Tuscany Horseback Riding with Under The Tuscan Sun - Florence

Tuscany Horseback Riding with Under The Tuscan Sun

Florencemoderate

Difficulty

moderate

Duration

6–8 hours

Fitness Level

Participants should be in moderate physical condition, comfortable sitting and controlling a horse for multiple hours.

Overview

Ride through Tuscany’s iconic Chianti hills with Under The Tuscan Sun Tours. This full-day horseback experience pairs scenic landscapes with historic towns for an unforgettable outdoor adventure.

Details

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.

Adventure Tips

Wear sturdy closed-toe shoes

Riding boots or hiking shoes provide better grip and comfort in the stirrups.

Bring sun protection

A wide-brimmed hat and sunscreen are crucial for midday rides under open skies.

Stay hydrated

Carry a reusable water bottle to stay refreshed throughout the day’s ride.

Dress in layers

Morning and evening temperatures can vary, so layered clothing ensures comfort.

Local Insights

Hidden Gems

  • The secluded Monteriggioni Castle walls offer panoramic views off the route
  • Quiet backroads near Chianti farms reveal authentic rural life seldom seen by visitors

Wildlife

  • Red foxes occasionally spotted near forest edges
  • Rare birds such as hoopoes and kingfishers inhabit the area’s streams

History

Monteriggioni’s well-preserved medieval fortress dates back to the 13th century and played a key role in regional conflicts.

Conservation

The guides promote low-impact riding practices to protect trails and local flora, supporting sustainable tourism in Chianti.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour
early morning
late afternoon

Best Viewpoints

  • Hilltop near Monteriggioni overlooking vineyards
  • Along the wave-like rows of grapevines
  • Stone walls and towers of Siena city

What to Photograph

Horses in motion
Tuscan vineyard landscapes
Historic architecture

Recommended Gear

Riding gloves

Essential

Protect your hands and improve grip on the reins during the ride.

Sunscreen

Essential

Shield your skin from prolonged sun exposure on open trails.

spring|summer|fall specific

Light waterproof jacket

Stay dry and comfortable in case of rain or chilly winds.

spring|fall|winter specific

Binoculars

Ideal for spotting wildlife and enjoying distant vineyard views.

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