Tuscan Countryside Private Tour: Explore Pisa, San Gimignano, Chianti and Piazzale Michelangelo

Delve into the stunning landscapes of Tuscany with a personal chauffeur and tailor your journey to include places like Pisa, San Gimignano, Chianti, and Piazzale Michelangelo. The unique blend of history, art, culture, and fantastic views encapsulated into one indelible day.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Piazzale Michelangelo - Return to Florence from San Gimignano one stop at Piazzale Michelangelo, one of Florence’s most breathtaking views. Enjoy panoramic views of the city skyline and the stunning Arno River. As the day draws to a close, drive to a scenic location to watch the sun set over the Tuscan hills. Enjoy the colors of the sky while…
What's Included
  • Private transportation
  • Bottled water
  • In-vehicle air conditioning
What's Not Included
  • Lunch
  • Alcoholic beverages
  • Leaning Tower of Pisa ticket - 12 euro
  • Entrance fees
  • Entrance fees
Additional Information
  • Travel time is included on the total tour duration
  • Mercedes-Benz Vehicle
  • Hotel pick up and Dropp off
  • Speaking Driver
  • Free time in Pisa ,Chianti and San. Gimignano
Location
Piazzale Michelangelo
Viale Michelangelo,
Cancellation Policy

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

Customer Ratings
5.0
(44 Ratings)
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Susan_t
Mar 13, 2026
A perfect experience in Tuscany! - Luigi was extremely knowledgeable and was flexible with our itinerary. He knew the area and culture very well! He helped make this a really great experience for all of us. Luigi was also very friendly! We highly recommend this experience!
Review provided by Viator
Sarah_c
Mar 11, 2026
Perfect Day - What a wonderful day. Luigi was fabulous. He was so informative. San Gimignano is magical and the wine tasting at Casa Emma was perfect. We couldn’t have asked for a better day, thanks Luigi!
Review provided by Viator
Marsha_o
Feb 28, 2026
Private look at Tuscany - We really enjoyed our day in Tuscany. Our driver, Luigi, was not a guide but easily answered our many queations. We were glad to get an up close and personal look at the beautiful Italian countryside.
Review provided by Viator
Donnie_d
Nov 25, 2025
Donnie D - This was the perfect tour to experience Pisa and the Tuscany landscape. Comfortable van and perfect tour. We totally enjoyed the lunch and wine tasting option. The sunset at Piazzale Michelangelo was the perfect ending to an amazing day.
Review provided by Viator
60hollyf
Oct 13, 2025
Great day - It was a great trip and Luigi was a very good driver. It was a very relaxed and comfortable ride and tour. He was very knowledgeable and made the trip a lot of fun.
Review provided by Tripadvisor
Dean_p
Jul 3, 2025
Luigi was a fabulous,... - Luigi was a fabulous, knowledgeable and engaging tour guide. Full of interesting facts and humour. Would definitely recommend him
Review provided by Viator
Jorge_g
Jun 25, 2025
awesome experience with an outstanding guide/driver - The whole experience was great. Perhaps working with Gino was the best. Thoughtful, very informative and his attention to details was superb. Great guy and made our entire family feel safe. If I were to do it again I probably would skip the winery tasting- not sure it was worthwhile- but at least the one we went to. We paid 400Euro for 2 adults and 3 teenagers. Family who owned the winery were super nice but for that price I could have eaten a Michelin restaurant. Perhaps having a 7-8pm dinner in San Gimignano after a late afternoon Pisa visit would have been better. No one’s fault- first timer in the region.. Gino remains 100% best ever
Review provided by Viator
Justin_v
Jun 15, 2025
The best way to see Tuscany! - We loved this private tour! We weren’t feeling great in the morning and needed an extra hour before getting started for the day and Luigi kindly accommodated. We started our day off in San Gimignano and tried Luigi’s favorite Gelato spot that was 10/10. From there, we visited an amazing small locally winery - Sant’Appiano - we tried 6 local wines, olive oil & balsamic with homemade lunch (linguine ragu, pork & beans, and tiramisu - all FUEGO)! This was by far the best part of the visit. I had tried Tiramisu at 12 different locations (we’d been in Italy & France for 14 days by this point) and nothing compared to how good this Tiramisu was. After that, we drove to Pisa, saw the tower for a few minutes & then left (not much else to see). We got there late so the church was closed by 5pm but all we cared to see was the tower & skit. Luigi’s van was extremely comfortable, he gave a lot of really nice local tips, and was so accommodating. We appreciated his time & attention & would recommend this tour to anyone looking for a relaxing private tour!
Review provided by Viator
Meow
May 15, 2025
Travel in comfort - We had a very comfortable trip enjoying San Gimignano, Pisa. We opted out of wine tasting as one of our group members does not drink alcoholic drinks. Luigi was a great driver and guide, friendly, flexible, and provided a couple of other stops instead of wine tasting. We had a great day being chauffeured.
Review provided by Tripadvisor
Samantha_h
Apr 6, 2025
Such an experience! - A fabulous tour with the wonderful Luigi! A lifelong dream to see Pisa and the famous tower, an amazing lunch with wine tasting at a beautiful Tuscan winery, and a visit to San Gimignano, which wasn't originally in our holiday plans but wouldn't have missed it! Tuscany has an amazing landscape (and fabulous local wines!)
Review provided by Viator
From $748 (Per Vehicle)
up to 6 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).