Chianti and San Gimignano tour

An engaging private Tuscany tour

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Tour Details

Pick-up & drop off
Pick-up & drop off: Florence
Available
Available: All year round
Duration including driving time
Duration including driving time: 8 hours
Classification
Classification: Easy

Chianti ad San Gimignano tour is an unforgettable adventure into the authentic Italian soul. Experience the ultimate private Tuscany tour with an exclusive journey through the world-famous “Black Rooster” wine region and the iconic medieval skyline of San Gimignano. This full-day excursion is a perfect blend of high-end wine tasting, Renaissance history, and breathtaking landscapes, all from the comfort of your private luxury vehicle.

Greve in Chianti: The heart of the wine district

Our first stop is Greve in Chianti, the gateway to the Chianti Classico region. This charming market town has been the focal point of local trade for over a thousand years.

  • Piazza Matteotti: Explore the unique triangular main square, home to centuries-old porticos and the monument to Giovanni da Verrazzano, the famous explorer who discovered New York Harbor.
  • The Legacy of Explorers: Discover the nearby hamlet of Montefioralle, once home to the family of Amerigo Vespucci, and soak in the atmosphere of one of Italy’s most beautiful villages.
  • Gastronomy & Tradition: Greve is home to Macelleria Falorni, one of Italy’s oldest butcher shops. Here, you can sample the legendary Cinta Senese pork and local wild boar (cinghiale).

Tuscany Wine Experience: Chianti isn’t just about the world-famous Sangiovese grapes. The region is equally prized for its delicate Extra Virgin Olive Oil, black and white truffles, and “Super Tuscan” blends. As part of your Chianti and San Gimignano tour, we will visit a prestigious local estate for a professional cellar tour and wine tasting.

San Gimignano: The Medieval Manhattan

After enjoying the lush, undulating hills of Chianti, your private Tuscany tour continues to the UNESCO World Heritage site of San Gimignano. Rising 334 meters above the Elsa Valley, this fortified town is legendary for its 14 remaining medieval towers.

  • A City of Towers: Learn how wealthy families built these soaring towers in the 11th century as symbols of power and prestige.
  • Cultural Highlights: Visit the Duomo (Collegiate Church) to admire its stunning frescoes, or explore the Palazzo del Popolo. For those interested in the darker side of history, the Museum of Torture offers a fascinating look into the past.
  • Vernaccia di San Gimignano: While the region is famous for reds, San Gimignano is the home of Vernaccia, Italy’s first DOCG white wine. It’s the perfect refreshing sip while strolling through Piazza della Cisterna.
  • A Journey Through Time: Follow the path of the Via Francigena, the ancient pilgrimage route that brought wealth and art to this hilltop jewel during the Middle Ages.

Why choose our Chianti and San Gimignano tour?

Navigating the winding roads between Chianti and San Gimignano is best left to a professional. Our private service offers:

  • Bespoke Itinerary: Depending on winery availability, we can visit San Gimignano in the morning or afternoon—your schedule is our priority.
  • Luxury & Comfort: Travel in a premium Mercedes-Benz van with room for all your wine and local boutique purchases.
  • Door-to-Door Service: Skip the crowded shuttles. We pick you up and drop you off directly at your Florence hotel or apartment.

Included

  • Luxury private vehicle for the entire itinerary.
  • Professional English-speaking driver.

Not included

  • Meals and beverages.
  • Museum entrance tickets.

Optional

  • Professional walking guide

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