San Gimignano and Siena Tour

Private Driver & Private Guide included!
 

Private Transportation

Pick-up & Drop-off at your hotel

In Florence & surroundings

Skip-the-line tickets

Professional Guides

Duration about 8 hours

+ 1h for lunch

Family Friendly price!​

San Gimignano & Siena Tour

If you’re traveling through Italy, Tuscany is a must, and no visit to the region is complete without exploring Siena and San Gimignano, two of its most beautiful and historically rich towns.

Our San Gimignano & Siena Tour is a carefully designed private experience, offering comfort, flexibility, and depth. With a private driver and a professional guide, you’ll explore these iconic destinations at a relaxed pace, without the stress of logistics or crowded group tours.

Sights included in your San Gimignano and Siena Tour

Siena walking Tour

San Gimignano walking tour

Tuscan Countryside Drive

Included in the Price:

1. Siena – A Journey into Medieval Tuscany

Your Siena Tour begins with pick-up at your hotel, followed by a scenic drive through the rolling Tuscan countryside, dotted with vineyards and olive groves that produce some of Italy’s finest wines.

Upon arrival in Siena, you’ll meet your private local guide and begin a comprehensive guided tour of the city.

Despite its relatively small size, Siena is one of Italy’s most fascinating towns. Its entire historic center is a UNESCO World Heritage Site, and the city has preserved its medieval character like few others. Siena’s history, traditions, and rivalries are still deeply felt today.

2. Piazza del Campo & the Palio

At the heart of your Siena Tour is Piazza del Campo, one of the most famous and beautiful squares in Europe.

This shell-shaped piazza is the stage for the Palio di Siena, the legendary horse race held twice a year, on July 2nd and August 16th. During the Palio, Siena’s historic neighborhoods, known as contrade, compete in a fiercely passionate race that represents centuries of rivalry, pride, and tradition.

Your guide will explain how the Palio works, the rituals behind it, and why it remains such an emotional event for the people of Siena. As you explore the surrounding streets, you’ll discover charming corners, smaller piazzas, and lively areas where locals gather to enjoy food, wine, and conversation.

3. Siena Cathedral (Duomo)

Your Siena Tour also includes a guided visit to the Duomo di Siena, one of the most important and visually striking Gothic cathedrals in Italy.

Inside and out, the cathedral is a masterpiece of art and symbolism. Your guide will reveal the secrets behind its architecture, elaborate marble decoration, and rich artistic program, helping you understand the ambition and devotion that shaped this extraordinary monument.

After the visit, you’ll have time for a lunch break, with the chance to follow your guide’s recommendations for traditional Sienese cuisine. Don’t miss local specialties such as pici with wild boar ragù, ribollita, or the famous panforte.

4.San Gimignano – The Town of Towers

In the afternoon, you’ll continue your journey with a drive to San Gimignano, another highlight of this Tuscan day.

Once a wealthy and fiercely independent medieval town, San Gimignano reached its peak during the Middle Ages. Powerful aristocratic families competed for prestige by building tall stone towers, which still dominate the skyline today and give the town its unmistakable silhouette.

During your guided walk, you’ll explore narrow alleys, charming squares, and panoramic viewpoints overlooking the Tuscan countryside. Your guide will explain the political rivalries of medieval Tuscany, the social meaning of the towers, and the traditions that shaped the town’s history.

San Gimignano is also famous for its wine and food culture, including the renowned Vernaccia di San Gimignano. The town offers wonderful photo opportunities and unforgettable views, perfect for capturing the essence of Tuscany.

Before leaving, take time to relax in one of San Gimignano’s picturesque squares and enjoy a spritz or a glass of local wine, the perfect way to end your San Gimignano & Siena Tour.

This Siena Tour combined with San Gimignano offers a complete introduction to medieval Tuscany, blending history, art, landscapes, and local traditions into one unforgettable day.

The order of the towns visited may vary for logistical reasons.

Why Choose our San Gimignano & Siena Tour?

Iconic Tuscan Towns & Rolling Landscapes

Discover the timeless beauty of Siena and San Gimignano, two of Tuscany’s most iconic towns, surrounded by rolling hills, vineyards, and unforgettable countryside views.

Expert, Private Guides

Enjoy guided visits led by a professional private guide, who will introduce you to the history, art, and traditions of medieval Tuscany, bringing each town to life through engaging stories and local insight.

Scenic Drives & Relaxed Pace

Travel comfortably through the Tuscan countryside, enjoying panoramic views and a carefully paced itinerary that balances guided visits with free time to explore and relax.

Private Transportation & Total Comfort

Move effortlessly between Siena and San Gimignano with private transportation included throughout the tour, ensuring comfort, flexibility, and a smooth, stress-free experience.

San Gimignano & Siena Tour Itinerary

Book Your San Gimignano & Siena Tour Today

Experience the heart of Tuscany with our San Gimignano & Siena Tour, a private day trip designed for travelers who want to discover historic towns, rolling landscapes, and medieval charm at a relaxed pace.

Explore the unique character of Siena and San Gimignano, two of Tuscany’s most iconic towns. Walk through medieval streets and elegant piazzas, admire panoramic views over the countryside, and enjoy free time to explore, shop, or relax while your guide shares insights into the history, traditions, and culture of Tuscany.

Book your San Gimignano & Siena Tour and enjoy the perfect blend of history, landscapes, and Italian lifestyle, comfortably and at your own pace.

IMPORTANT INFO!

- You MUST bring an ID, a passport or a driver’s license to enter the sights.

- Our standard San Gimignano and Siena Tour starts from Florence, but we can also arrange the pick-up and the drop-off in another town (the price might change)

Included in the Price:

Tour Price

San Gimignano and Siena Tour

1299 pricing for 1 person
  • Private Transportation
  • Pick-up & Drop-off at your hotel
  • Skip-the-line tickets
  • Professional Guides

99€

for additional adult

49€

for additional kid

Contact Us!
If you want more info or to design a tailored tour!

Send us a message using the form below, contact us via WhatsApp or call us at +39 376 165 1457

BOOK NOW!
Through the booking calendar

San Gimignano and Siena Tour

1.200,00 

Category:
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