Tuscany Exploration: Day Trip to Pisa, Siena, and San Gimignano with Wine Tasting & Lunch
4.4
3,421 Ratings
Firenze
Embark on a captivating day trip from Florence to explore the charming Tuscan towns of Siena, San Gimignano, and Pisa. Indulge in a delectable 3-course lunch with wine tasting, and marvel at iconic landmarks like the Leaning Tower of Pisa. Uncover the hidden gems of Tuscany beyond Florence!
Duration: 12 hours
Cancellation: 1 day learn more
Highlights
  • Florence - There is no time to waste when exploring the Tuscan countryside! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Hop on the comfortable coach bus, choose your seat, and relax before departing on your journey! The drive to Siena will take about one hour. During the journey, your guide will entertain you with plenty of interesting information about Tuscany, and specifically - Siena! If you have any questions, your guide will be there to assist you.
  • Siena - When you arrive in the medieval gem of Siena, your guide will lead you through the picturesque streets until you reach the main piazza of the city - Piazza del Campo. Here, a professional city guide will meet the group to begin your walking tour. For about an hour, the guide will share fascinating facts about this incredible city (which is listed as a UNESCO World Heritage Site), and you will visit some of the most famous points of interest. The end of the walking tour will lead you to the Siena Cathedral, where you can enter to see the breathtaking decorations and unique architecture.
    Please note that the “Semi independent option” does not include the guided tour in Siena. Clients that have chosen this option will have free time in Siena instead.
  • Piazza del Campo - During the included walking tour of Siena, your guide will show you an insider’s view of Piazza del Campo. Not only is this piazza a popular place for locals to gather, but is is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! Learn all about the history of the city, and its main square as your guide unfolds the secrets of the city to you and your group in a vivid, storytelling manner. You will spend about thirty minutes learning about Piazza del Campo.
  • Torre del Mangia - Your guide will lead you to Torre del Mangia, the striking clocktower of Siena. This incredible tower dominates the city’s skyline and is the third tallest tower in all of Italy! Connected to the important Palazzo Publicco, your guide will share more information about this unique tower during your tour! Enjoy about fifteen minutes outside of Torre del Mangia.
  • Duomo di Siena - After your walking tour of the historical center ends, you will be given some independent time to explore the intricate and fine decorations inside the Siena Cathedral. This Cathedral has many different artistic styles, and works of art from countless famed Renaissance artists. Walk through the breathtaking atmsophere inside, and don’t forget to stop in the absolutely striking Piccolomini Library on your way out! Spend about twenty minutes exploring the Cathedral indpendently. Then, enjoy walking through the city center on your own before meeting your guide again to head to your next stop! Please note that the “Without Cathedral option” and “Semi independent option” do not includ the admission fee to Siena Cathedral.
  • Chianti Road - After an exciting morning of exploration in Siena, it will be time to relax and refuel! We will drive about one hour through the rolling hills of Tuscany until we reach a lovely, family-owned winery in the countryside outside of San Gimignano. The view from the winery will leave you breathless, as you will be surrounded by sunny rolling hills, olive groves and vineyards, of course! Surrounded by the most beautiful Tuscan countryside, you will indulge in a wine pairing of high-level wines accompanied by a delicious three-course meal of a typical Tuscan meat and cheese plate, pasta, and dessert.
    Then, we will drive about fifteen minutes to arrive in the hilltop beauty of San Gimignano.
  • San Gimignano - San Gimignano is visible from close and far, with its unmistakable medieval \
What's Included
  • Expert multilingual Tour Leader
  • Guided Siena tour with professional guide and headsets (optional)
  • Leisure time in Pisa and San Gimignano
  • Travel in a comfortable GT Coach equipped with free Wifi
  • Authentic Tuscan lunch with wine tasting in the Chianti region
  • Entrance to Siena Cathedral with headsets (optional)
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
  • Guide in Siena and access to Siena Cathedral in case you select the Semi Independent Option
Additional Information

Tuscany offers experiences beyond Florence. Set off from the city to explore three other captivating Tuscan locations on this day tour to Siena, San Gimignano, and Pisa. Embark on a guided exploration of stunning Siena, known for its unique horse racing event and the Gothic Siena Cathedral. Savor traditional Tuscan dishes and wines during a 3-course midday meal at a local vineyard or eatery, nestled within Tuscan scenery featuring vineyards, undulating hills, and olive groves. Subsequently, you have the opportunity to discover San Gimignano, an appealing medieval town, and Pisa, renowned for its UNESCO-protected Leaning Tower of Pisa.

  • Kindly note that the Semi Independent option does not include the local guide in Siena
  • Kindly note that “Semi Independent” and “No Cathedral” options do not include access to Siena’s Cathedral
  • Please note that the given order of the visits may change
  • Entrance into Siena Cathedral requires a strict dress code. We cannot be held responsible for entry denied due to improper dress. Please make sure your shoulders and knees are covered
  • LOW SEASON (From November, 1st to March, 24th): English and Spanish languages are always available. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
  • HIGH SEASON (From March 25th to October 31st): English and Spanish languages are always available. Other languages are confirmed as follows: FRENCH: Wednesday, Saturday - min 2 pax PORTUGUESE: Tuesday - min 2 pax ITALIAN: Sunday - min 2 pax
Location
Piazzale Montelungo
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Cancellation Policy

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

Customer Ratings
4.4
(3421 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Jennifer_p
Jun 1, 2024
We loved Seina and the... - We loved Seina and the lunch at the winery but it was all good. Our guide was friendly and fun the while day
Review provided by Viator
Carolw_p
Jun 1, 2024
Great day - check these treasures off your bucket list! - A lovely longer day. Our guides, Gabriele and Judy, were wonderful, as was our driver, Luca. It was wonderful to see the sights in Siena, San Gimignano, and Pisa, and to have a lovely lunch and wine tasting at long tables. I met wonderful people from Canada, the United States (Boston), India and China. The camaraderie with others, including the guides, was especially appreciated by this solo traveler. Be prepared for your 15000 steps, including steep hills, and uneven paths. One of our younger members fell and hurt her ankle early in the day—wear walking shoes! It is a long day / over 12 hours—but well worth it. One suggestion: walk a bit more slowly especially uphill fir those of us who are in good shape but over 60 - we now have time to travel, but to avoid slipping, can use a couple more minutes. It’s not a tour for anyone with concerns about walking far. That said, it was wonderful. Bring cash for shopping everywhere. I only brought a small amount of Euros, which made the locals think I was negotiating and had them dropping prices - especially in Pisa! Fun!
Review provided by Viator
Jeff_c
May 29, 2024
Includes everything—so worth it! - We were first afraid that a 7:45 am start for the tour would tire us out, but everything was great and we had time to rest in the bus! Sebastian and Giovanni were our tourguides who gave us lots of information about each place. We had 1 hour in Pisa and San Gimignano, and 2.45 hours in Sienna. Just the right amount. Our tourguides kept everything in order so there were no problems. The Wine tasting and lunch was the best part in my opinion. Seriously, this day tour is a must-go. Grazie mille! 👏👏
Review provided by Viator
Voyage27911346571
May 12, 2024
Complete and fun experience to get to know Tuscany. - Very nice experience!!! The best option to get to know Tuscany if you don't have that much time. The tour is very complete and with unique experiences. The most notable for me were: The visit to San Gimigniano to try the most delicious gelato in the world 😋🍨, and the lunch with wine tasting. The guides are also geniuses, really great bosses Robert, Gabrielle and Mario 🌟.
Review provided by Tripadvisor
Sydney_r
May 10, 2024
Nice activity to see a part of tuscany - We had a lot of fun during this activity, we got to visit some very beautiful villages and we always had some time for ourselves to visit. In Sienna we visited the duomo which was stunning, the local guide was very knowledgeable. We also went to San gimigano and Pisa. On the way to the towns the guide gave us some facts about them and other towns we where passing by which was very interesting. The lunch at the vineyard was quite nice and the wine tasting included a lot of wine, a sparkling wine and a digestif. Overall we had a perfect day !
Review provided by Viator
B6056ighannahc
May 10, 2024
Perfect day out! - Thank you for such a lovely day, Sara and her father. Very informative, great food and win. Perfect site seeing and the day went too quick! :)
Review provided by Tripadvisor
Dmitriis624
May 10, 2024
Amazing tour absolute must do while in Florence especially for short stay - Thank you very much for this precious tour. We liked all parts of the journey!!! Visited Sienna, San Gimignano, Pisa, all in one day. Winery was exceptional.
Review provided by Tripadvisor
130jeongl
May 10, 2024
A great way to experience the region of Tuscany. - Sara our tour guide and our bus driver Aldo were really friendly were consistently punctual. The experience while just giving us a taste of the area was still very satisfying.
Review provided by Tripadvisor
Daniele_p
Jun 4, 2024
Good - More time to explore winery Way too fast explaining at the winery Staff is great especially Serena and Chamberg and the driver mario
Review provided by Viator
Ian
May 10, 2024
Worth the $ and time. - Driver and main tour guide was amazing. I could have passed on Pisa, but everything else including the towns, the wine, food, etc. was great.
Review provided by Tripadvisor
Select Date and Tickets
up to 9 guests
1 Adult
June 2024
Sun
Mon
Tue
Wed
Thu
Fri
Sat
Today