Semi-private Tuscany Grand Tour: Day Trip to Siena, San Gimignano, Chianti and Pisa

Day Trip to Siena, San Gimignano, Chianti and Pisa from Florence

Semi-private Tuscany Grand Tour: Day Trip to Siena, San Gimignano, Chianti and Pisa


In stock


DURATION: 12 hours


FREQUENCY: April – October: every day / November – March: Tue, Thu, Sat


MEETING POINT: Piazza Mentana 2red, Florence

Discover the best of Tuscany! Embark on a day trip to explore the charming towns of Siena and San Gimignano, and marvel at the iconic Leaning Tower of Pisa. Enjoy a delightful wine tasting experience and a delicious lunch in Chianti and learn about Tuscan wine production. An unforgettable Tuscan adventure.




Day Trip to Siena, San Gimignano, Chianti and Pisa from Florence Highlights

  • Semi-private experience – max 8 people!
  • Discover the best of Tuscany in a day
  • Journey through the Middle Ages and Renaissance art and history
  • Visit Siena, San Gimignano, and Pisa with its iconic Leaning Tower
  • Escape the crowds with a relaxing visit to a winery and its cellars
  • Learn about Tuscan wine production and enjoy a tasting of excellent Chianti wines
  • Enjoy a delicious typical Tuscan lunch at a boutique winery in Chianti
  • Enjoy magnificent views of the Tuscan landscapes


  • 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
  • Visit San Gimignano with free time
  • Lunch at a charming Chianti boutique winery
  • Guided winery tour and wine tasting with insights on wine production
  • Visit Pisa with a focus on Miracle Square and the Leaning Tower (tickets not included)
  • Suitable for vegetarians (please inform us in advance)


  • Tickets to Leaning Tower
  • Tips (optional)


Visit the ancient towns and to the rolling Chianti hills, for memorable views and flavorful culinary and wine experiences. This Tuscany tour allows you to discover the heart and soul of gorgeous Tuscany.

Depart in full comfort on a 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.

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.

Set off across the vineyard-clad Chianti hills for a Tuscan lunch and wine tasting in the charming premises of a boutique winery. Sample authentic Tuscan flavorsand e njoy the privilege of a private visit to the estate’s wine cellar.

After lunch, travel on to Pisa. 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.


  • Please inform us of any food intolerance or allergy in advance.
  • Wear comfortable shoes and comfortable clothes. A fair amount of walking is involved and some of the cities are steep.
  • Not suitable for wheelchair users.
  • Entrance to churches requires appropriate dress. Shoulders and knees must be covered. Entry may be refused due to improper dress.
  • This tour runs rain or shine.


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