Spend a day riding gentle horses through Chianti vineyards, explore San Gimignano’s medieval towers, and cap it with a farmhouse lunch and guided wine tasting. This small-group tour blends easy riding with cultural stops and local flavors.
More ways to explore the area's outdoor wonders
A slow morning light falls across gravel tracks as riders mount gentle geldings and push off from a farmhouse drive. The horses know the rhythm of the fields; they step through vineyard rows and olive groves, nudging riders toward low ridgelines where the Tuscan plain opens into towered medieval silhouettes.
Difficulty
easy
Duration
8 hours
Fitness Level
Suitable for people in reasonable health who can walk short distances and sit in a saddle for about an hour; no special fitness training required.
Wildlife
History
San Gimignano’s iconic towers reflect medieval civic rivalry and prosperity; the Chianti wine landscape has roots in Etruscan terraces later refined by medieval monasteries and local farmsteads.
Conservation
Stick to established tracks through vineyards and farms, respect private agricultural land, and support local producers to help sustain traditional farming practices and water-sensitive landscapes.
Reserve your spot on the Horseback Riding with Wine Tour from Florence today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Wear stable footwear
Closed-toe shoes or short riding boots provide better control in the stirrups and protect feet on farm trails.
Stay hydrated
Carry at least 1 liter of water in a small daypack—summer sun and vineyard exposure can be intense.
Protect from the sun
Bring broad-brim hat, sunglasses, and SPF 30+ sunscreen; Tuscany’s open slopes offer little shade during midday.
Tell guides about limitations
Disclose any back, heart, or pregnancy concerns when booking—this tour is not recommended for those conditions.
Closed-toe shoes or paddock boots
Provide grip in stirrups and protect feet on uneven farm tracks.
Light daypack with 1L water
Keeps water, sunscreen, and personal items accessible during the ride and winery visit.
summer
Sun hat and sunglasses
Protects from strong midday sun on exposed vineyard slopes.
summer
Light rain shell or windbreaker
Useful for sudden showers or chilly mornings typical of shoulder seasons.
spring