Leave Florence for a private four‑hour escape through Chianti vineyards on horseback, then tour a historic estate for a guided tasting and Tuscan lunch. Ideal for first‑time riders and wine lovers wanting a grounded, sensory introduction to the countryside.
Leave Florence for a private four‑hour escape through Chianti vineyards on horseback, then tour a historic estate for a guided tasting and Tuscan lunch. Ideal for first‑time riders and wine lovers wanting a grounded, sensory introduction to the countryside.
You leave Florence’s stone facades behind and the road opens to vineyards that lean into the hills—rows of grapevines like ordered lines of motion, olive trees shading narrow tracks, and the distant bell of a country church marking the pulse of the valley.
Verified experiences and guided adventures in the surrounding area.
Operated by Sunday Stories · Florence, Tuscany
You leave Florence’s stone facades behind and the road opens to vineyards that lean into the hills—rows of grapevines like ordered lines of motion, olive trees shading narrow tracks, and the distant bell of a country church marking the pulse of the valley.
The ride begins at a small riding school a short chauffeured drive from the city. Gentle horses lead you along dirt lanes and grassy ridges where the Chianti soil shifts from clay to stony schist, offering abrupt, panoramic views down to postcard-red roofs. The countryside carries a long human story: medieval farmhouses, Etruscan traces in the rolling terrain, and centuries of winemaking that shaped field patterns and local customs.
At the estate, cellars hewn from stone cool the air as guides explain Sangiovese and the DOCG rules that define Chianti Classico. You taste three wines plus a dessert wine, paired with Ribollita, aged cheeses, cured meats, bruschetta slicked with estate olive oil, and Cantucci for a proper finish.
Practical notes sit close to the surface: the ride is relaxed but uneven underfoot, cameras and sun protection are essential, and language here favors friendly, concise Italian with English widely available at estates. Expect a roughly four‑hour experience including transport, around 60–90 minutes in the saddle on trails suitable for novice riders, then a 60–90 minute tasting and lunch. Travel in the morning to catch cooler air and crisper light for photos—Chianti’s light changes the color of the hills in a single hour.
easy.
4 hours.
Light fitness; able to mount/dismount and sit for a 60–90 minute horseback segment
Expect about 60–90 minutes in the saddle on mostly easy farm tracks and dirt lanes suited to beginners.
No—this tour pairs you with gentle horses and is advertised as suitable for riders comfortable at a walk and short trots.
Most estates can adjust cheeses or cured meats with advance notice—add dietary requirements when booking.
A private transfer is included; pickup locations in central Florence are arranged when you confirm the reservation.
Chianti’s pattern of hilltop towns and terraced vines reflects centuries of agrarian land division and medieval trade routes; many estates occupy properties with Renaissance-era cellars.
Local estates increasingly use organic or low-intervention practices; stick to designated trails, respect grazing areas, and avoid feeding wildlife to limit disturbance.
Sunday Stories operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You leave Florence’s stone facades behind and the road opens to vineyards that lean into the hills—rows of grapevines like ordered lines of motion, olive trees shading narrow tracks, and the distant bell of a country church marking the pulse of the valley.
You leave Florence’s stone facades behind and the road opens to vineyards that lean into the hills—rows of grapevines like ordered lines of motion, olive trees shading narrow tracks, and the distant bell of a country church marking the pulse of the valley.
The ride begins at a small riding school a short chauffeured drive from the city. Gentle horses lead you along dirt lanes and grassy ridges where the Chianti soil shifts from clay to stony schist, offering abrupt, panoramic views down to postcard-red roofs. The countryside carries a long human story: medieval farmhouses, Etruscan traces in the rolling terrain, and centuries of winemaking that shaped field patterns and local customs.
At the estate, cellars hewn from stone cool the air as guides explain Sangiovese and the DOCG rules that define Chianti Classico. You taste three wines plus a dessert wine, paired with Ribollita, aged cheeses, cured meats, bruschetta slicked with estate olive oil, and Cantucci for a proper finish.
Practical notes sit close to the surface: the ride is relaxed but uneven underfoot, cameras and sun protection are essential, and language here favors friendly, concise Italian with English widely available at estates. Expect a roughly four‑hour experience including transport, around 60–90 minutes in the saddle on trails suitable for novice riders, then a 60–90 minute tasting and lunch. Travel in the morning to catch cooler air and crisper light for photos—Chianti’s light changes the color of the hills in a single hour.