Exclusive Siena and San Gimignano Tour & Chianti Wine Experience Discount Tickets

4.7
★★★★★ ★★★★★
Based on 30 reviews |
location pin icon Piazza del Duomo 8, Siena, Tuscany, 53100, Italy
location pin icon Siena
4.7 /5
30 reviews
View all Exclusive Siena and San Gimignano Tour & Chianti Wine Experience photos
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Exclusive Siena and San Gimignano Tour & Chianti Wine Experience
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Overview

Board a comfortable, fully-equipped GT coach and set off to discover the wonders of Tuscany. The first stop of this small group tour will be the magnificent city of Siena. Here, accompanied by a local guide, you’ll have the opportunity to stroll through the charming streets of the city, admiring the stunning Piazza del Campo and the impressive Siena Cathedral. No trip to Tuscany would be complete without a stop at a Chianti winery. Take a relaxing break during your tour and indulge in a tasting of some of the region's most iconic wines. Alongside the wine, you'll also enjoy a selection of delicious local products, allowing you to savor the authentic flavors of Tuscany. End your journey exploring San Gimignano, known for its 14 medieval towers and breathtaking views of the Tuscan countryside. Wander through its charming streets and piazzas, taking in its well-preserved architecture. A perfect blend of history, beauty, and wine, this tour offers an unforgettable taste of Tuscany!

Meeting and Pickup

Meeting point

TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

Language Offered

English-GUIDE

Itinerary

1. Siena
The adventure begins in Siena, a city celebrated for its medieval charm and rich cultural heritage. A local guide will take you through its narrow streets, unveiling centuries of history. Admire the iconic Piazza del Campo, one of Europe’s most renowned squares, famous for hosting the thrilling Palio horse race. Marvel at the stunning Siena Cathedral, a Gothic masterpiece adorned with intricate details, marble floors, and priceless works of art by masters like Michelangelo and Donatello. Experience the lively atmosphere of this historic city, a proud rival of Florence throughout history.
Duration: 180 mins
2. Piazza Salimbeni
Stroll through Piazza Salimbeni and admire the stunning architecture of the buildings surrounding the square. The iconic Palazzo Salimbeni stands as a symbol of the town’s financial history, offering a glimpse into Siena’s rich past while providing a peaceful and picturesque setting in the heart of the city.
Duration: 30 mins
3. Duomo di Siena
Follow your guide and admire from the outside the outstanding Duomo di Siena The Duomo di Siena, or Siena Cathedral, is one of the most remarkable examples of Italian Gothic architecture. Dedicated to the Virgin Mary, it was constructed between the 12th and 14th centuries and stands as a symbol of Siena’s rich history and artistic legacy.
Duration: 30 mins
4. Strada in Chianti
Continue your amazing journew with a visit to a traditional winery in the Chianti region, where you’ll indulge in a guided wine tasting experience. Savor the rich flavors of Chianti Classico and other local varietals, perfectly paired with regional delicacies like pecorino cheese, cured meats, and bruschetta. Learn the secrets of winemaking, from grapevine to glass, and embrace the traditions and passion that define this celebrated wine region.
Duration: 120 mins
5. San Gimignano
Next, travel through the idyllic Tuscan countryside to reach San Gimignano, a hilltop town often called the "Medieval Manhattan" for its iconic skyline of 14 ancient towers. Explore Piazza della Cisterna and Piazza del Duomo, stroll along charming streets lined with artisan shops, and admire the town’s remarkably preserved medieval architecture. The stunning views of vineyards and olive groves stretching out to the horizon will leave you spellbound, making San Gimignano an unforgettable highlight of your day.
Duration: 120 mins
6. Piazza Della Cisterna
Make your way to Piazza della Cisterna, the heart of San Gimignano’s historic center, and savor the internationally acclaimed, award-winning gelato from Gelateria Dondoli.
Duration: 30 mins
7. Collegiata di Santa Maria Assunta - Duomo di San Gimignano
Admire the Duomo of San Gimignano from the outside, with its impressive Romanesque facade and beautiful positioning in the heart of the town, offering a glimpse of its medieval charm and historical significance.
Duration: 30 mins
8. Rocca of Montestaffoli
Explore the Rocca di Montestaffoli, both from the outside and within, where you can appreciate its imposing structure and wander through its historic interior. From the top, enjoy breathtaking panoramic views of San Gimignano and the surrounding countryside, immersing yourself in the rich medieval heritage of the town.
Duration: 30 mins
9. Piazza del Campo
Visit one of the most significant squares in the city of Siena and let yourself be captivated by the imposing "Torre del Mangia". Built between 1338 and 1348, it was designed to match the height of the Siena Cathedral's bell tower, symbolizing the harmony between religious and civic authority in the city.
Duration: 60 mins

Inclusion

Expert English Only Tour Leader

Free time in San Gimignano

Roundtrip transportation by air-conditioned minibus or minivan with free wi-fi

1 Hour English Only Guided tour of Siena with an Expert Local Guide

Sampling of wines, extra-virgin olive oil and regional products

Visit of a typical Chianti Winery with wine tasting

VIP Small Group Tour up to 25 participants

Exclusion

Pick up and drop off

Gratuities

Cancellation Policy

Check mark icon Refundable tickets

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled 1+ days before the start date
  • 0% refund if cancelled less than 1 day(s) before the start date

Additional Info

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Not recommended for travelers with spinal injuries

Not recommended for travelers with poor cardiovascular health

Travelers should have at least a moderate level of physical fitness

Please inform us of any food intolerance or allergy in advance

Please note that the given order of the visits may change

Supplied by Ciao Florence Tours Srl

Reviews

4.7

★★★★★ ★★★★★
Based on 30 reviews

Total reviews and rating from Viator & Tripadvisor

5 stars
25
4 stars
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3 stars
2
2 stars
1
1 stars
0

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