Do I need previous riding experience to join?

No prior experience is necessary, though basic familiarity with horses helps. Guides tailor the ride to all skill levels.

What should I wear for the ride?

Wear comfortable, long pants and closed-toe shoes suitable for riding, plus layered clothing depending on the season.

Are meals included during the tour?

The full-day trip includes stops where local Tuscan food and refreshments are provided or available to purchase.

Is the ride suitable for children?

Riders must meet a minimum age requirement and ability level—check with the tour operator for specific details.

What happens if the weather is bad?

Tours may be rescheduled or adapted during severe weather to ensure safety and enjoyment.

How large are the groups?

Groups are kept small to maintain personalized attention and minimize impact on the environment.

Tuscany Horseback Riding with Under The Tuscan Sun | Castle

Carving quiet paths through rolling hills and vineyards, Under The Tuscan Sun Tours delivers an immersive horseback riding experience in the heart of Tuscany’s Chianti region. Just south of Florence, riders mount their horses for a full-day journey that passes through a diverse landscape marked by gentle oaks, olive groves, and neat rows of verdant grapevines. This region, known for its wine production and rustic charm, reveals an untouched side when viewed from horseback—far from the busy tourist hubs.

Guided by seasoned equestrian professionals, the tour weaves through bucolic countryside with a pace and rhythm that invites connection with both nature and tradition. Along the way, riders encounter centuries-old farmhouses and quaint medieval towns like Siena and Monteriggioni, where stone walls and towers offer a palpable link to Tuscany’s rich medieval heritage. The local flora, dominated by cypress and chestnut trees, punctuates the scenery with seasonal shifts—spring’s fresh greens, summer’s golden fields, autumn’s warm tones, and the crisp clarity of winter light.

What sets Under The Tuscan Sun apart in this storied landscape is their hands-on, personal approach. The small group sizes and expert guides ensure not only safety but a detailed understanding of Tuscany’s natural environment and history as you ride. Their intimate knowledge fosters a deeply rewarding outdoor experience where riders gain more than just breathtaking views—they gain insight into how these lands have shaped local culture for centuries.

For visitors based in Florence, this horseback journey offers an active escape that reconnects travelers with Tuscany’s rural spirit through its lively pastures and historic towns. It’s a genuine way to experience one of Italy’s most treasured regions, perfectly suited to equestrians looking for a unique, authentic outdoor adventure.