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

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

10 h
min 30
Day Trips & Excursions
difficulty Easy
Wheelchair Not Accessible
Best reviews
( 4.8 )27 reviews

Great value

Hameed H.
Bestseller!Pick up includedImmediate 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.

Tour of Monteriggioni and Siena, enchanting towns of Tuscany

The day trip from Florence will start 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. The tour will continue with a fascinating tour of Siena, 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.

Visit San Gimignano, a true Tuscan gem

After leaving Siena 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.

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.

  • Monteriggioni
  • Siena
  • San Gimignano
  • Chianti area
  • Pick-up from hotel in city center
  • Journey by fully-fitted GT Coach
  • Multilingual escort
  • Siena tour with professional guide
  • Visit to a wine estate in the Chianti area
  • Sampling of wines, extra-virgin olive oil and regional products
  • Free visit of San Gimignano and Monteriggioni
  • Light Lunch in Siena (appetizers: cold cuts and bruschettas, first course: pasta with ragu, wine and water) - FROM 01/04/2018
  • Tasting of the traditional pastries of Siena: Ricciarelli, Panforte and Cantuccini -
  • Tips (optional)
Meeting point: 

This tour starts from Florence.
Meeting point information and local telephone numbers at your destination are included on your Confirmation Voucher.


We suggest you to wear comfortable clothes and shoes.
This tour is free for infants 0-3 years old. Children from 4 to 12 years old have a 50% discount. 
A minimum of 2 participants is required for the tour in Italian, Portuguese, French and German.
Please note that there could be some changes in the itinerary. 
The light lunch and pastries tasting in Siena will be included ONLY FROM THE 1ST APRIL 2018.

Confirmation will be received at time of booking. You will receive a voucher. This is your ticket and proof of purchase.

Reviews of Day Tour of Tuscany from Florence: San G...

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.
Reviewed by JAYESH G. from

siena and chianti tour in tuscany region with italy xp

it was most beautiful region , we enjoyed this tour , had great time exploring Tuscany in day trip from MILAN , visit to wine farm was aaamazing experience , tasted variooous red wines , the lady from wine factory explained entire process how they make world famous red wine . the san gimignano and monteriggioni was small but most beautiful towns . THANK you italy xp for that experience