Tuscany Day Trip from Florence: Featuring Siena, San Gimignano, Pisa, and Lunch at a Renowned Winery

Renowned for its abundant art, historical richness, beautiful scenery and exceptional produce, Tuscany offers a blend of the best! With just one day available, experience the greatest of what Tuscany can provide on this extensive one-day coach tour from Florence.

Duration: 12 hours
Cancellation: 24 hours
Highlights

Meet the local guide before embarking on a picturesque drive through the Tuscan countryside. The first destination is the gothic city of Siena, renowned for its medieval streets. Opt to join a guided tour of the city, which includes free entry to the Cathedral, or explore Siena at your leisure, enjoy a drink at an outdoor café, and interact with the…

What's Included
  • Wine tasting of four varieties
  • Free time to explore the towns at your own pace
  • Hearty farmhouse lunch
    with veggie and gluten-free options available
  • Professional English speaking tour guide available the entire day
  • Guided walking tour of Siena, including cathedral entry fee
  • Comfortable travel with in-vehicle air conditioning
What's Not Included
  • Gratuities
  • Hotel pickup and drop-off
  • Food and drinks, unless specified
Additional Information
  • Due to uneven surfaces, we cannot accept anyone with walking difficulties or using a wheelchair
  • Vegetarian option is available, but we regret that gluten free or other alternative dietary requirements cannot be catered for
  • It is recommended to book any rail travel from Florence after 9pm to allow time for any traffic delays on your return journey…
Location
Piazza della Stazione, 27
Piazza della Stazione
Check-in: 7.45am - Your guide will be holding a WALKABOUT TOURS sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's
Cancellation Policy

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

Customer Ratings
4.9
(21991 Ratings)
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Heidi_c
Mar 1, 2026
Siena, San G winery and Pisa - Sienna was amazing our guide was so interesting! Loved the wine tasting and Pisa. San gimigsmno was so cute and the gelato was amazing. Naomi our giude was amazing kept us on track and gave us all the great info.
Review provided by Viator
Jacqueline_m
Jan 20, 2026
Tuscany Day Trip / A Must - This Tuscany day trip to Siena, San Gimignano, Pisa, and a countryside winery was a great way to experience the region’s history, landscapes, architecture, and cuisine, all in one day. Siena was a standout, with streets from medieval times the Piazza del Campo, which is hard to believe the famous horse race is held. The Tuscan winery stop was a well deserved break from sightseeing. Enjoying a lunch with local wines while having conversations with others on our tour was nice. It helped for us to take on this long day. San Gimignano was beautiful. The narrow streets, the shops, and the views were amazing. We finished in Pisa, and took photos holding up the Leaning Tower. Climbing the tower was unusual as you could feel the lean of the tower. Neomi was our guide and helped us maintain our timing going from place to place. She also was very knowledgeable about each of the places we visited.
Review provided by Viator
Paul_a
Jan 15, 2026
A must do experience - This was a perfect day for our family to enjoy the Tuscan Hills scenery and see other parts of Tuscany. The bus was brand new and very comfortable. Our driver Sergio was excellent-drove safely and smooth. I was a bit worried because I get car sick with windy hills, but I sat in the middle of the bus with a window seat and was able to look forward at the front large window and felt great all day. Our tour guide David was also phenomenal. He showed he cared so much about the entire groups experience. He was very knowledgeable about Tuscany, Italy and everything we visited. He spoke perfect English and was easy to understand. He gave us great tips about where to go and how to get there and what to expect when we visited each of the 3 stops. Our timing at each stop was perfect as well. I highly recommend this wonderful trip and our fantastic guide David.
Review provided by Viator
Jwgarn
Jan 9, 2026
A tour to remember. - We very much enjoyed our tour of the beautiful Tuscan countryside. Our guides were knowledgeable, friendly and helpful. The food at lunch was delicious.
Review provided by Tripadvisor
Organisi
Jan 4, 2026
Wine tour/ day in the Tuscan countryside. - We’re from Australia and booked this Tuscan Wine tour to see some of the Italian towns and countryside. We were not disappointed. This was the last day in Florence before moving on to Milan, so a lovely way to end this trip to Florence. Our guide Manolo (Walk About Tours) was a cheerful and experienced English guide. The winery for lunch and wine tasting was fabulous and served lunch promptly. As this was a winter tour, a hot pasta lunch with a variety of wines was ideal. We purchased wines, olive oil etc to take home as well. We had an experienced guide whilst in Siena as well and enjoyed the education and history provided. It’s a long day out and includes some walking however we found it absolute value for money. If you prefer a variety of wineries, I would advise that if doing this tour, consider adding another wine tour to your list to ensure you experience multiple wineries as this only had one winery stop. We met new people from across the globe and had a relaxing and enjoyable day out. Thank you Mano snd Guiseppe.
Review provided by Tripadvisor
Vidhya
Dec 26, 2025
Amazing experience - This tour was amazing! We visited siena (walking guided tour), cathedral was closed since it was a sunday but we were able to climb up to a viewpoint instead. The lunch was one of the best, with almost unlimited wine! We bought world famous gelato in San Gimignano, and then went to pisa while there was still light (in Dec end), organized and done very well! 10/10 would recommend to all my friends!
Review provided by Tripadvisor
Timothyl276
Oct 15, 2025
Great day-trip from Florence - Great tour of Siena, San Gimignano. Didn't like Pisa much but this trip gets 5 star thanks to our tour guide Mono for his great knowledge, humor and guidance! Mono was also very kind to wife in understanding her motion sickness and allowing us to take the front seat on the bus! Bravo Mono!
Review provided by Tripadvisor
Todd_g
Oct 10, 2025
Stress-Free Tour - First off, know that this is a long day, and you will be doing a lot of walking. That being said, this tour is a fantastic way to see three different Tuscan towns without any of the stress of driving. Our guide, Alessandro, and our driver, Tulio, were incredibly professional, and able to take care of our group, handling everything from keeping us on time to emergency bathroom breaks. Alessandro’s commentary on the region was remarkable, as we gained a lot of insight into how the Tuscan culture evolved over the centuries. A university professor joined us for our tour through Sienna, offering even more knowledge and depth into the culture of the Siennaese people. We then were treated to a hearty, farmhouse lunch high in the Tuscan countryside with postcard-like views before visiting San Gimignano and then on to Pisa, where we opted to climb the famous tower at sunset! Alessandro and Tulio got us back to the Florence bus station right on time as promised, ending a long but amazing day in Tuscany. As long as you’re fit enough for all the walking, this tour is a great way to get out there and experience Italy knowing that you’re going to be well taken care of, all while learning a lot about the culture of the region. Highly recommend!
Review provided by Viator
Rudy
Oct 4, 2025
Best 1 day Tuscany experience. - We took the tour with Tripadvisor which connected us to the Walkabout tour company. We started at the station in Florence. Make sure you are on time. Our guide was Genivre, a highly qualified and fun young woman who took excellent care of us. The driver was Felice, who did a great job. We had plenty of time to see Siena, Gimmignano, and Pisa. They took care of our tickets and helped us get in even if we may have lost one. Super friendly and supportive. The lunch was great, but a little rushed since there were other groups eating as well. Good food and the wine was served in abundace (really!!). Plenty of time for the views. Got back to the station by 8. Long day, but not exhausting. A+
Review provided by Tripadvisor
Lenk923
Sep 27, 2025
Absolutely perfect! - 100% worth every Penny! Definitely a full day of great experiences! And Mano our tour guide was the best! Never a dull moment, lunch was spectacular!
Review provided by Tripadvisor
From $111
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).