Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa
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
- 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
- Guided walking tour of Siena with professional licensed guide
- Winery guided tour with wine tasting
- 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 Location
Via dei Vagellai
50122 Firenze FI, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Florence
30 minutes • Admission Ticket Free
Siena
1 hour • Admission Ticket Free
Siena
30 minutes • Admission Ticket Free
San Gimignano
1 hour • Admission Ticket Free
Strada in Chianti
1 hour • Admission Ticket Free
Pisa
1 hour • Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Specialized infant seats are available
- 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)
- This tour/activity will have a maximum of 8 travelers
Frequently Asked Questions
(6)Q: What is the cancellation policy for the Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa?
Cancellation Policy
Still have questions?
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Activity code: C-5049P39
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Reviews
Average 4.81 out of 5 stars based on 89 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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