Ride through olive groves and vineyard rows to the stone-framed views of San Gimignano, then sit down to a four-course Tuscan lunch with local wines. Perfect for beginners and lovers of slow, sensory travel.
Ride through olive groves and vineyard rows to the stone-framed views of San Gimignano, then sit down to a four-course Tuscan lunch with local wines. Perfect for beginners and lovers of slow, sensory travel.
Book with Star Florence
Book directly with Star Florence for the best rates and real-time scheduling.
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Operated by Star Florence · San Gimignano, Tuscany
You can feel the slope before you see it: a ribbon of dirt track cutting between vines, the breeze carrying thyme and olive oil, and the stone towers of San Gimignano rising on the horizon.
easy.
4–5 hours.
Suitable for most fitness levels; you should be comfortable sitting for an hour and walking short uneven trails.
No — the tour includes a short lesson and is suitable for beginners; guides keep the pace steady and choose routes based on rider ability.
The guided loop is about 4–6 km over rolling terrain with cumulative climbs around 100–200 m; mostly walking with brief trots for capable riders.
Yes — return transportation from Florence to the winery is included in the tour price; check pickup points and times when booking.
Yes — inform the operator at booking about allergies or intolerances so the kitchen can adjust the four-course lunch where possible.
San Gimignano’s towers grew in the Middle Ages as merchant families competed for status; surrounding farmland has supplied its markets for centuries.
The winery practices active vineyard management to reduce erosion on slopes and encourages low-impact horseback routes to protect soil and vine roots.
Star Florence operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Star Florence
Book directly with Star Florence for the best rates and real-time scheduling.
Reserve Now