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Tuscany Grand Tour: Siena, San Gimignano, Chianti and Pisa tour from Florence

The best of Tuscany tour: explore Siena and San Gimignano, gazing in awe at the world-renowned Pisa Leaning Tower


  • Discover the Best of Tuscany in a day with one of the best Tuscany tours!
  • An incredible journey through Middle Ages and Renaissance art and history
  • Visit Siena, San Gimignano, Pisa with its Leaning Tower (tower tickets not included)
  • Enjoy a relaxing escape from the crowds, visiting a prestigious winery and its cellars
  • Learn about Tuscan wine production during the tasting of some great Chianti wines
  • Savor a delicious typical Tuscan lunch in a boutique winery in Chianti
  • Magnificent views of Tuscan landscapes
  • Only in English to preserve the quality of the tour


from APR to OCT: every day at 8.00am / from NOV to FEB and MAR: Tue, Thu, Sat at 8.00am


Approx. 12 hours






In the 17th and 18th centuries, young European aristocrats and cultivated Americans used to set off on a voyage of learning through Italy, the birthplace of Western history and all art, a lifetime milestone known as the Grand Tour.

Live the fascination of this legendary journey with one of our best Tuscany tours!

Comprising visits to the most remarkable ancient towns and to the rolling Chianti hills, memorable views, and flavorful culinary and wine experiences. Our Semi-private Tuscany Grand Tour, one of the best Tuscany tours, allows you to discover the heart and soul of gorgeous Tuscany. 
Depart in full comfort aboard our state-of-the-art minivan, with your dedicated English-speaking driver and tour escort, and reach Siena. Set in a beautiful landscape, surrounded by vineyards and olive groves, it is one of the most enchanting medieval cities in Italy.
Led by a specialized knowledgeable English-speaking guide you will discover the town's most striking sights, and admire the marvelous Piazza del Campo, where twice a year dashing horses compete in the heart-rendering Palio race.

Then travel on to San Gimignano, UNESCO World Heritage Site and one of the most splendid examples of an ancient walled town. Renowned as “the city of beautiful towers” or "Tuscany's Manhattan" it boasts an exceptional skyline, is one of the most well-preserved, towns in the whole of Italy, and has been used as a background in many movies. 
Stroll the maze of quaint cobblestone streets at leisure, and discover the tall towers, once homes, which characterize the town. Breathe in the authentic atmosphere and then set off across the vineyard-clad Chianti hills for a scrumptious Tuscan lunch and wine tasting in the charming premises of a boutique winery.
Sample authentic Tuscan flavor and enjoy the privilege of a private visit to the estate's wine cellar. After lunch, travel on to Pisa.

Also, enjoy a Pisa Tour from Florence: discover the airy majesty of Piazza dei Miracoli (Miracles Square), which consists of the Leaning Tower, Romanesque Duomo, and Baptistery. The ever-fascinating Leaning Tower, the bell tower of the Cathedral, has been proposed as one of the seven wonders of the modern world and is truly a sight to see (kindly note tickets to climb the tower are not included due to the constant extremely long queues; clients wishing to may, if queues are short, buy tickets directly on site).
At the end of the visit travel back to Florence in full comfort, as your eyes and heart rest upon the day's marvelous enchanted sights. 
Our Tuscany Grand Tour is more than a tour, it is a memorable lifetime cultural experience.

Please note that this tour might be run on Mercedes luxury 8-seater vans or Mercedes luxury 20-seater minibusses in order to comply with Covid-19 safety rules, possibly varying the size of the group, and always providing the highest possible quality.


  • Professional English-speaking driver/tour leader
  • Round-trip transportation from Florence by comfortable A/C Minivan
  • Guided walking tour of Siena with a professional English-speaking guide
  • San Gimignano visit with free time
  • Typical Tuscan lunch in a fascinating Chianti boutique winery
  • Winery guided tour and wine tasting learning about wine production
  • Pisa visit with a focus on Miracle Square and Pisa Leaning Tower (tower tickets not included)
Suitable for vegetarians! (please inform us in advance)

Meeting Point

FLORENCETOWN BOOKING OFFICE - Piazza Mentana 2red - Florence - SEE ON MAP


Suitable for vegetarians! (please inform us in advance)

Please inform us of any food intolerance or allergy in advance.
Please note that Italy's law doesn't permit selling alcoholic beverage to teens under 18 y.o. so clients under this age will be served non-alcoholic beverages.
We suggest good walking shoes (no flip-flops!)
We regret to inform that this tour is not suitable for guests with wheelchairs or with impaired mobility.

Please note that this tour might be ran on Mercedes luxury 8-seater vans or Mercedes luxury 20-seater minibuses in order to comply with Covid-19 safety rules, possibly varying the size of the group, and always providing the highest possible quality.

Rain Policy

This tour runs rain or shine.

User review

| Total reviews for this tour: 26
“The description is perfect - one full day to see so much in Tuscany. Our guide (Lucinda (sp?)) was such an amazing guide adding valuable insight along the way about not only the culture of the region but also the history. The amount of time spent in each location I think was sufficient enough to soak it in and learn without being rushed through it all. I highly recommend.”
“We had 6 in our group from 3 different countries and Luciana was our excellent guide, knowledgeable and entertaining. A full day but just beautiful towns and countryside with enough time to explore on our own in Pisa and San Gimignano. Thoroughly recommend this tour.”
“The small group tour was fantastic. Luca was our guide and provided so much information and was very friendly and made our tour one of the best I have been on. The places we visited were lovely and the winery and the lunch were great. Only 4 of us on our tour plus the guide so was a great experience which you cannot get on a huge bus. I highly recommend.”
“We have a fantastic time in (re) discovering Tuscany that covers Siena, S Gimignano, Pisa, Lucca, nice lunch with wine tasting. Christian who was our driver & guide has been wonderful in sharing spots of attractions along the journey and he is very knowledgeable (fluent English) and was able to share insights of the historical sites. Highly recommended tour even for those who have visited Florence before.”
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from 239

From EUR 239 (adults) children 4-12 15% disc. / children 0-3 FREE

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