Tour of Tuscany: San Gimignano, Siena, Chianti and Monteriggioni

12 h
Day Trips & Excursions
difficulty Easy
Wheelchair Not Accessible
Best reviews
( 4.8 )13 reviews

Edwardo was an excellent guide, a true asset to your company.

Nigel S.
Bestseller!Pick up includedImmediate confirmation

Tour of Tuscany: San Gimignano, Siena, Chianti and Monteriggioni

Discover the treasures of Tuscany with this wonderful tour, from Florence, of San Gimignano, Siena, Chianti and Monteriggioni. Visit the attractions of Tuscany and taste the delicious Chianti wine with our exclusive tour from Florence. Explore the enchanting countryside of Tuscany!

Visit some of the most famous attractions of Tuscany
Discover the fascinating heritage of San Gimignano village
Have a wine tasting session in 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

There are definitely many places to see in Tuscany and all of them are equally enticing and fascinating. A tour from Florence can set out to uncover both the most famous destinations of Tuscany and the little unknown gems and treasures of this charming region.

A tour to discover the authentic side of Tuscany

Join our amazing tour of San Gimignano, Siena, Chianti and Monterriggioni from Florence, a unique experience that is worth everything. These wonderful places are all easily reachable from Florence, showing the authentic side of Tuscany, like the little village of San Gimignano, the medieval town of Siena and the famous wine making area of Chianti.

Visit San Gimignano, a true Tuscan gem

The first experience is a tour of San Gimignano village, one of the best examples of Tuscan hilltop towns, with magnificent medieval architecture. This destination is designated a UNESCO World Heritage Site and for good reasons, its squares, churches, mansions and towers are spectacular, a real feast for the eyes. You will have time to explore San Gimignano and its treasures, discovering a typical Tuscan place.

Relax yourself in a Chianti winery

The tour continues to the amazing Chianti, a fascinating natural area that is also famous for the wine produced there. You will learn the secrets of producing wine and have an exciting Chianti wine tasting session in a traditional Tuscan winery. An equally delicious Tuscan meal is also included, with all the typical products of this region. Our unique experience in Tuscany includes everything you might have imagined about this place, making you fall in love with its charm.

Tour Siena and Monteriggioni, enchanting towns in Tuscany

We continue in the afternoon with a fascinating tour of Siena, an enchanting town of Tuscany. The three guides will lead you to explore the city and its attractions in English, French and Spanish. From the Siena Cathedral 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 tour from Florence will also include a visit of the impressive Monteriggioni fortress.
At the end of the tour you will come back to Florence by coach.

Learn more about this Tuscany tour!

By choosing this tour you will visit some of the most important towns in Tuscany! Siena is mainly known for its Palio, held in Piazza del Campo, but can also offer some delicious typical products. Monteriggioni is a Medieval walled town, referenced in Dante Alighieri's Divine Comedy. 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.

Other ways to visit Tuscany!

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.
Further, if you wanto to discover the hidden charms of the "Manhattan of Tuscany", book our Tour 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.

  • San Gimignano
  • Siena
  • Chianti area
  • Monteriggioni
  • Travel by GT coach or minivan with air conditioning
  • Pick up on request
  • Expert multilingual escorts
  • Free time in San Gimignano
  • Visit to an estate with tour of the cellars and sampling of wines and oil
  • Opportunity to buy wine, olive oil, balsamic vinegar, cheese and herbs
  • Lunch consisting of Tuscan pasta, cold cuts, bruschette, cheeses, typical pastries (vegetarian menu is available upon request).
  • Guided tour of Siena and free time
  • Visit to the Chianti area and Monteriggioni castle
  • Entrance to the Siena Cathedral
  • 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 children under 2 years. For children between 3-12 years there is a 50% discount.

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

Reviews of Tour of Tuscany: San Gimignano, Siena, C...

Reviewed by Geremia Lomaestro G. from

Enough time to walk on your own

Every stop was more beautiful than the other. Going with ItalyXP was convenient. They were professional and efficient
Reviewed by Frank F. from

Wow , Wow what a great place

So beautiful on the eyes just loved the tour. Great guide Thanks Luigi
Reviewed by Catharina Helena B. from

A well organised and presented trip. Tour leader, Brando, is friendly, has a good sense of humor - an enjoyable experience.

This trip was well organised - everything was on time and according to plan. Brando, the tour leader is friendly, has a good sense of humour and is very knowledgeable. The bus trip was comfortable and the driver was friendly and a real good driver. The visit to the winery was great and the lunch was very good. Thanks for a great day in beautiful surroundings - one of the highlights of our 4 week trip in Italy.
Reviewed by Nigel S. from

A well organised and managed tour

Edwardo was an excellent guide, a true asset to your company. He was always polite and knowledgeable and at the same time kept control of every situation and the overall time schedule.