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San Gimignano, Siena, Monteriggioni, Chianti including Siena Cathedral Visit

6 Reviews

Shared Tours
From € 75.00 67.50
Select Dates and Travelers


  • Visit two stunning UNESCO World Heritage Sites and go back to the Middle Ages
  • Explore Siena's Cathedral and Piccolomini Library with a local Professional Guide
  • April to October - monolingual Guided Visit in Siena
  • Enjoy wonderful views of Tuscan rolling hills and the Chianti countryside
  • Taste three excellent Chianti wines in a typical Winery
From: € 75.00
Duration: 11 hours Approx.
Start Time: 08.00 am
Season: All year round
Meeting Point / Terminal: Piazzale Montelungo View meeting point with Google Maps - Piazzale Montelungo

Your memorable journey starts with the charming San Gimignano, 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 the tour leader will lead you to the historical center, where you will have around 2 hours of free time for a fascinating discovery. 
A short distance from San Gimignano you will visit 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. 
From Monteriggioni, crossing the gently Chianti rolling hills, a short ride will take you to a cozy Winery, where you can relax and enjoy the fantastic world of Chianti with its wine and typical products: tasting of three fine wines and balsamic vinegar followed by a Chianti style lunch: 3 course with “zero food miles” products which ends with "cantucci e vin santo".
Later on, getting to Siena, you will meet your professional local guide who will lead you on a comprehensive guided tour of the historic center, starting from the famous Basilica of San Domenico, a jewel of Renaissance art built in the 13th century and dedicated to St. Catherine of Siena, of which preserves a relic. Then strolling along the narrow medieval streets of the city, flanked by splendid palaces and historic shops, passing through Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point, you will get to the spectacular Cathedral of the 12th century, of which you can admire the magnificent architecture and the splendor of the polychrome marbles. You will experience an amazing inside Guided Visit of  the famous Siena Cathedral, together with its Libreria Piccolomini, to discover the beauty of its treasures and works of art. You will visit the not-to-be-missed floor (during the opening period), decorated with the art of 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.

You will also have some free time to end your perfect day enjoying the unique atmosphere of this amazing city, before the return to Florence in the evening. 

Please note that the order of the visits may change

(*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier 

  • Caf Tour’s Staff Assistance at the meeting point
  • Transport by air-conditioned Coach with Wi-Fi on board 
  • Licensed Tour Escort
  • April to October - monolingual Guided Visit in Siena
  • Visit to the cellars, vineyards and 3 course typical Tuscan lunch in a Chianti Winery
  • Tasting of three different Chianti Wines, balsamic vinegar plus “vin santo”
  • Guided Visit in Siena led by Professional local Guide, with its Cathedral and Libreria Piccolomini inside visit & skip-the-line Ticket.

* Optional Gratuities
* Lunch
* Hotel pick-up and drop-off

4.7 6 Reviews

San Gimignano and Siena: our dream!
Julie Evans, 01/2020
It was our dream for a long time to visit these enchanting places in the heart of Tuscany and finally we made it! San Gimignano is a wonderful little village called the Manhattan of Middle Ages, because of its medieval Towers. In Siena we really liked the guided tour and the amazing Cathedral: if you go there, you must visit it inside! The lunch was very good and the wines were excellent. We had to buy some :)
Special Day
Kevin Walsh, 02/2020
"A day well spent! It was money and time well spent, the tour guide was great and the guide in Siena very informative. The towns were beautiful, I would do it again."
François Mollet, 04/2019
Très belle excursion en Toscanne. La guide qui nous a accompagné durant la visite de Sienne était extraordinaire. Nous avons eu assez de temps pour visiter les villes.
Bella giornata
Alessandro Basile, 05/2019
Siamo venuti in Toscana dalla Sicilia per fare visita a nostra figlia che studia a Firenze. Proprio lei ci ha consigliato di fare questo tour per vedere i posti più belli senza dover noleggiare un'auto. Siamo rimasti molto soddisfatti. Organizzato molto bene, la guida a Siena era molto preparata e la Cattedrale merita una visita! La parte che ci è piaciuta di più è stato il pranzo con degustazione. Tutto squisito!
Therese Schmidt, 09/2019
Wir haben die Tour im Sommer gemacht, und das Erlebnis war toll! Das Essen war schmackhaft und der wine außergewöhnlich!
Una giornata speciale
Marilena Bona, 10/2018
Una giornata davvero speciale. Siamo venuti in a Firenze dalla Basilicata per fare visita a nostro figlio che studia medicina qua. Ci ha consigliato di fare questo tour per scoprire alcuni dei posti più belli della Toscana e visto che eravamo pure senza mezzi ne abbiamo approfittato. Siamo stati benissimo, l'accompagnatrice Sarah era davvero gentile ed è riuscita ad intrattenere tutti quanti parlando in più lingue. Siamo rimasti incantati da San Gimignano, un paesino davvero magico. Il pranzo ci è piaciuto molto e abbiamo avuto modo anche di comprare qualche bottiglia di Chianti.
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