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Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa

4.9(262)Rated 4.9 out of 5 from 262 reviews12 hFree cancellationBy Towns of Italy
Visit San Gimignagno, UNESCO heritage Site

About this activity

Get ready for the ultimate Tuscan day trip — a journey through the region’s most iconic towns, unforgettable landscapes, and world-famous flavors.

Depart from Florence aboard a luxury minivan with your expert tour leader. Begin in Siena, where a guided walking tour reveals medieval alleys, Piazza del Campo, and the traditions of the Contrade. Enjoy a surprise local tasting before heading to San Gimignano, the hilltop town of towers, with free time to explore artisan shops and stunning views. Then relax with a typical Tuscan lunch before reaching Pisa. Admire the Leaning Tower, cathedral, and baptistery in the breathtaking Miracle Square.

This Grand Tour is the perfect blend of art, history, wine, and countryside charm — ideal for travelers who want it all in one unforgettable day.

Short on time? Choose our afternoon option, with Siena, San Gimignano, and a sunset wine tasting and Tuscan dinner in the Chianti hills — perfect for those who prefer a slower pace and golden-hour magic.

What's included

  • ✓English-speaking driver/tour leader
  • ✓Free time in San Gimignano
  • ✓Free Wi-Fi on board
  • ✓Winery guided tour with wine tasting
  • ✓Guided walking tour of Siena with professional licensed guide
  • ✓Round-trip transportation from Florence by luxury Mercedes Minivan or Minibus
  • ✓Visit Pisa & Miracle Square - NO Leaning Tower tickets (NOT INCLUDED IN THE AFTERNOON OPTION)
  • ✓3 course Typical Tuscan lunch or Dinner for the Afternoon Siena & San GimignanoOption
  • ✓Surprise tasting in Siena or San Gimignano

Not included

  • ✕Gratuities
  • ✕Hotel pickup and drop-off
  • ✕We are sorry to inform you that pets are not permitted on our tours
  • ✕Pisa Leaning Tower (Entry Tickets not included)

Meeting and pickup

  • Meet your tour guide at Via Dei Vagellai 22r, corner with Piazza Mentana, FIRENZE (opposite the Arno River). Please be at the meeting point 15 minutes before the scheduled departure time.

Good to know

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Minimum drinking age is 18 years
  • Please advise any specific dietary requirements at time of booking
  • Short on time? Choose our AFTERNOON OPTION, with Siena, San Gimignano, and a sunset wine tasting and Tuscan dinner in the Chianti hills — perfect for those who prefer a slower pace and golden-hour magic (PISA NOT INCLUDED IN THE OPTION)
  • Please read carefully If your tour is scheduled to take place on or after March 1, 2027, the new meeting point will be: Towns of Italy - Tourist Hub & Cooking School - Florence - Largo Pietro Annigoni, 9A - 50122 Florence

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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