• Visit San Gimignano
  • Tour of Siena and San GImignano
  • Siena Cathedral
  • Siena San Gimignano 1
Private

Private Grand tour of Tuscany on a day trip from Florence to Pisa, Siena and San Gimignano

Three hundred years ago, a tradition emerged among the European aristocracy and nobility – the Grand Tour. Young men, driven by a thirst for culture and an insatiable curiosity about the roots of Western civilization, embarked on a pilgrimage to Italy. Today, we invite you to embark on a journey that echoes the spirit of the Grand Tour, exploring the best of Tuscany with unparalleled exclusivity.

 

 

About this tour:

Duration
12 hours
Languages
English
Italian
Live tour guide
Our expert guides selected for you
Personalized attention
Experiences designed for your needs
Free cancellation

Flexible reservation

Bestseller

Runaway success

Highlights
  • Travel in comfort and style with a luxury Mercedes minibus or minivan equipped with air conditioning
  • Immerse yourself in the captivating history and charm of Siena with a guided walking tour
  • Explore the enchanting town of San Gimignano, known for its "medieval skyscrapers"
  • Discover the Tuscany culinary traditions during a delectable lunch in a Chianti boutique winery
  • Witness the dramatic elegance of the world-renowned Leaning Tower of Pisa in the iconic Piazza dei Miracoli

This full-day excursion is designed to immerse you in the multifaceted essence of Tuscany, a land of diverse landscapes, ancient towns, timeless art, and rich food and wine traditions. As you step into the pages of history, you'll traverse the Middle Ages and the Renaissance, delving into the enchanting towns of Siena and San Gimignano, marveling at the world-famous Leaning Tower of Pisa, savoring the region's culinary delights during a sumptuous lunch, and indulging in the flavors of Chianti wines at a prestigious boutique winery.

From Florence to Siena: rival contrades and Palio revelations

In ancient times, Florence faced a formidable rival for power, wealth, and artistic splendor within Tuscany – the city of Siena. Your journey commences in Florence, where you will be greeted by an English-speaking driver and tour leader who will accompany you on your voyage to Siena. Once you arrive, you'll embark on a guided walking tour of the historic city, allowing you to immerse yourself in the charm of Siena. This tour will take you through iconic landmarks such as Piazza del Campo, the central square renowned for hosting the thrilling Palio horse race each year. Your exploration will extend to the quieter, labyrinthine backstreets, where you'll uncover the secrets of the Contrade – the 17 medieval city districts that fiercely compete in the Palio.

Discover San Gimignano medieval marvels and Chianti’s culinary delights

The journey carries on to San Gimignano, a town celebrated for its "medieval skyscrapers." Its high walls, narrow streets, and enchanting architecture are emblematic of the quintessential Tuscan hill town. San Gimignano stands out with its preservation of about a dozen tower houses, creating a skyline that is truly unforgettable.

Here, you will have the opportunity to enjoy some free time, allowing you to explore the town at your own pace, soaking in the historical ambiance and appreciating the town's unique character. As the day unfolds, your path will lead you to a prestigious Chianti boutique winery, offering a delightful respite. This picturesque setting will be the stage for a delicious Tuscan lunch that will tantalize your taste buds. You'll also have the chance to taste some exceptional Chianti wines, learning about the art of wine production and exploring the winery's cellars.

Discover Pisa’s architectural wonders and return to Florence

Relax and unwind while gazing out of the window during your journey to Pisa, where the magnificent Piazza dei Miracoli (Miracle Square) awaits. The square is graced by the breathtaking cathedral and baptistry, with all eyes drawn to the world-famous Leaning Tower. Its unique and dramatic elegance is a testament to architectural marvels of the past.

Please note that tickets to climb the Leaning Tower are not included due to typically long lines, but you will have the opportunity to purchase them directly in Pisa if you wish, provided that the lines are short.

As your adventure draws to a close, the final drive will transport you back to Florence, leaving you with memories to treasure.

 

Important Information

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 regret to inform that this tour is not suitable for guests with wheelchairs or with impaired mobility.

Please note that this tour might be run on Mercedes luxury 8-seater vans or Mercedes luxury minibuses according to the tour occupancy and always providing the highest possible quality.

 

Rain Policy

This tour runs on rain or shine.

Included

Professional English speaking driver/tour leader
Round-trip transportation from Florence by luxury Mercedes Minivan or Minibus
Guided walking tour of Siena with professional English speaking guide
Surprise tasting in Siena
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 focus on Miracle Square and Pisa Leaning Tower (tower tickets not included)

Meeting Point

  • The meeting point is in our booking office in Piazza Mentana 2red, Florence (opposite the Arno River).

Starting from

€397,00

price per person
based on a group of 4