Tuscany Inn to Inn Short Break Special Departure
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.
Overview
Trip Details
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:
7N/8D Dates: April 12-19, May 3-10, May 17-24, June 7-14, Sept. 6-13, Sept. 20-27
7N/8D Rates: $2,970.00 USD or 2475€ per person in a shared room ($445.00 USD or 385€ Single Supplement)
6N/7D Dates: March 29-april 4, April 5-11, May 10-16, June 21-27, June 28-July 4, July 5-11, Sept. 13-19, Oct. 18-25, Oct. 25-31
6N/7D Rates: $2,630.00 USD or 2190€ per person in a shared room ($365.00 USD or 330€ Single Supplement)
(A 4N/3D option is also available on the following dates: March 6-10, March 13-17, March 20-24, April 24-28, June 15-19. Oct. 2-6, Nov. 6-10, Nov. 13-17, Nov. 20-24. The rate is $1,785.00 USD or 1485€ per person in a shared room, Single supplement of $330.00 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: $3,305.00 USD or 2,650€ per person in a shared room ($475.00 USD or 385€ Single Supplement)
6N/7D Dates: March 28-April 3, April 4-10, May 2-8, 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: $2,970.00 USD or 2,380€ per person in a shared room ($410.00 USD or 330€ Single Supplement)
Itinerary
Day 1 (Sunday): Arrival
Arrive at the Sovana Hotel in Tuscany. Enjoy an aperitif, a trail briefing, and a traditional dinner featuring fresh ingredients produced by local farmers.
Day 2 (Monday): Sorano to Proceno Castle
Ride along the Lente River to the medieval Caste Ottieri for a scenic lunch. In the afternoon, traverse peaceful hills and forests to reach your overnight stay at Casel Proceno.
Day 3 (Tuesday): Proceno to Lake Mezzano
Cross the Stidolone River to Vitozza to explore an Etruscan necropolis, a Roman church, and 200 ancient caves. Continue through the mysterious Lamone Forest to sleep at a B&B by Lake Mezzano.
Day 4 (Wednesday): Selva del Lamone to Vulci
Discover Castro's Etruscan-Roman ruins before riding the ancient Etruscan path and the "outlaw way" of a 19th-century bandit. Cross a Roman "devil's bridge" to reach Vulci's Park, overnighting at the "Cascine" hotel.
Day 5 (Thursday): The Park of Vulci
Explore the archaeological wonders and Etruscan tombs of Vulci's Park on horseback. Enjoy a premium lunch in the park followed by a free afternoon to visit the museum or relax in the peaceful surroundings.
Day 6 (Friday): Vulci to Selva del Lamone
Follow the Fiora River to Romitori, an ancient monastic site, for a mystical lunch setting. Ride through diverse fields and trails to Farnese, overnighting at Frà Viaco’s guesthouse.
Day 7 (Saturday): Selva del Lamone to Sorano
Enjoy an active morning ride through the Mezzano estate to Vitozza for lunch. Follow the Lente River past the “Città del Tufo” archaeological park, leave the horses at Caggio’s farm, and spend the final night at Castel Serano.
Day 8 (Sunday): Departure
Enjoy a final breakfast before your independent transfer to the airport or train station.
Tuscany Inn-to-Inn Trail Summary (7 Days / 6 Nights)
Day 1 (Sunday): Arrival
Arrive in the evening at the Sovana Hotel to meet your guide, enjoy dinner, and receive a presentation about the upcoming ride.
Day 2 (Monday): "Città del Tufo" to La Franciola
Start near the birthplace of Etruscan civilization, riding past the villages of Castell’ottieri and S. Giovanni Delle Contee. Follow a riverbed to the "La Franciola" agroturismo, enjoying views of medieval Proceno over a glass of wine.
Day 3 (Tuesday): Radicofani
Ride across volcanic clay hills characteristic of the Siena landscape, passing Celle Sul Rigo. Enjoy a hearty lunch en route before arriving at the perched village of Radicofani for dinner and an overnight hotel stay.
Day 4 (Wednesday): Orca Valley & Radicofani Castle
Ride through the Orca Valley, enjoying a hilltop picnic with views of the Radicofani fortress. Spend the afternoon exploring the medieval castle, climbing to the top, and wandering the authentic stone streets.
Day 5 (Thursday): The Ancient Cassia Road
Take a new route back to "La Franciola" across vast, sweeping hills. Ride along the ancient and modern Cassia roads (the historic route between Florence and Rome) with plenty of opportunities for nice canters.
Day 6 (Friday): Vitozza & Sorano
Ride to S. Quirico and Prato Lungo, having lunch near the ancient caves and ruins of Vitozza. Hand-lead your horse down narrow trails, then ride a riverbed to the cliffside village of Sorano. Walk up an impressive volcanic "tufo" road while your horse climbs freely, finishing the week with a farewell dinner at an agriturismo.
Day 7 (Saturday): Departure
Enjoy breakfast before your independent departure to the airport or train station.
What's Included
- 5 nights accommodation 4 days riding
- Horse and all tack
- Guiding services
- All meals Drinks during meals
- Luggage transfers
- All local taxes
What's 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 ride



Reviews
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.
From $2,125 per person
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FAQ's
What is included in the tour price?
Tour prices typically include accommodation, guided activities, transportation during the trip, and some meals. Exact inclusions may vary depending on the itinerary.
Can I customize my itinerary?
Yes. Most of our trips can be tailored to match your interests, schedule, and travel style. Just let us know your preferences and we’ll help design the perfect adventure.
Do I need travel insurance?
Yes, we strongly recommend travel insurance that covers medical emergencies, trip cancellations, and adventure activities.
How many people are in a tour group?
Group sizes are usually small to ensure a more personal and immersive experience. The exact number may vary depending on the expedition.
