Spend a full day on horseback through the Chianti hills, crossing oak woodlands and the Arbia river before arriving at the thousand-year-old Dievole estate for a guided wine tasting and rustic lunch. This ride blends easy equestrian terrain with cultural insight into Tuscan winemaking.
Spend a full day on horseback through the Chianti hills, crossing oak woodlands and the Arbia river before arriving at the thousand-year-old Dievole estate for a guided wine tasting and rustic lunch. This ride blends easy equestrian terrain with cultural insight into Tuscan winemaking.
You saddle up on a cool Tuscan morning, the horse shifting beneath you as cypress-lined lanes open onto a widening view of soft, cultivated hills. The trail climbs from Cignano hill, drops toward the Arbia river, and threads through oak and holm oak where birds call and the undergrowth rustles like a companion urging you on.
Verified experiences and guided adventures in the surrounding area.
Operated by Centro di Turismo Equestre Borgo Cignano · Siena, Tuscany
You saddle up on a cool Tuscan morning, the horse shifting beneath you as cypress-lined lanes open onto a widening view of soft, cultivated hills. The trail climbs from Cignano hill, drops toward the Arbia river, and threads through oak and holm oak where birds call and the undergrowth rustles like a companion urging you on.
This route threads centuries of history — the Dievole estate dates to 1090 — across a landscape shaped by volcanic peaks like Monte Amiata and sedimentary valleys like Val d'Orcia. Vineyards sit on terraces cut into clay and limestone; old farm tracks double as bridleways. Siena’s medieval culture and Chianti’s winemaking traditions are part of the ride: you follow routes used for trade and farming long before tourism arrived.
Culturally, the day pairs rural equestrian rhythms with sommelier-led tastings: expect Chianti Classico and local IGT labels explained alongside simple, regional lunch on the Arbia banks.
Practical edge: this is a full-day, guided ride suited to riders of all levels—walks and easy trots dominate, with short uphill sections and river crossings that demand balanced riding. Wear ankle-support boots, layered clothing for changing light, and bring sun protection, a refillable water bottle, and a light daypack. Helmets are typically provided; let the operator know rider height and weight at booking for proper tack fit. Start early to catch cooler temperatures and clearer views, and allow time after tasting for a relaxed return to Siena or nearby lodgings.
No—this experience is advertised as suitable for all fitness levels; guides keep pace conservative with walking and short trots for less experienced riders.
Yes—lunch with drinks and a Chianti Classico tasting at Dievole are included in the itinerary.
Most operators supply helmets and standard tack; confirm when booking and provide rider measurements so equipment can be prepared.
You can get a full refund if you cancel at least 24 hours before departure; check the operator’s policy for weather or minimum-participant cancellations.
Centro di Turismo Equestre Borgo Cignano operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You saddle up on a cool Tuscan morning, the horse shifting beneath you as cypress-lined lanes open onto a widening view of soft, cultivated hills. The trail climbs from Cignano hill, drops toward the Arbia river, and threads through oak and holm oak where birds call and the undergrowth rustles like a companion urging you on.
You saddle up on a cool Tuscan morning, the horse shifting beneath you as cypress-lined lanes open onto a widening view of soft, cultivated hills. The trail climbs from Cignano hill, drops toward the Arbia river, and threads through oak and holm oak where birds call and the undergrowth rustles like a companion urging you on.
This route threads centuries of history — the Dievole estate dates to 1090 — across a landscape shaped by volcanic peaks like Monte Amiata and sedimentary valleys like Val d'Orcia. Vineyards sit on terraces cut into clay and limestone; old farm tracks double as bridleways. Siena’s medieval culture and Chianti’s winemaking traditions are part of the ride: you follow routes used for trade and farming long before tourism arrived.
Culturally, the day pairs rural equestrian rhythms with sommelier-led tastings: expect Chianti Classico and local IGT labels explained alongside simple, regional lunch on the Arbia banks.
Practical edge: this is a full-day, guided ride suited to riders of all levels—walks and easy trots dominate, with short uphill sections and river crossings that demand balanced riding. Wear ankle-support boots, layered clothing for changing light, and bring sun protection, a refillable water bottle, and a light daypack. Helmets are typically provided; let the operator know rider height and weight at booking for proper tack fit. Start early to catch cooler temperatures and clearer views, and allow time after tasting for a relaxed return to Siena or nearby lodgings.