Ride Overview
In the heart of Tuscany; a colorful region between mountains, valleys, hills and forests, you will discover the ridges of the Sienna Mountains or “Sienna’s costum” which were, until the year 1800, the border between the great duchy of Tuscany and the Papal State.
This active ride takes riders through some of the most pristine and lovely parts of Tuscany. The paths and trails are scenic and around every bend is a new village situated on the hillside, or a panoramic view of the rolling hills dotted with the noble Cypress trees.
End each day with a flavorful meal from fresh ingredients while sipping a glass of your favorite Chianti or Pinot Grigio.
***Note: This program has two itineraries both of which are exceptional. One is a 7 night/6 day ride and moves south in direction. The other is a 6 night/5 day ride and heads north into Siena.
2026 Dates/Rates:
6N/7D Dates: Oct. 18-25, Oct. 25-31
6N/7D Rates: $2,738.00 USD or 2190€ per person in a shared room ($415.00 USD or 330€ Single Supplement)
(A 4N/3D option is also available on the following dates: Oct. 2-6, Nov. 6-10, Nov. 13-17, Nov. 20-24. The rate is $1,856.00 USD or 1485€ per person in a shared room, Single supplement of $344.00 USD or 275€)
* * * * *
2027 Dates/Rates:
7N/8D Dates: April 25-May 2, May 23-30, June 6-13, June 20-27, Sept. 12-19, Sept. 26-Oct. 3
7N/8D Rates: $3,369.00 USD or 2,695€ per person in a shared room ($530.00 USD or 424€ Single Supplement)
6N/7D Dates: March 28-April 3, April 4-10, May 30-June 5, June 13-19, June 27-July 3, Sept. 5-11, Sept. 19-25, Oct. 3-9, Oct. 10-16, Oct. 17-23
6N/7D Rates: $3,025.00 USD or 2,420€ per person in a shared room ($454.00 USD or 363€ Single Supplement)
Included
- 6 or 7 nights accommodation
- 5 or 6 days of riding
- Horse and all tack
- Guiding services on the trail rides
- All meals
- Drinks during meals
- Luggage transfers
- All local taxes
Not Included
- Airfare
- Travel insurance
- Drinks outside of meals, sodas, hot drinks
- Visits not outlined on the itinerary
- Transfers on the first and last night
- Gratuities for the team at the end of the week
Italy’s Tuscany Inn to Inn Itinerary - 7 Night
Day 1 - Sunday: Arrival
Arrival in the afternoon in Tuscany at the lodging at Sovana Hotel. Briefing, dinner, and night at the hotel.
Day 2 - Monday: Sorano - Proceno Castle
After breakfast, you will ride in the heart of Tuscany along the Lente river, from where you will discover the ancient medieval fortress of the sublime village of Castel'Ottieri, bearing the name of a very influential noble family in the Middle-Age. Picnic break where a memorable meal awaits you. In the afternoon you will enjoy the pleasure of long rides through the green hills of Tuscany, along magnificent paths. Overnight at Proceno Castle.
Day 3 - Tuesday: Proceno – Lake Mezzano
After crossing the Stidolone river, you reach Vitozza on horseback crossing the property of Montorio (Mussolini's nephew). Lunch break in the village. You discover Vitozza in all its glory. Former Etruscan necropolis, it also week equestrian trip in Tuscanyhouses the remains of a Romanesque church, an old fortress but also more than 200 caves which were inhabited until the beginning of the 19th century! In the afternoon, you continue the horseback ride to the Mezzano property to finish the stage in the mysterious and enigmatic forest of Lamone. Dinner and night in agriturismo (rural bed and breakfasts in Italy) by Lake Mezzano or in Selva del Lamone.
Day 4 - Wednesday: Selva del Lamone - Vulci
Discovery of the ruins of the Etruscan-Roman city of Castro where you will have a delicious lunch. During the afternoon, follow the old Etruscan road from Castro to Vulci from where you equestrian holiday in Tuscany. Take the famous path of the Brigands, as the famous Tiburzi once did! You cross on horseback the magnificent property of Torlonia belonging to the Prince of the same name. You will see a charming little castle typical of Tuscany with its Roman bridge "Ponte del Diavolo" before reaching the park of Vulci, a typical Etruscan archaeological site. Dinner and night in agriturismo.
Day 5 - Thursday: The Park of Vulci
Visit to Vulci’s Park. Departure on horseback to visit the archaeological park where you will discover the Etruscan tombs and a lot of other interesting wonders. First class lunch in the park’s restaurant. Free afternoon with several activities at your disposal: visit the Etruscan Museum, spend time in the park, or just horseback trail ride in Tuscany and rest in this peaceful area. Dinner and night in agriturismo.
Day 6 - Friday: Vulci - Selva del Lamone
Departure along the Fiora river on a very pretty trail south of Monte Calvo, where you can meet the superb Maremma bulls and wild horses. You cross the San Pietro bridge, next to the old Roman bridge, to have lunch by the river. In the afternoon, you continue toward Selva del Lamone following Via Cava Di Castro. Dinner and night in a very beautiful typical Tuscan cottage.
Day 7 - Saturday: Selva del Lamone – Sorano
You set off on horseback toward Vitozza, where a tasty lunch awaits you after crossing the Mezzano estate. In the afternoon, you ride along the Lente river where you can admire the famous “Città del Tufo” archaeological park. You pass just below the perched village of Sorano, another typical Tuscan village, to end your ride. Return to your first night accommodation. Farewell dinner.
Day 8 - Sunday: Departure
After breakfast, transfer to the airport or train station.
* Indicative itinerary: can be changed if necessary.
--
Italy’s Tuscany Inn to Inn Itinerary - 6 Night
Day 1 - Sunday:
Arrival in the evening before dinner, at the Sovana Hotel. Meeting with your guide and presentation of your ride.
Day 2 - Monday:
Short transfer to the horse riding center by car (1 km). Departure on horseback near the “Citta del Tufo” archaeological park, cradle of Etruscan civilization, towards the small town of Castell’Ottieri and its ancient medieval fortress where we stop for lunch. In the afternoon, we cross the small village of San Giovanni delle Contee on horseback before arriving at the medieval village of Proceno. Arriving in Proceno, we change region, from the Tuscany to the Lazio. Dinner and night in an agriturismo in Proceno.
Day 3 - Tuesday:
Departure after breakfast to the beautiful medieval village of Radicofani, and after 3-4 hours on horseback towards the North, we return again to Tuscany, in the Siena Province. A ride along the typical hills of the Sienese landscape. We stop along the trail to enjoy a hearty picnic with stunning views of the Tuscan countryside and the Radicofani fortress. We finally arrive on horseback in Radicofani after crossing the small village of Celle sul Rigo. Evening meal and night in an agriturismo in Radicofani.
Day 4 - Wednesday:
Departure of the horseback riding around 10am for a short morning loop around Radicofani which allows us to enjoy unique landscapes: we are very close to Val d'Orcia, the center of Sienese Tuscany along the ridges with the fortress of Radicofani as a landmark that we see up to 20 kms around. Lunch break in a restaurant. In the afternoon, short return on horseback to Radicofani. Visit the village and the fortress, then you can relax at the swimming pool in the agriturismo before dinner.
Day 5 - Thursday:
Back riding on Proceno by a completely different path. The whole descent is on one of the most beautiful ridges in Tuscany from where we see Celle sul Rigo to our left, Castell'Azzara and Proceno and then we continue on the road to ancient à cheval en ToscaneCassia. In the evening we return on horseback to the agriturismo of Proceno. Dinner and night.
Day 6 - Friday:
Departure of the ride toward San Quirico, passing through the small hamlet of Prato Lungo. Picnic break in Vitozza: an Etruscan necropolis next to San Quirico where more than 200 caves are to be visited. We are inside the archaeological park of Città del Tufo. In the afternoon, descent by a superb track in a canyon, to join the Lente river which we cross several times taking advantage of its freshness. We continue the ride to return quietly to the equestrian center. Dinner and night at the Sovana hotel.
Day 7 - Saturday:
End of the trip after breakfast.
* Indicative itinerary: can be changed if necessary.
Google Maps API Key is not set. You can add your Google Maps API Key under Customizer > Misc options panel. If you do not have one yet then create by clicking here.
Tuscany Inn to Inn Ride
Holly G.
I’ve now taken a total of five riding vacations and I still call my ride through Tuscany “the best week of my life.” I had such a fabulous time that I’m considering doing it again!
I’ll never forget dining with the three-generation family at their farmhouse just outside of Proceno and eating the Gradmother’s hand-made pasta….or tasting their very own wine made from the grapes of their very own vineyard….or that clip-clop sound of my horse’s hooves on the old cobblestone streets and the little old lady who was tending her garden looking up, smiling and saying “Bella, Bella!”….or encountering a sweet elderly man who proudly gave us an impromptu tour of the town’s centuries-old church that was every bit as beautiful as the churches I saw in Rome….or the time the local shop owner cut cheese and sausages and opened wine for us and refused to let us pay….or the unexpected finding of a goat farm where we tied our horses up and feasted on the best cheese I’ve ever tasted….or the breathtaking views of the Tuscan farmland and trees that I see in all the artwork here at home….or the dreams that went through my head of fixing up the old farmhouse ruins we rode by….or the naps under a tree after a lovely lunch and a glass of wine….or the excitement of looking up at a hilltop fortress and our guide telling us we’d be there by dark and lo and behold – we made it! And last but not least, the tears that went down my face on that last canter as I was so overwhelmed with the blessings of the week.
In short, it was the best adventure of my life. Riding to a different town every day was just thrilling. I can’t say enough about the guides, the horses, the food, the wine, the accommodations, the scenery. What an extraordinary way to soak up Tuscany. You simply must experience it!
Liz D
The week was fabulous!!! Duska and his horses and team were all great. I’d say we really got our money’s worth. The hospitality was great! All a lot of fun. I tried to spread the word about the trip and Active Riding to people I met on the plane coming back. I will let my horse friends know about this trip as well as the other trips you offer. Thank you so much for your support. Make sure that Duska hears how much “Liz” who rode Gionic loved the trip. All the best.
Megan N.
Unreal. Just phenomenal.
I had an unfortunate start when arriving in Rome, as my luggage was delayed and then lost, but Stacey jumped right in and helped me through my options. I was able to get it in time, and make it to Tuscany, where the group waited for me on the first night. From then on was pure bliss.
Duska and his brother Luan are so kind and friendly, as well highly organized, and attentive. The accommodations were incredible, as it felt like we got to stay places where typical tourists really don’t get to see or stay. The riding was incredible with such great terrain and scenery. The horses are highly athletic and very well trained. I loved my horse Ombra! I had zero issues the entire time. (All of mine happened with my luggage at the start).
Our group riding with Duska was just three of us, so it was quite a luxury. It must be a very different experience with a larger group.
I’m already looking to book my next one!
Jennifer J
I have been following Active Riding for years , and finally booked my first trip. I am hooked! This experience in Tuscany was amazing! The horses were loved and well cared for, the riding was beautiful, and the food and lodging was top notch. I can’t say enough wonderful things about Duska. He takes absolutely wonderful care of his horses, and provided an outstanding trip, with not one issue.
We would love to go back!
Peggy C.
First, Duska was a great guide, putting up with the shenanigans I pulled! Secondly, the ride itself was amazing. I feel it is fair to forewarn anyone taking it that it averages 6 to 7 hours a day in the saddle. So, come prepared for that!
The food was really wonderful and the horses were perfect for this type of a ride. Our accommodations were lovely for the most part and one even featured a swimming pool that he would fill in the evenings with thermal heated water. Such a great trip, memories for a lifetime!
Patricia R.
I had a wonderful time. Duska and his team were amazing. The scenery, horses, accommodations and food were spectacular.
If you are considering this trip please read the description. You need to be able to ride at least 6 hrs per day. You need to be able to trot and canter for long stretches. I would suggest that you consider bringing a seat saver for the saddles.
Lisa K.
Great ride, beautiful country, good horses, super guide, nice accommodations, good food, excellent attention from Stacey.
Deb B.
It was a great experience that I will never forget.
The places we stayed at were great. Very rural and rustic but very comfortable. Our days were long but finishing the day with a great meal and wine made it worth it. The small villages we stayed at were very interesting.
Everyone was nice and went above my exceptions. Staying at the castle was wonderful. Our guide was very nice and helpful. The ranch hands were so funny and took great care of the horses and us every day.
Vanessa W.
Another trip checked off my bucket list. Tuscany was breathtakingly beautiful. Physically challenging and delicious which made me feel alive.