Horseback Riding in Tuscan Chianti Hills: Vineyard Trails

Vineyards, woodlands and Tuscan hill views from the saddle

Horseback riding through the Tuscan countryside starts at a historic riding school in the Chianti Hills, where a local equestrian guide prepares you and a small group before setting out on a scenic route. You ride past vineyards, native woodlands and olive groves for 60 minutes, moving at a relaxed pace suited to novice and intermediate riders. The full experience, including stable briefing and grooming time, runs 90 minutes.

The experience

You arrive at an authentic riding school surrounded by rolling hills, where the horses are already saddled and waiting. A local equestrian guide meets your small group and walks you through the basics (how to mount, hold the reins, and apply commands to walk and halt), so you feel confident before you leave the stable. Whether this is your first time on horseback or you've ridden before, the guide sizes up the group and sets a pace that works for everyone.

The route winds through the Chianti landscape at a walk, passing vineyards on one side and native woodlands on the other, with olive groves stretching across the hillsides. You ride for 60 minutes, long enough to settle into the rhythm and take in the views without strain. The saddle gives you a vantage point for the sweeping Tuscan hills that you'd miss from the ground, and the guide points out the land as you go.

You'll need long sleeves, leggings or jodhpurs, and closed-toe shoes with non-slip soles. A helmet is provided. Several departure times run throughout the day (morning, early afternoon and late afternoon), so you can fit this around the rest of your itinerary. Pickup and dropoff are available as an add-on if you don't have your own transport to the school.

What’s included

• Local guide in English or Italian.
• stable briefing and grooming time.
• 60 minutes of guided riding.
• helmet.
• pickup and dropoff (available on select departure times).

Options for this experience

6 options

Morning tour at 9:30 AMGuide in English or Italian · 09:30Timetable: Morning tour

Afternoon tour at 3:00 PMGuide in English or Italian · Available from 16 Nov · 15:00Available in winter, from November 16 through March 31 of the following year.

Afternoon tour at 4:00 PMGuide in English or Italian · 16:00Available in summer, from April 1 through November 15.

See 3 more options

11:00 AM TourGuide in English or Italian · 11:00The noon tour is offered all year round.

Winter tour with pickup at 2:30 PMGuide in English or Italian · Available from 16 Nov · 14:30Winter tour with pick-up: pick-up in front of Hotel Minerva, at Via Giuseppe Garibaldi 72, 53100, SI. Pickup is included.

Summer tour with pickup at 3:30 PMGuide in English or Italian · 15:30Summer tour with pick-up: pick-up in front of Hotel Minerva, at Via Giuseppe Garibaldi 72, 53100, SI. Pickup is included.

You pick the guide language when booking.

You'll see the exact price of each option when you check availability.See dates and prices

Before you book

Days and timesEvery day6 departure times: the first at 09:30, the last at 16:00

Book up to10h before

AgesAdult (14 and older) · Under 14: can't be booked

GroupUp to 8

Live guideEnglish and Italian

Meeting point and pickupHotel pickup is optional; you can also go straight to the meeting point. Ends back at the starting point.You can choose from 3 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated today

Good to know

Low physical effortPublic transport nearbyNot recommended during pregnancyNot recommended with heart problemsNot recommended with back problems

Operated by myTour in Italy

Is this one for you?The 90-minute format fits a free afternoon or a break between other activities, and the multiple daily departures (morning, early afternoon and late afternoon) let you choose the time that works with the rest of your day. Small groups keep the pace relaxed and the experience personal, so you're not rushed through the landscape.

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Top questions

What languages is the tour guided in?

Live guide in English and Italian.

Can I do this horseback riding if I've never ridden before?

Yes. The tour is designed for novice and intermediate riders, and the guide gives you a full briefing at the stable before you mount, covering how to hold the reins and apply basic commands. You need to be able to mount and dismount unassisted and follow the guide's instructions, but no prior experience is required.

How much time do I actually spend in the saddle?

You ride for 60 minutes. The full 90-minute experience includes the stable briefing, grooming time with the horse, and the ride itself, so plan for about an hour and a half from arrival to return.

What is the riding school like, and where exactly is it?

The riding school is an authentic historic facility set in the Chianti Hills, surrounded by rolling countryside. It's the starting point for all rides, and the horses are groomed and ready when you arrive.

What happens if I'm not comfortable on the horse once we start?

The guide leads a small group and sets a relaxed pace suited to all skill levels in the group. If you need to stop or adjust, let the guide know. The route is designed to be gentle and scenic, not demanding.

Do I need to bring anything, or is there a dress code?

Wear a long-sleeved top, leggings or jodhpurs, and closed-toe shoes with non-slip soles. A helmet is provided. Closed-toe shoes are essential for safety, and the long sleeves and leg coverage protect you from brush and sun.