Horseback Riding & Wine Tour in Chianti | Under The Tuscan Sun Tours

Castle · Florence

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.

Duration6–8 hours
LocationFlorence, Florence
OperatorUnder The Tuscan Sun Tours
Price shownCheck dates

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.

  1. 01
    Wear comfortable footwear

    Sturdy shoes are recommended for the horseback riding portion to ensure safety and comfort.

    essential
  2. 02
    Bring sun protection

    Sunscreen, hats, and sunglasses are advised for daytime outdoor activities under the Tuscan sun.

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  3. 03
    Stay hydrated

    Carry water to stay refreshed during the outdoor segments of the tour.

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  4. 04
    Book in advance

    Secure your spot early, especially during peak seasons, as these private tours fill quickly.

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DifficultyModerate
Duration6–8 hours
FitnessParticipants should be comfortable on horseback for at least an hour and able to walk on uneven terrain.
Technical skillsNone

Recommended gear

What to bring.

01

Sun protection

A hat and sunscreen help protect against strong Tuscan sun during outdoor activities.

summerEssential
02

Comfortable clothing

Layered, comfortable clothing suited for outdoor activity ensures a pleasant experience regardless of weather.

allEssential
03

Sunglasses

Protect your eyes from glare and sun while touring the vineyard and countryside.

summer
04

Water bottle

Staying hydrated is key, especially in the warm Tuscan sun.

allEssential

Local insights

Context for the journey.

Hidden gems

Nearby secrets

Villa Ferraioli, a vintage wine estate off the beaten path, Secret viewpoints overlooking the Chianti valley

Wildlife

Local fauna

Common sightings of kestrels and wild boar

History

Historic heritage

Chianti’s vineyards have been cultivated since the 13th century, shaping the region’s legendary wine reputation.

Conservation

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.

Under The Tuscan Sun Tours

Horseback Riding & Wine Tour in Chianti | Under The Tuscan Sun Tours

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