Siena with Palio’s Contrada, San Gimignano and Monteriggioni with Chianti Wines and Food Tasting (CAF3)

A unique and authentic experience of Siena and its traditions!

Enjoy the Visit of our Tuscan Treasures and Taste our Typical Flavors

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What Makes This Tour Unique

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  • Visit two UNESCO World Heritage Sites

  • Siena: exclusive opening of intimate and secret sights

  • Wonderful views of Tuscan rolling hills and Chianti countryside

  • Stop at a cozy Winery with tasting of excellent Chianti wines

  • Picturesque Chianti medieval village, famous for its colors and charm

Along the way that will lead us to Siena, we will stop at San Gimignano, a small and world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here we will be led until the heart of the historical center, where to have free time at disposal for its fascinating discovery.

Upon arrival in Siena, after free time for lunch (not included), we meet the local guide, who takes us on a comprehensive guided tour of the historic center, starting from  its most beautiful square, Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point and a pleasant walk through the narrow medieval streets of the city, flanked by splendid palaces and historic shops, until we reach the Museum and Oratory of a Palio’s Contrada (exclusive opening), where we can experience the atmosphere of the authentic and most intimate soul of the town. The “Contrade” (districts into which the city is divided) are the real core of local social life, where inhabitants of each district compete with each other, as they devote themselves to the preparation of the famous Palio horse-race. The Museum of a ”Contrada”, as well as its Oratory, is therefore the heart of the district. It is an intimate and secret place containing historical documents and wonderful relics of the famous Palio, as well as magnificent works of art, which are normally not disclosed to the public. We proceed then to the spectacular Cathedral of the 12th century, of which we can admire the magnificent architecture and the splendor of the polychrome marbles.

In the afternoon, we will stop at the charming historical hamlet of Monteriggioni, an amazing small medieval village enclosed by its famous walls, which remained standing to this day, free time for inside visit.

Then crossing the gently Chianti rolling hills, we will arrive to a cozy Winery, where taste four fantastic wines and sampling balsamic vinegar and “zero food miles” products , to end this memorable experience in the heart of Tuscany with delicious Tuscan flavors.

Please note that:

- The order of the visits may change

- When the Museum and the Oratory of the Contrada are not accessible, will be replaced with another site of particular historic and cultural interest


Here below you can find the following Tour options:

. Tour including also Siena Cathedral guided visit with entrance fee (CAF3C)

. Semi-independent Tour (CAF3T) 

  • piazza del campo siena
  • 3 san gimignano veduta
  • 3 siena piazza del campo
  • 3 siena panorama
  • Monteriggioni Interno

Siena with Palio’s Contrada, San Gimignano and Monteriggioni with Chianti Wines and Food Tasting (CAF3)

A full day excursion from Florence to discover the beauties of Tuscany including the visit to Siena, San Gimignano and Chianti.

We remind you that the order of the visits may change.

Duration: 11 Hours

Start time: 08:30

Season: All year round

Meeting point / Terminal: at Piazzale Montelungo - Caf Tour & Travel - Gray Line Yellow Street Sign (please come 15 minutes earlier)

This tour includes: transport by luxury coach, a multilingual tour escort and a professional local guide in Siena, museum entrance and sampling of Wines and “zero food miles” products

Low cost option

Semi-independent Tour: Siena, San Gimignano, Monteriggioni and Chianti with Wine Tasting in a typical Winery (CAF3T)

This excursion will take you to the same locations as the tour described above, but it does not include Siena guided visit and museums entrance fees.

From 44.00 Book now
Add Optional Services

Tour option including also Siena Cathedral guided visit with entrance fee (CAF3C)

Enrich your experience with the amazing Guided Visit of the famous Siena Cathedral, built in the 12th century, together with its Libreria Piccolomini, to discover the beauty of its treasures and works of art. The not-to-be-missed floor (during the opening period), decorated with mosaics to create storytelling masterpieces, St. John the Baptist by Donatello, the rose window by Duccio di Buoninsegna, the marble pulpit by Nicola Pisano, the Library which kept a rich collection of manuscripts.

From 62.00 Book now