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Tuscany Grand Tour - Best of Siena, San Gimignano, Chianti & Pisa

Exploring the enchanting essence of beautiful Tuscany, our Tuscany Grand Tour combines visits to captivating ancient towns, picturesque Chianti hills, unforgettable scenery, and delectable culinary and wine adventures. This journey allows you to uncover the very core of this stunning region.

Three hundred years ago, aristocratic and noble young men from Europe embarked on a journey through Italy, seeking art, culture, and the roots of Western civilization—this was the Grand Tour. Today, you have the chance to follow in their footsteps and discover the best of Tuscany with this exclusive tour. This full-day experience will immerse you in the diverse landscapes, ancient towns, artistic masterpieces, and rich traditions of food and wine that define this stunning region.

Your journey begins with a comfortable ride in a luxury Mercedes minibus equipped with A/C, allowing you to relax as you traverse the breathtaking Tuscan countryside. The rolling Chianti hills, dotted with cypress trees, vineyards, olive groves, and ancient hilltop villages, will provide a feast for your eyes as you travel from one destination to the next.

The adventure kicks off in Siena, a city that once rivaled Florence in power, wealth, and artistic achievements. Upon arrival, you'll enjoy a guided walking tour led by an expert tour leader, who will introduce you to the city's rich history and culture. Explore the famous Piazza del Campo, where the annual Palio horse race takes place, and wander through the quieter, charming backstreets as you learn about the Contrade, the 17 medieval districts that fiercely compete in the Palio. And don't miss a surprise tasting of Siena's renowned gastronomic delights.

Next, the journey takes you to San Gimignano, celebrated for its "medieval skyscrapers" and timeless atmosphere. With its towering houses, narrow streets, and perfectly preserved hilltop setting, San Gimignano offers an iconic glimpse of a Tuscan hill town. You'll have free time to explore this enchanting town at your own pace, after enjoying a typical Tuscan lunch.

Finally, you'll head to Pisa, where you'll have the opportunity to explore the stunning Piazza dei Miracoli (Miracle Square). This grand space is home to the awe-inspiring cathedral, baptistry, and, of course, the world-famous Leaning Tower. While tickets to climb the tower are not included, you may purchase them on-site if time permits.

Your day concludes with a return drive to Florence, leaving you with memories of Tuscany's remarkable beauty, history, and culture—the perfect Grand Tour of Tuscany.

Experience Includes

  • Professional English-speaking driver/tour leader

  • Round-trip transportation from Florence by comfortable A/C Minivan

  • Free Wifi on board

  • 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 - Suitable for vegetarians! (please inform us in advance)

  • Pisa visit with a focus on Miracle Square and Pisa Leaning Tower (tower tickets not included)

Experience Excludes

  • Gratuities
  • Hotel Transfers
  • Tickets to the Leaning Tower of Pisa

Departs

Apr to Oct - Daily; Nov to Mar - Tue, Thu & Sat

Departure location

TOWNS OF ITALY TOURIST HUB - Via dei Vagellai, 22 red, corner with Piazza Mentana.

Start times

08.00 am

Duration

Approx. 12 hours

Terms & Conditions

  • You will receive a voucher for this experience. Please read it thoroughly.
  • The itinerary maybe subjected to change without notice.
  • This tour runs rain or shine.
  • Gratuities to guides are appreciated but never obligatory.
  • Comfortable walking shoes recommended. (no flip-flops!)
  • Please inform us of any food intolerance or allergy in advance.
  • Suitable for vegetarians! (please inform us 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.
  • Children under 18 years must always be accompanied by an adult. Please specify child's age at the time of booking.
  • Cancellation Policy: If you cancel at least 72 hours in advance of the scheduled departure, there is no cancellation fee. If you cancel within 72 hours of the scheduled departure or do not show for the tour, there is a 100% cancellation fee.
  • Please note that the tour meeting time is 15 minutes prior to the start time. No refunds or re-bookings can be provided for late arrivals or no-shows after tour commencement or departure.
  • All bookings for this tour are on a request basis - please allow 72 hours to receive your tour confirmation.