Italy’s Tuscany Inn to Inn Ride
B&B
All meals included
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:
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)
See the video HERE!
Download more info on the 6 night ride HERE!
Download more info on the 7 night ride HERE!
Itinerary
Both 7-night and 6-night options feature natural, locally sourced Tuscan cuisine prepared by local farmers and estate owners.
Option A: 7-Night Itinerary
Day 1 (Sun) - Arrival:
Arrive in Tuscany in the afternoon. Check-in at Sovana Hotel for briefing, dinner, and overnight stay.
Day 2 (Mon) - Sorano to Proceno: Ride along the Lente river past Castel'Ottieri fortress. Enjoy a picnic lunch and afternoon trail rides through Tuscany's green hills. Overnight at Proceno Castle.
Day 3 (Tue) - Proceno to Lake Mezzano: Cross the Stidolone river and Montorio property to Vitozza. Explore its ancient Etruscan necropolis, Romanesque church ruins, and 200+ historical caves. Continue riding through the enigmatic Lamone forest. Dinner and overnight at a Lake Mezzano agriturismo.
Day 4 (Wed) - Selva del Lamone to Vulci: Ride to the Etruscan-Roman ruins of Castro for lunch. Follow the historic Path of the Brigands along the Etruscan road through Prince Torlonia's estate, passing the "Ponte del Diavolo" bridge to Vulci Park. Dinner and overnight at an agriturismo.
Day 5 (Thu) - Vulci Park: Morning ride through Vulci's archaeological park and Etruscan tombs. Lunch at the park restaurant. Afternoon free for trail riding, resting, or visiting the Etruscan Museum. Dinner and overnight at an agriturismo.
Day 6 (Fri) - Vulci to Selva del Lamone: Ride along the Fiora river near Monte Calvo, spotting Maremma bulls and wild horses. Cross San Pietro bridge for a riverside lunch, then continue toward Selva del Lamone via Via Cava Di Castro. Dinner and overnight in a Tuscan cottage.
Day 7 (Sat) - Selva del Lamone to Sorano: Cross Mezzano estate to Vitozza for lunch. Ride along the Lente river past the "Città del Tufo" park and below perched Sorano. Return to Sovana Hotel for a farewell dinner.
Day 8 (Sun) - Departure: Breakfast followed by airport or train station transfer.
*Indicative itinerary subject to change.
Option B: 6-Night Itinerary
Day 1 (Sun): Arrival
Arrive at Sovana Hotel; guide meeting & ride presentation.
Day 2 (Mon): Sovana to Proceno (~25 km)
Ride from the "Città del Tufo" Etruscan park to Castell’Ottieri for lunch at its medieval fortress. Continue through San Giovanni delle Contee to Proceno, crossing into Lazio. Dinner & night in a Proceno agriturismo.
Day 3 (Tue): Proceno to Radicofani (~30 km)
Ride north into Tuscany (Siena province) through rolling Sienese hills. Enjoy a scenic trail picnic with views of the Radicofani fortress, then cross Celle sul Rigo to reach Radicofani. Dinner & night in a local agriturismo.
Day 4 (Wed): Radicofani Loop
10 AM departure for a morning ridge ride offering Val d'Orcia views. Restaurant lunch, followed by a short ride back to Radicofani. Spend the afternoon exploring the village/fortress or relaxing by the pool. Dinner & night in Radicofani.
Day 5 (Thu): Radicofani to Proceno (~30 km)
Descend back to Proceno via a new ridge trail with views of Castell'Azzara and the ancient Via Cassia route. Dinner & night in Proceno.
Day 6 (Fri): Proceno to Sovana (~25 km)
Ride toward San Quirico via Prato Lungo. Picnic at Vitozza, an Etruscan necropolis with over 200 cave dwellings. Descend into a canyon, crossing the cool Lente River multiple times before returning to the equestrian center. Dinner & night at Sovana Hotel.
Day 7 (Sat): Departure
Trip ends after breakfast.
Note: Indicative itinerary; subject to change if necessary.
What's 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
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 week
Reviews
Holly G.
Out of five riding vacations, my ride through Tuscany was the best week of my life—I’m already considering doing it again! Unforgettable moments included dining on homemade pasta and homegrown wine with a three-generation family near Proceno, local shopkeepers and goat farmers sharing incredible food and wine, riding through cobblestone streets to warm local smiles, and taking post-lunch naps under the trees. The thrilling itinerary had us riding to a new town every day, culminating in a ride up to a hilltop fortress by dark. Everything was extraordinary: the guides, horses, food, wine, scenery, and accommodations. You simply must experience it!
Liz D.
The week was fabulous and well worth the money! Host Duska, his horse Gionic (who I loved riding), and his entire team provided great hospitality and made it a blast. Stacey’s support was much appreciated, and I’m actively recommending this and other Active Riding trips to everyone I meet.
Megan N.
Unreal and phenomenal. Despite lost luggage in Rome, Stacey jumped in to help, and the group kindly waited for me in Tuscany. From there, it was pure bliss. Guides Duska and his brother Luan were kind, attentive, and organized. Riding in a small luxury group of three, we covered incredible terrain on athletic, well-trained horses—my horse Ombra was fantastic. The accommodations were places typical tourists never get to see. I’m already looking to book my next ride!
Jennifer J.
After following Active Riding for years, my first trip was an absolute dream. Duska took exceptional care of both us and his horses, making the entire week seamless. The riding was beautiful, the horses were loved and well-cared for, and the food and lodging were top-notch. We would love to go back!
Peggy C.
An amazing, unforgettable trip! Guide Duska was fantastic (and patient with my shenanigans), the food was wonderful, and the horses were perfect. Accommodations were lovely, including one spot with a thermal-heated pool filled each evening. Word of warning: come prepared to spend an average of 6 to 7 hours a day in the saddle!
Patricia R.
A wonderful experience. Duska and his team were amazing, and the scenery, horses, accommodations, and food were spectacular. Tip for future riders: make sure you can handle trotting and cantering for long stretches across 6+ hours in the saddle a day, and consider bringing a seat saver.
Lisa K.
Great ride, beautiful country, good horses, super guide, nice accommodations, good food, and excellent attention from Stacey.
Deb B.
An unforgettable experience. The places we stayed were rustic, rural, very comfortable, and included a wonderful castle stay in a small village. The days were long, but finishing with great meals and wine made it completely worth it. Special thanks to our helpful guide and the hilarious ranch hands who took fantastic care of us and the horses.
Vanessa W.
Another bucket-list trip checked off! Tuscany was breathtakingly beautiful, delicious, and physically challenging in a way that made me feel alive.
From $3,025 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.
