, valleys inviting a pause.
Verified experiences and guided adventures in the surrounding area.
Operated by Florence Country Life · Greve in Chianti, Tuscany
You push through a low stone gate and the road opens onto undulating fields where vines lean into the sun and cypress rows puncture the skyline. A calm horse greets you; saddle leather sighs as guides give a few clear cues, and you move off along a dirt track that threads through olive groves and vineyard terraces. The landscape seems to nudge you forward—hills coaxing a steady walk, valleys inviting a pause.
This route cuts through classic Chianti country, a region shaped by Pliocene clays and the slow tilting of Tuscany's hills, where medieval farmsteads and Renaissance villas mark centuries of wine culture. Local estates often preserve cellars carved from stone and winemaking traditions that date back to Etruscan and Roman times.
Culturally, the ride is as much about rhythm as scenery: equestrian technique meeting agrarian routines. Expect to pass terraced vineyards, ancient oaks, and small stone chapels; guides will point out grape varietals common to the area, especially Sangiovese, and explain estate olive pressing and vinification.
Practical guidance: wear long pants and closed-toe shoes, arrive with a light jacket for hilltop breezes, and plan for roughly five to six hours total including transfers, the one-hour guided ride, and a two-hour private tasting and lunch. Hydrate before mounting; helmets are provided. The wine tasting includes at least three Chianti wines and a dessert wine paired with local cheeses, cured meats, bruschetta, and almond biscotti. Transfers are by air-conditioned vehicle from Florence to the riding school and then to the noble estate, making this a contained, accessible day trip for riders of all levels.
No — the tour includes a brief introductory lesson and guides adjust the ride to match beginners through experienced riders.
Yes — private transfers by air-conditioned car are provided between the designated meeting point, the riding school, and the winery.
Vegetarian options are available; notify the operator in advance for other dietary needs and they will usually accommodate them.
The operator may cancel for poor weather; check the cancellation policy and contact them if conditions look unfavorable.
Florence Country Life operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You push through a low stone gate and the road opens onto undulating fields where vines lean into the sun and cypress rows puncture the skyline. A calm horse greets you; saddle leather sighs as guides give a few clear cues, and you move off along a dirt track that threads through olive groves and vineyard terraces. The landscape seems to nudge you forward—hills coaxing a steady walk, valleys inviting a pause.
You push through a low stone gate and the road opens onto undulating fields where vines lean into the sun and cypress rows puncture the skyline. A calm horse greets you; saddle leather sighs as guides give a few clear cues, and you move off along a dirt track that threads through olive groves and vineyard terraces. The landscape seems to nudge you forward—hills coaxing a steady walk, valleys inviting a pause.
This route cuts through classic Chianti country, a region shaped by Pliocene clays and the slow tilting of Tuscany's hills, where medieval farmsteads and Renaissance villas mark centuries of wine culture. Local estates often preserve cellars carved from stone and winemaking traditions that date back to Etruscan and Roman times.
Culturally, the ride is as much about rhythm as scenery: equestrian technique meeting agrarian routines. Expect to pass terraced vineyards, ancient oaks, and small stone chapels; guides will point out grape varietals common to the area, especially Sangiovese, and explain estate olive pressing and vinification.
Practical guidance: wear long pants and closed-toe shoes, arrive with a light jacket for hilltop breezes, and plan for roughly five to six hours total including transfers, the one-hour guided ride, and a two-hour private tasting and lunch. Hydrate before mounting; helmets are provided. The wine tasting includes at least three Chianti wines and a dessert wine paired with local cheeses, cured meats, bruschetta, and almond biscotti. Transfers are by air-conditioned vehicle from Florence to the riding school and then to the noble estate, making this a contained, accessible day trip for riders of all levels.