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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.
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)
For a full refund, cancel at least 24 hours before the scheduled departure time.
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
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)
Florence
Meet your tour leader at 7:45 AM in Piazza Mentana, just outside the Towns of Italy Office. After a warm welcome, depart at 8:00 AM aboard a luxury Mercedes minivan (max 8 guests) equipped with A/C and free Wi-Fi. Get ready to relax and enjoy panoramic views of the rolling Chianti countryside, dotted with cypress-lined roads, olive groves, and historic villas. Your expert driver will introduce the day’s program as you begin your unforgettable Grand Tour of Tuscany.
Siena
Arrive in Siena and meet your local licensed guide for a captivating walking tour through one of Tuscany’s most historic cities. Discover the Basilica of San Domenico, walk along medieval alleys like Via della Sapienza and Piazza Salimbeni, and admire noble palaces along Via Banchi di Sopra. Explore Piazza Tolomei and enter the majestic Piazza del Campo, famous for the Palio horse race. Continue past the Battistero and conclude at the magnificent Duomo, all while learning about Siena’s Contrade and its proud cultural identity.
Essential Coach Tour: Full-day trip to Siena, San Gimignano, Pisa & Chianti lunch—top sights, great value. Max comfort, low cost.
Siena&SanGimignano with Dinner: Short on time? Join at 2 PM for an 8.5h Siena & San Gimignano tour with sunset Chianti dinner. PISA NOT INCLUDED.
Mercedes Minivan Tour: Explore Siena, San Gimignano, Pisa & Chianti with lunch in a semi-private tour (max 8): art, wine & iconic views in 1 day!
140 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
russellfB7617WV,
8 thg 11, 2025
- Review from Tripadvisor
The whole experience was a pleasure. Grace handled everything perfectly. Not only was she an amazing guide but her driving skills were impeccable. We toured three areas of Italy: Pisa, San Gimignano, and Siena, each was wonderfully navigated by Grace. Grace was patient, helpful and extremely knowledgeable.






AllegroRhome,
8 thg 11, 2025
- Review from Tripadvisor
Our guide was Grace. She is very knowledgeable while having a calm and peaceful way about her. We felt like she was a dear friend instead of someone we just met. We highly recommend both the Towns of Italy company and Grace.

858beatac,
31 thg 10, 2025
- Review from Tripadvisor
Great day with Frederico. I love everything about the trip. Frederico has good knowledge about wines which is a bonus. The tour was amazing. Strongly recommend.

Sharath D,
27 thg 10, 2025
- Review from Viator
A lot of positive things about this experience. Claudia was a wonderful guide and 12 hours tour is worth it. Particularly if you are pressed for time in Florence and have one day to cover Tuscany. In the trip we covered Leaning Tour of Pisa, had wonderful wine tasting session along with wonderful pasta, San Gimignano and Siena I absolutely loved Siena and the districts you walk with Palio arena. The basilica was amazing and you would be blown away, particularly if you have the floors uncovered. Only suggestion would be the minivan is a tight space for 8 guests, with the amount of time spent in the minivan. 5 is perfect and 6 is manageable
vickymD6611TV,
26 thg 10, 2025
- Review from Tripadvisor
The trip was amazing, we visited three towns in one day also enjoyed a lovely lunch including wine tasting. Federico- our tour guide was so charismatic and funny. Really great company and positive atmosphere. Grazie mille!




B973NDmikes,
26 thg 10, 2025
- Review from Tripadvisor
Our driver and guide Federico was outstanding. His knowledge of Tuscany is outstanding and his many stories were entertaining. We loved our day of exploring Tuscany and highly recommend this to anyone.
kellysB7133OF,
24 thg 10, 2025
- Review from Tripadvisor
A great way to see a few of the amazing places in Tuscany in 1 day! I will definitely be going back for a longer visit to some of the beautiful cities I explore today!
B5875GEbettyc,
14 thg 10, 2025
- Review from Tripadvisor
Very long day. Driver was very good at getting us home despite road closures. Pisa surprised us and we were very glad we went there. Wine tasting and lunch were very good San Gimignano was nice. Very little to see there. Siena interesting. Guide was late and only gave about 40 minute tour. Was supposed to be an hour
michaelrN3325IA,
8 thg 10, 2025
- Review from Tripadvisor
A memorable day with Federico. Everything about the tour was incredible. Would recommend it without any hesitation!!!
geoffreytP1848GP,
8 thg 10, 2025
- Review from Tripadvisor
Daria was excellent! She gave us wonderful information along the way and was very knowledgeable about the areas. We would have liked more of a wine pairing at the wine tasting but it was a pleasant experience.
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