THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Ride from Florence into Chianti’s sun‑washed hills, arriving at a medieval castle for a private wine tasting and light Tuscan lunch. This half‑day combines 3–4 hours on horseback with historic cellars and local flavors.
Ride from Florence into Chianti’s sun‑washed hills, arriving at a medieval castle for a private wine tasting and light Tuscan lunch. This half‑day combines 3–4 hours on horseback with historic cellars and local flavors.
You leave the city behind and the road narrows to a ribbon of olive groves and cypress lines. After a private 40‑minute transfer north of Florence, horses wait at a country stable and the first dust of the trail lifts beneath hooves. The rolling hills dare you forward as you ride across vineyards and pasture toward a medieval castle that now produces Chianti-classico wines.
Verified experiences and guided adventures in the surrounding area.
Operated by Florence Country Life · Florence, Tuscany
You leave the city behind and the road narrows to a ribbon of olive groves and cypress lines. After a private 40‑minute transfer north of Florence, horses wait at a country stable and the first dust of the trail lifts beneath hooves. The rolling hills dare you forward as you ride across vineyards and pasture toward a medieval castle that now produces Chianti-classico wines.
The castle—often Nipozzano or a similar historic estate—dates to medieval Florence and sits on estates cultivated for centuries; the soils here are a mix of sandstone, clay and limestone that shape Chianti’s mineral-driven wines. Local winemaking families preserved stone cellars and ancient rooms where your tasting will unfold, pairing three to four wines with a light Tuscan lunch of locally sourced salumi, cheese and bread.
Expect 3 to 4 hours in total on the trail (roughly 1.5–2 hours outbound, lunch and tour, then the return ride), with a brief beginner lesson before departure. Trails vary from packed dirt farm lanes to grassy field edges; there are gentle hills and occasional short canters where permitted. Horses rest at the castle while you tour, then carry you back.
Practical notes: wear closed-toe boots with a low heel, sunscreen and layered clothing—the hilltops are breezy. Bring ID for the tasting (18+), and inform the operator of any medical or pregnancy restrictions. The tour is private and includes transfers, helmets, bottled water and a guided winery visit; cancel at least 24 hours ahead for a full refund. With basic riding confidence and a sense of curiosity, this day pairs steady horsemanship with Chianti’s historic flavors.
You’ll spend about 3 to 4 hours on horseback—roughly 1.5–2 hours to the castle, time for lunch and tasting, then the return ride.
No advanced experience is required; a short basic lesson is provided and the route is suitable for confident beginners and intermediate riders.
The tour includes private transfers from a designated meeting point in Florence, helmets, the guided ride, a private castle/winery tour, tasting of 3–4 wines and a light Tuscan lunch.
Children may join if they meet the operator’s safety and age requirements—confirm when booking; note that wine tasting requires guests to be 18 or older.
Florence Country Life operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
You leave the city behind and the road narrows to a ribbon of olive groves and cypress lines. After a private 40‑minute transfer north of Florence, horses wait at a country stable and the first dust of the trail lifts beneath hooves. The rolling hills dare you forward as you ride across vineyards and pasture toward a medieval castle that now produces Chianti-classico wines.
You leave the city behind and the road narrows to a ribbon of olive groves and cypress lines. After a private 40‑minute transfer north of Florence, horses wait at a country stable and the first dust of the trail lifts beneath hooves. The rolling hills dare you forward as you ride across vineyards and pasture toward a medieval castle that now produces Chianti-classico wines.
The castle—often Nipozzano or a similar historic estate—dates to medieval Florence and sits on estates cultivated for centuries; the soils here are a mix of sandstone, clay and limestone that shape Chianti’s mineral-driven wines. Local winemaking families preserved stone cellars and ancient rooms where your tasting will unfold, pairing three to four wines with a light Tuscan lunch of locally sourced salumi, cheese and bread.
Expect 3 to 4 hours in total on the trail (roughly 1.5–2 hours outbound, lunch and tour, then the return ride), with a brief beginner lesson before departure. Trails vary from packed dirt farm lanes to grassy field edges; there are gentle hills and occasional short canters where permitted. Horses rest at the castle while you tour, then carry you back.
Practical notes: wear closed-toe boots with a low heel, sunscreen and layered clothing—the hilltops are breezy. Bring ID for the tasting (18+), and inform the operator of any medical or pregnancy restrictions. The tour is private and includes transfers, helmets, bottled water and a guided winery visit; cancel at least 24 hours ahead for a full refund. With basic riding confidence and a sense of curiosity, this day pairs steady horsemanship with Chianti’s historic flavors.