The Racing weekend

Tuscany · Italy

The Experience

Four days in the saddle, riding fast through the heart of Tuscany.

4 Days · 3 Nights
8–11 April 2027
6–8 Guests
Advanced Riders Only
Hosted by Sabaya & Selvaggia
Full Board Included
€2,520 per person all included

ITINERARY - 3 DAYS
Day 1: Fabbriche and Lucignano
Breakfast at the castle followed by a 10:30 departure from the stables with a stop for a picnic or wine tasting. The afternoon is spent exploring the medieval village of Lucignano with a coffee break at a local bar before returning to the castle.
About 4 hours riding.
Day 2: Modanella and Rigomagno
Enjoy breakfast at the castle before departing around 10:00. Ride through the scenic hills, visiting Modanella’s Castle and the medieval village of Rigomagno, with a delightful picnic along the way. Afternoon: Return to the castle for a relaxing end to the day.
About 4 hours riding.
Day 3: Calcione Estate
The day begins with a 2-hour morning ride around the estate, featuring opportunities for galloping through picturesque spots, followed by a delightful midday lunch back at the castle, and concludes with heartfelt farewells and departure in the afternoon.
The Calcione Estate is located in the heart of Tuscany, 40mn car ride from Siena.
How to get there:
Flight to Florence. Car ride from the airport to the Estate about 1h20mn.
Transfers can be arranged upon request.
Cost per person:
From £2,000 per person
A 50% deposit is asked upon reservation
Included:
- Accommodation for 3 nights
- All Meals (Breakfast, lunch, & dinner)
- Drinks
- Horses and Tack
- Guide
- Wine Tasting
- Partial Insurance with Federazione Filetrec Ante.
Not Included:
- Transfer from the Airport to the Estate (Can be arranged)
Private groups available upon request.

Four days of fast riding through the Tuscan countryside, hosted by two racing jockeys.

Join Selvaggia, a Palio jockey, and Sabaya, a flat-racing jockey, for an intimate riding weekend at Castello del Calcione.

Designed for advanced riders who love the thrill of speed, the experience takes you across open countryside, along the white tracks used to train racehorses and through the forests and rolling hills of Tuscany.

Between rides, enjoy long lunches at local farmhouses, wine tastings, aperitivi and evenings around the table at the castle.

Meet Your Hosts

Two riders, two racing disciplines, and a shared passion for horses and speed.

Selvaggia is a Palio jockey, deeply rooted in the traditions of Italian horse racing, particularly the historic Palio di Siena, while Sabaya is a flat-racing jockey with a shared passion for galloping, speed and the thrill of riding at pace.

Together, they are inviting a small group of experienced riders to spend four days at Selvaggia's family estate, Castello del Calcione, discovering the surrounding countryside on horseback, exploring training tracks and sharing their love of racing.

The weekend combines the excitement of riding - at speed - with the pleasures of Tuscan life, from long days in the saddle to good wine, local food and evenings at the castle.

THE CASTLE

At the heart of the estate stands Castello del Calcione, a centuries-old family castle surrounded by more than 1,300 acres of woodland, rolling hills and lakes.

The castle retains the atmosphere of a true family home, with individually designed bedrooms, elegant reception rooms and gardens providing the setting for the weekend.

After hours in the saddle, return for an aperitivo at the castle bar before gathering for a four-course dinner accompanied by local wines.

The estate currently offers six en-suite bedrooms, with single and shared accommodation available.

THE HORSES

Horses have always been part of life at Calcione.

The estate is home predominantly to Thoroughbreds and Anglo-Arabs, known for their speed, stamina and endurance. Historically bred in connection with the Palio di Siena, these horses are central to the estate's equestrian heritage.

The surrounding countryside offers a network of white roads, forest trails and open stretches where riders can enjoy longer canters and gallops, subject to conditions.

The weekend also includes the opportunity to ride on a circular training track used by a local racing stable, with an optional visit to the 1.8 km Vescona race track in the Crete Senesi.

This experience is reserved for advanced riders, confident handling forward-going horses and riding at speed.

THE ITINERARY

Day 1: Welcome to Calcione

Arrive at Castello del Calcione in the afternoon, with check-in available from 3pm.
Once everyone has arrived, head to the stables around 4–5pm to meet the horses and find your mount for the weekend.
The evening begins with an aperitivo at Calcione's bar, followed by a four-course welcome dinner at the castle.
Day 2: The Racing Tracks

After breakfast, saddle up for your first full day in the Tuscan countryside, following the white roads used to train horses for the Palio.
Along the way, stop at a local jockey's stable for the opportunity to ride on its circular training track — a first taste of the racing traditions of the region.
Continue to a local farmhouse for lunch before spending the afternoon riding through the forests surrounding Calcione.
Return to the castle around 4pm for an aperitivo and dinner.
Day 3: Vineyards or the Vescona Race Track

A choice of two riding experiences for the day.
Option 1 · Wine & Lucignano
After breakfast, set off for a full-day ride through the countryside, stopping at a local winery for wine tasting and lunch.
Continue through the medieval village of Lucignano before riding back to Calcione.
Option 2 · Vescona Race Track
For those wanting another day focused on speed, head into the Crete Senesi to ride at the Vescona race track, a 1.8 km stretch set within the rolling Tuscan landscape.
Horses are transported by trailer and guests travel by car. Enjoy a picnic along the way before returning to Calcione.
Additional €150 per person.
Both options return to the castle around 4pm, followed by an aperitivo and dinner.
Day 4: One Last Ride

Enjoy breakfast before heading out for a final morning ride through the Calcione estate, or opt for a bareback riding lesson in the arena.
Return to the castle for lunch before checking out and departing.