Full Day tour of Tuscany: San Gimignano, Siena, Chianti and Monteriggioni

Day Tour of Tuscany from Florence: San Gimignano, Siena, Chianti and Monteriggioni

11 h
min 45
Day Trips & Excursions
difficulty Easy
Wheelchair Not Accessible
Best reviews
( 4.8 )28 reviews

All the tour was perfectly on time. Thanks to all of you for this beautiful day!

Elena L
Bestseller! Immediate confirmation

Day trip from Florence: San Gimignano, Siena, Chianti and Monteriggioni

A day tour of Tuscany, departing comfortably from Florence: visit Monteriggioni, SienaSan Gimignano and Chianti. Visit the attractions of Tuscany and taste the delicious Chianti wine with our exclusive tour from Florence.

Full Day tour of Tuscany: San Gimignano, Siena, Chianti and Monteriggioni highlights: 

  • Visit some of the most famous attractions of Tuscany departing from Florence
  • Discover the fascinating heritage of San Gimignano village
  • Visit a typical Chianti winery
  • Explore the architectural marvels of Siena with our tour from Florence
  • Fall in love with Tuscany with our tour of Siena, San Gimignano and Monteriggioni

Visit Monteriggioni, Siena, San Gimignano and Chianti in one day is definitely possibile! On this excursion we will take you on a trip departing from Florence by bus to spend your day in each of these wonderful locations. 

A day trip to discover the authentic side of Tuscany

Join our amazing tour of Monteriggioni, Siena, San Gimignano and Chianti  from Florence, a unique experience to do if you are visiting Florence and Tuscany. These wonderful places are all easily reachable from Florence, showing the authentic side of Tuscany, like the Medieval hilltop gem Monteriggioni, the medieval town of Siena, the little village of San Gimignano and the famous wine making area of Chianti. In the morning you will then leave Florence by coach, starting your amazing day trip of Tuscany. By choosing this tour you will visit some of the most important towns in Tuscany! Monteriggioni is a Medieval walled town, referenced in Dante Alighieri's Divine Comedy. Siena is mainly known for its Palio, held in Piazza del Campo, but can also offer some delicious typical products. Eventually, the Chianti area is worldwide know as Chianti Wine's land of production: a wonderful region that you will visit with this amazing Tuscany tour.

Visit San Gimignano, a true Tuscan gem

After leaving Florence we will drive to San Gimignano famous for its white wine, the world renowned Vernaccia, and its skyscrapers, also declared a World heritage Site by Unesco! The visit will be free for independent sightseeing, strolling around the narrow streets and admiring the relaxing landscape. 

Relax yourself in a Chianti winery

After, we will move into the Chianti area, with its picture-postcard landscapes.You will have the chance to taste the best Chianti red wine in a rustic wine estate along with home-made snacks and sampling of wines and oil. Therw will be then time for a good typical Tuscan lunch consisting of typical food such as pasta, cured meats, cheeses (pecorino di Pienza) and local pastries.

Tour of Monteriggioni and Siena, enchanting towns of Tuscany

 The tour will continue with a fascinating tour of Siena (guided tour in english and spanish), an enchanting town of Tuscany. The guides will lead you to explore the city and its attractions, from Piazza del Duomo, to be impressed by the imposing, stunning Cathedral, one of the finest achievements of Italian Gothic, to the Town Hall of Siena, there are historical and architectural marvels everywhere. The Piazza del Campo is also an interesting attraction, the place of the annual Palio Horse Race. 
The day trip from Florence will with a tour of Monteriggioni and its impressive fortress, with its still intact walls. Here you can drink in the history and relive the atmosphere of olden times.


Other ways to visit Tuscany!

The day trip to Tuscany can include also he unmissable city of Pisa, with a Day tour of Pisa, San Gimignano and Siena departing from Florence that will take you to discover beautiful landscapes during the journey but also some unique masterpieces such as the Leaning Tower of Pisa and the towers of San Gimignano.
If you want to find the same beautiful destinations of this tour, but with a more intimate and exclusive eXPerience, don't miss our tour of Tuscany for small groups (with a maximum of 8 participants), departing from Florence. You will travel aboard a comfortable minivan with wi-fi and air-conditioning to visit the most beautiful places of Tuscany.
Furthermore, if you wanto to discover the hidden charms of the "Manhattan of Tuscany", book ourTour to San Gimignano and its surroundings. Or, if you like Italian typical food you can combine culture and flavors with our Day Trip to San Gimignano and Chianti.For wine lovers, we suggest the Tuscany Wine Tour: Montepulciano, Montalcino and Val d'Orcia wine roads, visiting wonderful locations famous for their authentic Tuscan wine and beautiful cultural attractions.

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Reviews of Day Tour of Tuscany from Florence: San Gimignano, Siena, Chianti and Monteriggioni

Reviewed by Elsa S. from


Our tour was hectic walking up and down the hills, but, very interesting and enjoyable. Our tour guide was fantastic.( I can't believe I forgot his name, sorry). He looked after all of us and very patient too. He had a very difficult job to translate in different languages and made sure we were all together and not lost. I admire his dedication to his job and his compassion to the tourists. (especially the old people).
Reviewed by MINERVA G. from

Great staff! Very convenient

This tour is a must, Italy XP team exceed our expectations. Great communication all time and the crew from Ciao Italia was ver professional.
Reviewed by Denise H. from

Absolutely loved this tour, the combination of cities was perfect and provided a balance of structured and free time.

I would highly recommend this tour, as it was recommended to me. Be prepared for walking up/down hill - it is worth it. Tuscany is breathtaking.
Reviewed by Mario C M. from

Truly exceptional!!

One of the best tours offered for your money. The towns we visited provided us a unique opportunity to actually see the towns outside the big Italy cities and large crowds as well. We particularly enjoyed Monteriggioni, Siena and best of all, the spectacular views of San Gimignano. The wine tasting tour was very informative and we enjoyed the wines as well as the oil samples. The tour guide was extremely nice and kept us continuously informed throughout the tour. If you visit Florence for more than a day, this tour is a must you dont miss.