Tuscan Chianti Hills Horseback Riding Tour
Siena, Italy
- 1 hour 30 minutes (approx.)
- Pickup offered
- Mobile ticket
- Offered in: English
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Overview
Avoid the challenge of navigating Tuscany’s rural roads and finding hidden countryside trails on your own with a guided horseback ride from Siena. This gentle journey carries you through rolling hills, vineyards, and olive groves, reaching quiet landscapes that cars can’t access. Ride at a relaxed pace while taking in the region’s natural beauty and rural charm without any planning or navigation stress.
- Horseback riding tour through Tuscan hills and villages
- Ride a horse that is suited to your ability and confidence
- Follow your guide along horseback-riding trails used by ancient peoples
What's Included
- Local guide
- Use of helmet
- Pickup and dropoff (Only if selected)
- 60 minutes riding time
- Stable briefing & grooming time
- Food and drinks
- Gratuities
Meeting and Pickup
You can head directly to the meeting point, or request pickup
What To Expect
Depart from the center of Siena and head out for the range—that is, the hills of Tuscany. First, hop in a comfortable minivan and go to the stables to meet your horse. After a brief safety talk, put on your riding hat and hop on the saddle. Do a quick practice riding session in a riding arena and when you're comfortable on your gentle horse, set off for the rustic Tuscan countryside.
Start out riding at a leisurely pace, following your guide, as you trot long secluded road and then into verdant forests. Follow trails that zigzag through the countryside and go through ancient rustic villages. Marvel at the countryside, which includes a patchwork of quilt-style landscapes, as well as villa-crowned hills and ancient villages made up of terracotta-roofed houses. Some of these trails are used as part of the Via Francigena, a centuries-old pilgrimage route that stretches from Canterbury in England all the way to Rome.
While the riding tour is more for novice or intermediate riders, more advanced riders are given the chance to trot or canter through stretches of the countryside. Head back to the stables. Help groom and unsaddle your horse and then get in the minivan for the short drive back to your hotel in central Siena.
Start out riding at a leisurely pace, following your guide, as you trot long secluded road and then into verdant forests. Follow trails that zigzag through the countryside and go through ancient rustic villages. Marvel at the countryside, which includes a patchwork of quilt-style landscapes, as well as villa-crowned hills and ancient villages made up of terracotta-roofed houses. Some of these trails are used as part of the Via Francigena, a centuries-old pilgrimage route that stretches from Canterbury in England all the way to Rome.
While the riding tour is more for novice or intermediate riders, more advanced riders are given the chance to trot or canter through stretches of the countryside. Head back to the stables. Help groom and unsaddle your horse and then get in the minivan for the short drive back to your hotel in central Siena.
1
Strada Statale 222 Chiantigiana
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Not recommended for travelers with back problems
- Not recommended for pregnant travelers
- No heart problems or other serious medical conditions
- Most travelers can participate
- Minimum age is 14 years old
- This tour is aimed at novice and intermediate level riders who are capable of mounting and dismounting unassisted, and who can apply basic commands with the reins to walk and halt
- Suitable clothing required: long-sleeved top, leggings or jodhpurs, and closed-toe shoes with non-slip soles
- This tour requires a minimum of 2 passengers
- This tour/activity will have a maximum of 15 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Pul_A
Our guide Aldo was great. Very safe and fun guided experience. Nice Tuscan countryside scenery passing hills and wheat fields.
Reviews
4.0
based on 61 reviews
Tessa_C, Oct 2025
Wonderful homely experience, nice staff, accommodating to your level of experience and knowledgeable about their horses. Always felt safe and secure on the route.
Response from Host, Oct 2025
Dear Customer,
Thank you for sharing your feedback with us!
We’re delighted to hear that you enjoyed the homely atmosphere and the knowledgeable staff and that you felt safe and comfortable throughout the ride.We would be thrilled to welcome you on another tour in the future!
Best regards,
My Tour In Italy
Pul_A, Jun 2025
Our guide Aldo was great. Very safe and fun guided experience. Nice Tuscan countryside scenery passing hills and wheat fields.
Response from Host, Jun 2025
Dear Customer,
Thank you for sharing your feedback with us!
We’re delighted to hear that Aldo provided a safe and enjoyable guided experience. It’s wonderful that you enjoyed the beautiful Tuscany countryside scenery during your tour.
We hope to welcome you again soon!
Best regards,
My Tour In Italy.
christian_m, Feb 2025
it is in the middle of no where i had to hitch hike and take a bus . the bus takes you to a spot 30 minutes away by walking. good horse back riding! fun and nice
Response from Host, Feb 2025
Dear Customer,
Thank you for your feedback.
We're glad you enjoyed the horseback riding experience.
We understand that the location may feel a bit remote, but we have chosen this spot to offer a quiet and comfortable environment for our customers.
Additionally, due to regulations, farms cannot be built near the city center, which is why the experience takes place in a more peaceful and natural setting.
We appreciate your understanding and hope to welcome you again.
Best regards,
My Tour in Italy team.
Noha_S, Nov 2024
Everything was perfect.. we really enjoyed the ride and the view of the fields.. duration was also perfect
Response from Host, Nov 2024
Dear Customer,
Thank you for your kind feedback.
We're so happy to hear that you had a perfect experience and enjoyed the ride and the beautiful views of the fields.
It's great to know the duration was just right for you, too.
We truly appreciate you sharing your thoughts, and we hope to welcome you back for another wonderful experience in the future.
Best regards,
My Tour in Italy team.
Merideth_W, Oct 2024
I had the most wonderful time on this trail ride. I found myself alone in Siena and needed to find something to do. I am so thankful I found this equestrian center. My guide was so friendly and the horses were well kept and well trained. I would highly recommend this experience to anyone!
Response from Host, Nov 2024
Dear Customer,
Thank you so much for your kind words.
We're so happy to hear that you had a wonderful time on the trail ride, and that it was the perfect way to spend your time in Siena.
It’s great to know that your guide was friendly and that the horses were well cared for.
We truly appreciate your recommendation, and we hope to welcome you back for another memorable experience in the future!
Best regards,
My Tour in Italy team.
Parveen_A, Jul 2024
The guide Aladdin was fantastic however the address given is not correct. The taxi from Siena cost me 40 euros to get there and the driver could not find it. After making 2 calls for me as I don't speak Italian and driving to 2 different centres he eventually found it. There was nobody there to greet me and no-body spoke English until the guide Aladdin showed up. Great tour but no Chianti Hills or vineyards seen. No transport back to Siena so the Equestrian Centre had to give me a lift back costing another 20 euros so in total 135 euros for the tour. I raised it with Viator but they insist the address is correct despite another reviewer saying the same. Poor customer service.
Response from Host, Jul 2024
Dear Customer,
Thank you for sharing your feedback, and we’re very sorry to hear about the challenges you faced with the address and transportation.
We understand how frustrating it must have been to incur additional costs and to have difficulty finding the location.
We’re glad to hear that you enjoyed the tour itself and that Aladdin provided a fantastic experience. However, we apologize for the lack of clear communication and the issues with the address.
We will follow up with our customer service team to address your concerns about the additional costs and to ensure that similar issues are prevented.
Thank you for your patience and for bringing this to our attention.
If you need any further assistance, please let us know.
Best regards,
My Tour in Italy team.
Nicola_C, Jul 2024
Calm well kept horses, friendly guide and beautiful scenery. Remote location so car is preferable. Definitely wear long pants as trails have overhanging branches that you can brush up against.
Response from Host, Jul 2024
Dear Customer,
Thank you for your feedback!
We’re pleased to hear that you enjoyed the calm, well-kept horses, the friendly guide, and the beautiful scenery.
We appreciate the tip about wearing long pants due to the overhanging branches on the trails.
Your advice will be helpful for future guests.
Thanks for sharing your experience, and we hope to see you on another adventure soon!
Best regards,
My Tour in Italy team.
Jennifer_S, Jun 2024
The guide and horses were great! Very relaxing tour. Iam an experienced rider but my husband not. They were very considerate of him. Horses very calm.
Response from Host, Jun 2024
Dear Customer,
Thank you for taking your time and sharing your feedback.
Happy to know about your relaxing experience.
Looking forward to have you in our other tours again, to give you more experiences like this.
Best regards,
My Tour in Italy team.
Edward_H, Jun 2024
Great ride and friendly staffs.
Would love them to have option for longer ride or other horse related activities
Response from Host, Jun 2024
Dear Customer,
Thank you for appreciating our staff's work, we are glad that they provided you an enjoyable experience.
We will take note of your suggestion about having an option for longer ride, in order to provide our customers more enjoyable experiences like this one.
Looking forward to welcoming you back in our upcoming tours in the near future.
Best regards,
My Tour in Italy team.
Veronika_S, Jun 2024
Phenomenal experience. Enjoyed every second. They match horse to rider experience. Beautiful scenery. Slow walk up to a gallop is speed level. Great guide!
Response from Host, Jun 2024
Dear customer,
Thank you for taking your time and sharing the feedback with us.
We are glad to hear all this good words about your phenomenal experience.
Thank you for choosing us to experience this tour. Hope to have you again in our upcoming tours in the future, in order to give you another experience like this.
Best regards,
My Tour in Italy team.
Dylan_G, Jun 2024
Our riding experience was awesome, the horses were calm and sweet souls. Our guide from Gambia was so kind and made us feel very comfortable.
Would highly recommend this trail ride. :)
Response from Host, Jun 2024
Dear Customer,
Thank you for sharing your feedback with us.
Happy to know that you enjoyed the tour and had an awesome riding experience.
It's our pleasure to make customers happy and give them a good service, so they can never forget the experience they had with us.
Our customers are our priority, and we always look up to giving them a good time in the tour.
Looking forward to having you again in our upcoming tours in the near future.
Best regards,
My Tour in Italy team.
Lisa_D, May 2024
Sadly, I must give this a poor review. It was advertised as a 2.5 hour ride in part through vineyards of the Tuscan countryside. It started one hour late and lasted less than 60 minutes. The guide was a very nice gentleman but was unable to take responsibility for the late start and short ride. Additionally, we did not see one vineyard. We are familiar with trail riding but the two novice women in our group who were enthusiastic but not confident/ comfortable with their horses definitely put a damper on an already below par ride. The horses were very calm and well behaved and easy to ride. After much back-and-forth through Viator chat and email, I received an unsatisfactory partial refund.
Lillian_S, Apr 2024
The guide was wonderful, everyone on the team was very kind. My fiancé and I had a great time, and we rode with one other couple. It was the first time my finance had ever rode and the guide was very helpful in teaching us certain techniques.
Response from Host, Apr 2024
Dear customer,
Thank you for taking your time and sharing the feedback with us.
We are glad to hear all this good words about your enjoyable experience.
Thank you for appreciating our team's work.
Hope to have you again in our upcoming tours in the future, in order to give you another experience like this.
Best regards,
My Tour in Italy team.
Santiago_F, Jan 2024
Bad, old and poorly groomed horses eventhough we advised the organiser firm the beginning that we were experienced riders.
Great guide.
Beautiful countryside.
Response from Host, Jan 2024
Dear Customer,
Thank you for sharing your experience with us, and we sincerely apologize for any disappointment you faced during your horseback riding adventure. We appreciate your positive comments about our guide and the beautiful countryside. However, we're genuinely sorry to hear that the horses didn't meet your expectations. Our staff always does their best to provide our customers the best experiences, and in this case we are sorry to know that you didn't have the experience you expected with the horses. Hope to have you again in our upcoming tours in the near future, in order to give you a better experience next time, hoping we will get a full star rate by showing you our service improvements.
Best regards,
My Tour in Italy team.
Kelly_L, Oct 2023
We absolutely LOVED this experience! It was beautiful and our kids had the best time riding horses. Our guide was so fun, friendly and helpful. He was always making sure everyone was ok and that we were all safe. It was definitely a highlight of our Italy trip! This is a must!
Response from Host, Oct 2023
Dear Customer,
Thank you for sharing your feedback with us. Happy to know that you enjoyed the tour and had a fantastic time on the tour. It's our pleasure to make customer happy and give them a good service, so they can never forget the experience they had with us. Our customers are our priority, and we always look up to giving them a good time in the tour. Looking forward to having you again in our upcoming tours in the near future.
Best regards,
My Tour in Italy team.
Jean_L, Sep 2023
I received an email from Viator that canceled my appointment for Monday September 4th. It asked me if I wanted to reschedule using an updated credit card as the original card did not go through. Of course I wanted to re register for the same day. So I quickly filled out the new payment information so that we could go on Monday the 4th as originally planned.
I erroneously assumed that they were offering me Monday again. The new reservation unfortunately turned out to be on Saturday the 2nd shortly after I received the email that my original was canceled. So I was billed $165 for something I was unable to make as I was still in Florence.
Response from Host, Sep 2023
Dear Customer,
Thank you for sharing the feedback and letting us know what happened. The reservation you are assuming that you booked didn't go through our system and no reservation was under your name. We are sorry for this, but there must have been an system error while booking. We made the new reservation on Monday again, as you requested. We are sorry that you are unsatisfied from what happened.
Best regards,
My Tour in Italy team.
Molly_F, Aug 2023
Such a fun excursion!! Definitely book. There’s tons of horses for you to look at while you wait to start. The horses are pretty trained so if you’ve never ridden a horse before you’ll be fine. We also did this tour in July and it really wasn’t too hot. A lot of the trail is in the shade! Book it!
Response from Host, Aug 2023
Dear Customer,
Thank you for taking your time and sharing your feedback. Happy to know about your fun experience. Thank you for recommending the tour to other customers too. Looking forward to have you in our other tours again, to give you more experiences like this.
Best regards,
My Tour in Italy team.
Heather_R, Jul 2023
Horses were perfect trail horses, they were obedient and safe! For those who had bad experiences, I can understand how you may have been uncomfortable. If you traveled to Italy and had only drove a car a couple of times, would you rent a car and drive in Rome?? This is ultimately no different. If you don't know how to ride, you probably shouldn't be doing an excursion via horseback. Take a few lessons before you leave home (with an English trainer), at least get some basics and have some balance, and then you can safely enjoy a horseback riding excursions. The horses were great, Aladdin kept a close eye on us to make sure we were doing ok, and my husband and I had a great time. Highly recommend if you enjoy horseback riding.
Response from Host, Jul 2023
Dear customer,
Thank you for taking your time and sharing the feedback with us. We are glad to hear all this good words about your enjoyable experience. Thank you for choosing us to experience this tour. Hope to have you again in our upcoming tours in the future, in order to give you another experience like this.
Best regards,
My Tour in Italy team.
James_C, Jul 2023
We had a fantastic experience in the Chianti hills. Our guide was professional and cares for her horses well. The stables and setting were beautiful. Our ride was relaxed on very gentle horses that have been well trained and the trail was quiet, varied with green landscape and forest coverage. We were given time to enjoy and go at our own pace. We saw vines and the medieval town of Monteriggioni in the distance. It was a very enjoyable experience for our journey in Chianti, Siena. We would recommend even for beginners. Thank you.
Response from Host, Jul 2023
Dear Customer,
Thank you for the feedback about your fantastic experience in our tour. Happy to hear that you have liked our guides job and that they have made it easy for you in this tour. Thank you for recommending this tour at other people. It was a pleasure to have you on our tour. Hope to see you again in our other tours in the future.
Best regards,
My Tour in Italy team.
Julie_S, Jun 2023
Our guide was very kind however it is not only ten min from Siena. Difficult to get a taxi will drive there. When we arrived no one was expecting us and it was very disorganized. After 45 min someone put us on three horses and went for a beautiful ride. No waivers to sign. We literally could have shown up without paying and did a ride. It’s basically just someone’s home. However it was beautiful countryside and our guide was very nice.
Response from Host, Jul 2023
Dear customer,
We feel really sorry to know that you didn't have the experience you expected on the tour with our team. In this instance, we want to thank you for sharing your experience with us and for letting us know what happened, so we can have the possibility to improve our services.
We are glad to hear that you have liked the guide's job. As per the transport issue, to reach at the meeting point, by taxi is the only way. This tour has always functioned like this, so the customers has to get in the meeting point by taxi or car. We are so sorry for the 45 minutes delay. This tour needs almost 30-40 minutes to make all the things needed for the tour ready and be well-prepared, in order the tour will go smoothly, without any problem. Hope to see you again in another tour of ours, so you can get a better experience and in this way we can show to you the improve of our services.
Best regards,
My Tour in Italy team.
Alex_M, Jun 2023
Not a bad horse ride, but if you’re after a life changing experience lower your expectations. Place was rough around the edges, horses weren’t great for learners and were also very underweight. I’m an experienced rider and did enjoy the ride but we had a group of 10+ and some were complete beginners and found the ride/the horse’s behaviour scary at times. They shouldn’t really have had a group that big.
Sharon_L, Nov 2022
We booked six excursions through Viator for our seven day trip to Italy. This was our least favorite of them. A guy picked us up at the meet spot and he didn’t speak any English and we rode in his car for 30 minutes and arrived a the horse “ranch”- I guess you would call it? Our guide on the tour also did not speak much English or at least she didn’t speak much to us. Neither my husband nor I had ridden horses since childhood and there wasn’t much of an orientation or training so it was a bit scary. One of the guys working there saw me struggling and walked over and explained how to hold the reins. If you are used to horses I’m sure it’s fine. Everyone was very nice but there was no tour/explanation or pointing anything out about what we were seeing. It was just a ride through the estate on horseback. The views were pretty.
Amy_M, Oct 2022
Unfortunately this experience was very underwhelming. I am a very experienced horseback rider and with that said there was a total lack of safety and instruction for those on the ride who had never been on a horse before. The guide did not show them how to position their feet so their feet would not slide through the stirrups or how to steer etc. The horses were fine overall but pulling the girls off out of the group to eat grass and then trotting off to catch up to the herd. This understandably had some of the girls quite frazzled and nervous. Additionally the guide barley talked the entire time. Was hoping for someone who would at least bother to educate a little bit about the area we were riding through. Sadly would not recommend.
Mae_A, Aug 2022
Tour was great, beautiful country. The barn was clean the staff was pleasant. Our guide Aladdin was a lot of fun!!
Annie_S, Jul 2022
Beautiful country side, horses were in great condition and very trustworthy. One had breathing troubles whilst we were out, the guide reassured us that the horse was ok, and did ring back to the yard in concern but they subsided pretty quickly. Wish we could have had more than an hour!
Dawn_P, Jun 2022
The scenery on the ride was amazing. The horses were beautiful. We felt safe always. The guides were fun and personable. ( Hint: GPS will take you to the wrong house. - the entrance is just before the wrong street between two stony columns that has a narrow entrance - easy to miss!).
Response from Host, Jun 2022
Dear Customer,
We appreciate you for choosing us and taking this tour with us.
It is so nice to know that our team helped you to have a wonderful journey.
Will be our pleasure to have you back again in the future.
Best Regards
My Tour
Raymond_J, Mar 2022
Wonderful way to view the grape and olive vineyards and to learn about the local culture. Great experience!
Response from Host, Mar 2022
Dear customer, thank you for your positive feedback. We appreciate it! We're glad to hear from you that you spent such a lovely time with our staff here in Tuscany!
Madison_D, Mar 2022
Our guide Musa was so nice and patient with us as we were beginners without a lot of experience. There was a slight language barrier. Overall, the ride was a lot of fun and the horses had so much personality!
Response from Host, Mar 2022
Dear Madison, thank you for your feedback. We're so happy to hear from you that you spent such a funny experience! Hope to see you again all around Italy for another experience together!
Jodi_L, Feb 2022
The countryside was beautiful and the people were very nice. I only wish it had been longer. They adjusted to each individual person’s skill level.
Response from Host, Mar 2022
Dear Jodi, thank you for your positive feedback, we are glad to hear from you that you enjoyed this amazing experience! Hope to see you again all around Italy!
Kelsey_M, Oct 2021
It was me and two other girls. As soon as we got there it was very strange because no one came to greet us or give us any instructions. Lucky I have been riding horses for a long time, but even with the experience I have I was nervous the whole time. The horses were doing what they wanted to do and our guide didn’t tell us a lot about how to control the horse. Because of this one of the girls fell off because the horse jumped over a hill. After this happened we continued on even though the horses were then scared and honestly we were too. When we got back our guide never said goodbye or even sorry to the girl that fell. We just had to stand there and wait for the driver. In my opinion this was a very dangerous situation that should have never happened. I know you can not always control what a horse does, but give more instructions and don’t give a new rider a jumping horse.
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