Ride through Chianti’s vineyards and olive groves to the medieval towers of San Gimignano, then enjoy a light Tuscan lunch with a guided Chianti tasting. Ideal for first-time riders, this full-day trip pairs gentle trails with local food and panoramic views.
More ways to explore the area's outdoor wonders
A saddle creaks, hooves press into a sun-warmed track and Florence recedes into a patchwork of vineyards and olive groves. Riders set off at first light, following farm tracks and shaded lanes toward the crenellated skyline of San Gimignano—the town’s stone towers puncturing the horizon like markers for the route ahead.
Difficulty
easy
Duration
8 hours
Fitness Level
Suitable for people with basic mobility; you should be able to mount/dismount and walk short distances on uneven ground.
Wildlife
History
San Gimignano’s skyline of medieval towers reflects rival noble families from the 12th–14th centuries; the surrounding Chianti area has been farmed for centuries, shaping its terraces and vineyard culture.
Conservation
Rural estates emphasize responsible viticulture and limited-harvest practices; stick to provided paths, respect private farmland and avoid disturbing livestock to minimize impact.
Reserve your spot on the Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring closed-toe shoes
Sturdy, closed shoes with a small heel improve stability in the stirrups and protect feet on farm tracks.
Hydrate and carry a refillable bottle
Eight-hour day with sun exposure makes a reusable water bottle and electrolyte snacks useful.
Sun and dust protection
Sunglasses, a bandana or buff and SPF will protect against glare and dust on open trail sections.
Carry small cash
Bring euros for gelato, souvenirs, or additional winery purchases not covered by the tour.
Closed-toe riding or hiking shoes
Provide foot protection and a safer fit in stirrups on farm tracks.
Light layers (windbreaker and long-sleeve shirt)
Mornings can be cool; breathable layers handle sun and breeze during the ride.
spring
Reusable water bottle
Keeps you hydrated during transfer, ride and winery stops.
summer
Sunscreen and sunglasses
Protects against high sun exposure across open vineyards and hilltops.
summer