Siena, San Gimignano and Chianti Day Trip with Wine Tasting from Florence

Latest booking 2 days ago
Very Good
Based on 47 reviews
Ruzha Y.
From Bulgaria
June M.
From United Kingdom
Leslie K.
From Germany
Leslie K.
From Germany
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From March 16, 2015 to March 31, 2015 is at

What To Expect

Travel through the enchanting landscapes of the Chianti area, and enjoy a unique experience of Siena. Discover its magnificent Cathedral and the secrets of its Contrade. Go on a journey through time in the walled town of San Gimignano, where you can taste some renowned local wines and traditional homemade sweets.


  • Be amazed with the magnificent view from the Basilica of San Domenico
  • Visit the famous Cathedral in Siena
  • Enjoy a delicious wine tasting with typical food and sweets
  • Journey to Piazza del Campo, Palio's Contrada and discover the secrets in Siena
  • See the medieval charm, Towers and the amazing historical 1300s Museum in San Gimignano


  • Type:
  • Tours from Florence
  • Departs From:
  • Florence, Italy
  • Meeting Point:
  • Piazza Stazione, at the corner with Piazza dell'Unita
  • Duration:
  • 10 hours
  • Availability:
  • daily at 09:00
  • Product Code:
  • 106


Start your trip with a pleasant excursion through the delightful hills of the Chianti countryside, offering an ever-changing scenery of vineyards and olive trees. Along the way, from the wide panoramic windows of our bus, admire the medieval hamlet of Monteriggioni, enclosed by its famous walls which remain standing to this day.

Upon arrival in Siena, you will enjoy a guided tour of the old town beginning from the famous Basilica of San Domenico (inside visit), a treasure chest of Renaissance art built in the 13th century, dedicated to St. Catherine of Siena of which preserves a relic.

Walk along the narrow medieval streets of Siena, admiring its splendid palaces until you reach the magnificent Cathedral. The guided visit continues with a tour in a Museum and an Oratory of a Contrada** where you can experience the authentic atmosphere of the town. The Contrade districts into which the town is divided are the real core of the local social life, where inhabitants of each district compete with each other as they devote themselves to preparations for the well-known Palio horse-race. The contrada is not simply a district: it is a small state having its own legacy of traditions, memories and emotions, including its own flag and anthem. The Museum of a contrada, as well as its Oratory, is therefore the heart of the district. This is an intimate and secret place - with exclusive access - containing historical documents and wonderful relics of the famous Palio, as well as magnificent works of art which are normally not disclosed to the public. In other words, a truly exclusive and valuable experience.

The guided tour of Siena ends in its most beautiful square, Piazza del Campo, of which the Palazzo Pubblico (town hall) is the focal point. Free time to continue the discovery of Siena and to have lunch (not included). After this break, we will head to San Gimignano, a tiny walled town located on a hill-top, intact through the centuries and famous for its numerous tall towers, frescoes and other valuable works of art.

See a small and fascinating museum, inside the medieval palace. The local guide will introduce you to the history and traditions of this wonderful town through a faithful and evocative reconstruction of how it was in the XIV century. Moreover, you will be able to watch how skilled craftsmen produce handmade objects according to a long standing tradition of excellence.

After the guided visit, enjoy a delicious tasting of fragrant Sienese sweets and food of medieval tradition (focaccias, cantucci, ricciarelli, panforte) and famous local wines (Vernaccia Chianti, Spumante). Then during free time, discover this lovely town at your own pace.

Itinerary/Activity Schedule

- Excursion through hills of Chianti
- Siena - Cathedral - Libreria Piccolomini - Museum and an Oratory of a Contrada Piazza del Campo
- Free time for lunch (lunch is not included)
- San Gimignano - museum visit - Sienese sweets and Vernaccia wine tasting


- Transport
- Tour escort
- Local Guide
- Museum entrance fees
- Wine tasting
- Sienese and other sweet food


- Meals and drinks not specified
- Tips and gratuities
- Personal expenses
- Optional activity costs

Please Note

- Please wear comfortable walking shoes.
- Children below 3 years old are free of charge.
- *On Sundays and National Holidays, The Cathedral is closed to the public. This will be replaced with the Basilica of San Domenico.
- **When the Museum and the Oratory of the Contrada are not accessible, the visit will include the Opera del Duomo Museum (Cathedral's Museum) or another site of particular historic and cultural interest.
- Headphones for guided visits to museums will be provided for groups of at least 15 participants.
- This tour has a 2 passenger minimum requirement for operation and is subject to cancellation if this minimum is not met. Please call at least 24 hours prior to departure to confirm schedule.
- Spanish guided tours are available with a minimum of two passengers in high season (April to October) and four passengers in low season. French, German, and Italian guided tours can be operated with a minimum of four passengers. Other languages (Russian, Japanese, etc) are also available at an additional cost and with a minimum of four passengers.

Price & Options

Tour Reviews

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