Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa
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…
Operated by Towns of Italy
Overview
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)
Traveller reviews
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Getting around
Hiring at Pisa Airport?
PSA first for Tuscany — Chianti, Siena, the Val d’Orcia. Rome, Milan and Florence stay on the compare page. Free cancellation on most bookings.
- PSA · Tuscany
- Free cancellation
- 24/7 support
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Staying over
Arrival night in Pisa?
Parking-friendly first night after PSA — sleep in Pisa, leave the car, then drive Tuscany in the morning. Searched on Trip.com.
- Pisa city · PSA arrival
- Parking-friendly first night
- Free cancellation
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Getting there
Flying to Italy?
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