Adventure brief
Private VIP - HORSE BACK RIDING & WINE TOUR IN CHIANTI
Discover the rugged beauty of Chianti on horseback, then indulge in premium wines and local delicacies. A private VIP day that blends outdoor adventure with culinary excellence awaits you in Tuscany’s iconic countryside.
In the heart of Tuscany, just a short distance from Florence, lies a region renowned for its rolling vineyards, medieval castles, and timeless charm. Under The Tuscan Sun Tours offers a standout experience: a full-day adventure immersing visitors in Chianti’s rich landscape and culinary heritage. The journey begins with a guided horseback ride through lush vineyards, olive groves, and scenic hills that frame the Tuscan countryside.
As the horses trot along winding paths, riders are treated to sweeping views of historic castles and quaint hamlets, capturing the area’s essence of rural elegance. Following the ride, guests are led to a renowned local wine school for tastings of Chianti Classico, rich olive oils, and aged balsamic vinegars—each sip and bite telling a story of centuries-old traditions. The day includes a traditional Tuscan lunch, where fresh, regional ingredients are the star, perfectly complementing the wines and oils sampled throughout the day.
This experience stands out not only because of its combination of outdoor adventure and culinary discovery but also due to the intimate, VIP nature of the private tour—allowing a personalized journey through one of Italy’s most iconic regions. The well-curated outings provide an authentic taste of Tuscany’s countryside, making it ideal for travelers seeking both adventure and a genuine connection to local culture. Under The Tuscan Sun Tours has carved out a niche for those eager to see and taste Tuscany beyond the typical tourist trails.
Their carefully crafted trips make use of the area's lesser-known gems, ensuring visitors leave with lasting memories and a deeper appreciation for this historic landscape.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Wear comfortable footwearessential
Sturdy shoes are recommended for the horseback riding portion to ensure safety and comfort.
- 02Bring sun protectioninfo
Sunscreen, hats, and sunglasses are advised for daytime outdoor activities under the Tuscan sun.
- 03Stay hydratedinfo
Carry water to stay refreshed during the outdoor segments of the tour.
- 04Book in advancewarning
Secure your spot early, especially during peak seasons, as these private tours fill quickly.
Recommended gear
What to bring.
Sun protection
A hat and sunscreen help protect against strong Tuscan sun during outdoor activities.
summerEssentialComfortable clothing
Layered, comfortable clothing suited for outdoor activity ensures a pleasant experience regardless of weather.
allEssentialSunglasses
Protect your eyes from glare and sun while touring the vineyard and countryside.
summerWater bottle
Staying hydrated is key, especially in the warm Tuscan sun.
allEssentialLocal insights
Context for the journey.
Nearby secrets
Villa Ferraioli, a vintage wine estate off the beaten path, Secret viewpoints overlooking the Chianti valley
Local fauna
Common sightings of kestrels and wild boar
Historic heritage
Chianti’s vineyards have been cultivated since the 13th century, shaping the region’s legendary wine reputation.
Mindful exploration
The area emphasizes sustainable viticulture and farming to preserve its heritage and landscape.
Photography tips
Capture the moments
- Viewpoints
- Top of Montefioralle hill, Vineyard terraces at dawn
- Subjects
- Rolling hills and vineyards, Majestic castles and historic farms
- Best times
- Golden hour just before sunset, mid-morning when light is softer
Frequently asked questions
Before you go.
Is horseback riding suitable for beginners?
Yes, the tour is designed for all skill levels, with gentle horses and guidance provided.
How long is the horseback riding segment?
The riding portion lasts about an hour, suitable for most comfortable walkers.
Are vegetarian options available for lunch?
Yes, vegetarian and other dietary preferences can be accommodated with advance notice.
What should I wear?
Comfortable, weather-appropriate clothing and closed-toe shoes are recommended.
Is this activity accessible for children?
Children aged 8 and up are welcome, provided they are comfortable on horseback.
Am I able to bring souvenirs or bottles of wine home?
Yes, you can purchase additional bottles at the wine shop at the end of the tour.