Italy · Wine & Beer

Tuscany Landscapes, Castels & Chianti Wine District

6 Hours Round trip from San Casciano In Val di Pesa Easy pace

The journey

Trip highlights
  • 01 Scenic drive through the Tuscan countryside from Florence
  • 02 Visit Greve in Chianti and the medieval hamlet of Montefioralle
  • 03 Admire panoramic views of rolling hills, vineyards, and olive groves
  • 04 Learn the stories and traditions behind Chianti Classico and the Black Rooster
  • 05 Explore a historic villa and its ancient wine cellars in San Casciano
  • 06 Enjoy a tasting of 3 top Chianti Classico wines
  • 07 Savor a typical Tuscan meal made with organic ingredients from the estate
  • 08 Taste extra-virgin olive oil and learn how to recognize the genuine one

Discover the beauty, flavors, and traditions of Chianti on a scenic journey through the Tuscan countryside. This experience combines rolling hills, vineyards, olive groves, medieval villages, and a historic villa for a well-rounded introduction to one of Italy’s most celebrated wine regions.

Travel from Florence along the ancient Cassia Vetus road and explore Greve in Chianti and the hilltop hamlet of Montefioralle, with time to admire panoramic views and hear stories linked to the famous Black Rooster of Chianti Classico. At a historic estate in San Casciano, visit the gardens and medieval cellars, learn about wine and olive oil production, and enjoy a typical Tuscan meal paired with three Chianti Classico wines and extra-virgin olive oil tasting.

Discover the beauty, flavors, and traditions of Chianti on a scenic journey through the Tuscan countryside.

From the itinerary

At a glance

What this trip includes

Duration 6 Hours
Tour type Shared
Activity level Easy
Accommodation Not included
Transport Included
Wheelchair access No
Cities Florence, Chianti
Languages English

Day by day

The itinerary

1
Day 01

Be driven along the picturesque Tuscan countryside and enjoy a TOP quality Chianti Classico wine tasting; reach amazing panorama spots and visit a medieval hamlet and an amazing villa with historic cellar.

An exciting tour dedicated to wine lovers who want to find out what is special about the Chianti district and what its secrets are!

Starting from the center of Florence you will reach the heart of Chianti with private English speaking driver, along the ancient roman road “Cassia Vetus” surrounded by rolling hills with breathtaking views, vineyards and olive groves.

You will visit the medieval village of Greve in Chianti, that gave birth to Giovanni da Verrazzano, the Florentine traveler who discovered in the 15th century the Hudson Bay; you will have a stroll in the narrow roads of the superb stoned hilltop hamlet of Montefioralle, perfectly preserved from the 12th century.

You will have the chance of admire breath taking panorama spots while your guide/driver will tell you anecdotes and secrets related to the “Black Rooster”, the emblem of the Chianti Classico.

Arrived in San Casciano you will visit a splendid historic villa of the XV century, still the home of one of the most ancient noble Florentine families. You will visit the garden of the villa and the ancient medieval cellars where, still nowaday, prestigious original oak barrel are used for aging the wine produced in the estate. You will have also the chance to learn all the secrets of olive oil, and how recognize the genuine one.

You will end your experience with your typical Tuscan meal in the private estate, made with organic ingredients grown in the property enjoying a wine paring of 3 top Chianti Classico wines and an extravergin olive oil tasting.

The route

Where you'll travel

Tour route map
Round trip from San Casciano In Val di Pesa 2 cities · 6 Hours

The fine print

Trip details

What's Included

  • Private transport
  • Professional wine guide
  • Typical Tuscan  meal
  • Tasting of 3 top Chianti Classico wines
  • Extra-virgin olive oil tasting

What's Not Included

  • TIP OR GRATUITY

Know before you go

  • STROLLER OR PRAM ACCESSIBLE
  • INFANT SEATS AVAILABLE
  • Not wheelchair accessible
  • Please advise if you have any dietary restrictions
  • Hotel / apartment pick up available on request
  • Please arrive at the meeting point 10 minutes before the starting time of the tour

Logistics

Meeting & route

Meeting point
San Casciano In Val di Pesa, IT
Tour start
San Casciano In Val di Pesa, IT
Tour ends at the same location as the start point.
End of the journey

Your 6 hours finish where they began, in San Casciano In Val di Pesa.

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