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

Trip in Sienna and San Gigminiano was really beautiful. Tziana our quide from Firenze who accompanied us throughout the day but also local quide were very friendly knowledgeable and very pleasant. Sienna is a medieval town with a superb cathedral value with centery buildings XIV-XV which keeps beautifull. ...Cristescu A., Romania – See more reviews
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Siena Cathedral
Siena Cathedral
Chianti vineyards
Chianti vineyards
Basilica of San Domenico
Basilica of San Domenico
San Gimignano
San Gimignano
Piazza del Campo
Piazza del Campo
Siena Cathedral
Chianti vineyards
Basilica of San Domenico
San Gimignano
Piazza del Campo

What To Expect

Travel through the charming countryside of Chianti and enjoy an unique experience of Siena on this full day guided tour! Explore the old town and discover the secrets of its Contrada, visit the Museum and Oratory of a Contrada with exclusive opening and journey through time in the walled town of San Gimignano. Stop at a local winery in Chianti area for a taste of excellent wines and locally produced zero food miles. Prepare to be amazed by the picturesque Greve village of Chianti.


  • Be amazed with the magnificent view from the Basilica of San Domenico

  • Journey to Piazza del Campo, Palio's Contrada and discover the secrets in Siena

  • Visit the Chianti village of Greve and admire the picturesque landscapes

  • Enjoy an exclusive opening of the Museum and Oratory of a Contrada

  • Taste 4 of Chianti's wines and sample locally produced zero food miles


Tours from Florence
Departs From:
Meeting Point:
Piazzale Montelungo
11 hours
daily at 8:30 AM
Product Code:
Voucher info:
Print voucher. You will not have access to the tour without this voucher.
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Tuscany from FlorenceSiena and San Gimignano from FlorenceChianti from FlorenceFlorence Day Trips & Excursions outside the cityDay Trips & Excursions outside the city


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 12th century 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.

Leave San Gimignano and be transported to the Chianti countryside. Take a short walk in the ancient vineyards where you can admire the scenic rolling hills, olive groves, and vineyards. Stop at a local winery and visit the suggestive barrique room where you will taste 4 excellent wines along with samplings of locally produced zero food mile products.

Before returning to Florence, head over to the charming village of Greve in Chianti where you can explore the main square which is filled with open galleries and local artisan shops. See the marvelous statue of the world famous navigator, Giovanni da Verrazzano.

Itinerary/Activity Schedule

  • Excursion through hills of Chianti

  • 2 hours of guided visit in Siena

  • Siena - Museum and an Oratory of a Contrada exclusive visit

  • Free time for lunch (lunch is not included)

  • San Gimignano - free time to visit this ancient and charming village

  • Greve in Chianti - free time to visit and taste local products

  • Wine and food tasting in Chianti Winery

Order of the visits may change without prior notice.


  • Transport

  • Tour escort***

  • Local guide

  • Visit to Basilica of San Domenico

  • Visit to Contrada Museum and Oratorio with exclusive opening

  • Winery guided visit

  • Wine tasting

  • Zero food mile products sampling


  • Meals and drinks unless specified

  • Tips and gratuities

  • Personal expenses

  • Optional activity costs

Please Note

  • Please wear comfortable walking shoes.

  • Children 3 years old and below are free of charge (please provide proof of age).

  • **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.

  • ***For small groups, up to 8 pax, the tour escort could be replaced with an English-speaking driver-guide, maintaining unchanged the entire program of the excursion.

  • 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 can be operated with a minimum of two passengers. French, German, Italian guided tours are available with a minimum of two passengers in high season (April to October) and four passengers in low season (November to March). Other languages (Russian, Japanese, etc) are also available at an additional cost and with a minimum of four passengers.

Cancellation Policy

  • Free cancellation: 8 days or more prior to start date of activity.
  • 20% Cancellation Fee (80% reimbursement): between 4 to 7 days prior to date of activity.
  • 100% Cancellation Fee (no reimbursement): 3 days or less prior to date of activity.

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