Tours/Florence/Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing
Viator · group up to 63 pax

Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

4.6(6,810)Florence1 hour
VIATOR4.3(2,773)TRIPADVISOR4.7(4,037)

Description

There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano and Pisa. Take a guided tour of beautiful Siena, famous for its bareback horse race and the Gothic Siena Cathedral, and taste typical Tuscan food and wine during a 3-course lunch in a local winery or restaurant surrounded by picture-postcard Tuscan landscapes, where vineyards, rolling hills and olive groves will be your travel companions. Then, enjoy free time to explore San Gimignano, a picturesque medieval village, and Pisa, home to the UNESCO-listed Leaning Tower of Pisa.

Tour Options

Chinese Audio Guided Tour
  • Audio Guided Tour no Lunch: Lunch or Siena guided tour not included. Historical explanation in Siena and tour commentary are provided via APP in Chinese.
Spanish Tour No Guide No Lunch
  • What is not included: Guide in Siena, Lunch and wine tasting. What is included: Escorted roundtrip Transportation from Florence.
Portuguese Tour+Guide in Siena
  • All inclusive Portuguese tour: Including a 1 hour guided tour in Siena, Tuscan Lunch with wine pairing in a wine estate
Spanish No Guide With Lunch
  • What is not included: Guide in Siena is not included. What is included: Tuscan Lunch with wine pairing in a wine estate
Korean Audio Guided Tour
  • Audio Guided Tour no Lunch: Lunch or Siena guided tour not included. Historical explanation in Siena and tour commentary are provided via APP in Korean
Portuguese No Guide With Lunch
  • What is not included: Guide in Siena is not included. What is included: Tuscan Lunch with wine pairing in a wine estate
Portuguese No Guide No Lunch
  • What is not Included: Guide in Siena, Lunch and wine tasting. What is included: escorted roundtrip transportation from Florence.
French Tour + Guide in Siena
  • All inclusive tour in French: Including a 1 hour guided tour in Siena, Tuscan Lunch with wine pairing in a wine estate
French No Guide With Lunch
  • What is not included: Guide in Siena is not included. What is included: Tuscan Lunch with wine pairing in a wine estate
English Tour + Guide + Lunch
  • All inclusive Tour in English: Including a 1 hour guided tour in Siena, Tuscan Lunch with wine pairing in a wine estate
Japanese Audio Guided Tour
  • Audio Guided Tour no Lunch: Lunch or Siena guided tour not included. Historical explanation in Siena and tour commentary are provided via APP in Japanese
English Tour No Guide No Lunch
  • What is not included:: Guide in Siena, Lunch and wine tasting. What is included: escorted roundtrip transportation from Florence.
Italian Tour + Guide in Siena
  • All inclusive tour in Italian: Including a 1 hour guided tour in Siena, Tuscan Lunch with wine pairing in a wine estate
Italian No Guide With Lunch
  • What is not included: Guide in Siena is not included. What is included: Tuscan Lunch with wine pairing in a wine estate
English No Guide With Lunch
  • What is not included:: Guide in Siena is not included. What is included: Tuscan Lunch with wine pairing in a wine estate
Spanish tour + Guide in Siena
  • All inclusive tour in Spanish: Including a 1 hour guided tour in Siena, Tuscan Lunch with wine pairing in a wine estate
Italian No Guide No Lunch
  • What is not Included: Guide in Siena, Lunch and wine tasting. What is included: escorted roundtrip transportation from Florence.
French Tour No Guide No Lunch
  • What is not Included: Guide in Siena, Lunch and wine tasting. What is included: escorted roundtrip transportation from Florence.

Itinerary

60 min

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.

120 min

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 square. Please note that the Guided Tour in Siena is not included if you select the "Semi Independent Option" or the "Low Cost Option"

30 min

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.

Admission not included15 min

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.

Admission not included15 min

Your guided tour will conclude in front of one of Siena’s most stunning landmarks: the Siena Cathedral. This magnificent cathedral showcases a variety of artistic styles and features works by numerous renowned Renaissance artists. If you wish, you can purchase a ticket to experience the breathtaking interior, and don’t miss the absolutely striking Piccolomini Library on your way out! Spend about twenty minutes exploring the Cathedral independently. Afterwards, enjoy a leisurely stroll through the city center before rejoining your guide to continue to your next stop.

Admission included120 min

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. Please note that "Lunch" is not included if you select the "Low Cost Option"

60 min

San Gimignano is visible from close and far, with its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your guide will lead you first to a famous panoramic viewpoint, where you can photograph the Tuscan countryside, and then through the ancient doors to the city. You will have an hour to explore the lovely town of San Gimignano as you please.

Admission included15 min

As you walk through the characteristic alleyways of San Gimignano, you will inevitably make your way to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and lovely architecture! Grab a gelato or coffee and enjoy the lovely views of this perfectly preserved medieval city.

15 min

During your free time in San Gimignano, we recommend you visit the historic Cathedral and Duomo. Inside, you can find historic and beautiful frescoes colorfully decorating the walls of the Cathedral. Many tourists skip entering this sacred church, and it is truly a hidden gem in the center of the town.

60 min

After exploring the historic beauty of San Gimignano, it will be time to depart for a great symbol of Italy - Pisa! We will drive for about an hour, as your guide shares interesting information about the city an its monuments.

15 min

Upon arrival, your guide will lead you straight to the famous Square of Miracles. At first sight, it is truly breathtaking - the white marble buildings glow in contrast to the perfect, green lawns. You will have about an hour to explore the Cathedral, Baptistry, Monumental Cemetery, and of course The Leaning Tower, a worldwide symbol of Italian heritage! Be sure to have your camera ready... Pisa is a known for its fun photos in front of the Leaning Tower!

Admission not included15 min

During your free time and if there is no queue, you can climb the Leaning Tower of Pisa to admire the incredible views of the Square of Miracles from above. The panoramic views of Pisa are truly breathtaking: from the monuments below, to the city surrounding the square, the Arno River, and the countryside in the distance... Views from the top of the tower are fascinating!

Admission not included15 min

Discover the unique Romanesque architecture of the striking Pisa Cathedral! Beautifully decorated with gold accents and bright colors inside, this Cathedral is a mesmerizing place to finish your time in Pisa!

60 min

After departing from Pisa, it will take about an hour to return to Piazzale Montelungo in Florence. Enjoy your wonderful memories of a full day in the historical and artistic gems of the Tuscan Countryside as you sit back, relax, and enjoy the air conditioned coach bus

Highlights

Departure and Return from/to Florence (Piazzale Montelungo Bus Station)
Siena tour with professional guide with Headsets (if option selected)
Free time in Pisa and San Gimignano
Expert multilingual Tour Leader
Journey by fully-fitted GT Coach with Free Wifi on board
Typical Tuscan Lunch with Wine Pairing in a charming wine estate (if option selected)

What's included

Included
Departure and Return from/to Florence (Piazzale Montelungo Bus Station)
Siena tour with professional guide with Headsets (if option selected)
Free time in Pisa and San Gimignano
Expert multilingual Tour Leader
Journey by fully-fitted GT Coach with Free Wifi on board
Typical Tuscan Lunch with Wine Pairing in a charming wine estate (if option selected)
Not included
Hotel pickup and drop-off
Gratuities
Guide in Siena in case you select the Semi Independent and the Low Cost Option
Lunch in case you select the Low Cost Option

Traveller Ratings

4.6
6,810 reviews
5
5,024
4
1,102
3
380
2
154
1
150

Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Kindly note that the Semi Independent option does not include the local guide in Siena
  • Please note that the given order of the visits may change
  • 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
  • With prior notice, we can accommodate Vegetarian and Gluten free customers for lunch
  • If you select Chinese, Korean, or Japanese, the historical explanations and tour commentary will be provided exclusively via audio guide (via App) in your chosen language. You will not be left alone: a professional Tour Leader will accompany the group throughout the trip. The Tour Leader will manage the group and provide logistics, meeting point details, and emergency assistance in English, while the cultural insights will be delivered via the app in your language.

Reviews(6,810)

2
286ileanam
July 8, 2026
Great Tour!

The tour was amazing! We were able to see a lot in a short period of time. We walked quite a bit, but it was well worth it. Lucia was super nice and managed the group on point—we didn’t lose anyone during the trip! Fanel, the driver, is an expert; he was always on time, and the drive was very smooth. The bus also had excellent AC. In Siena we had a walking tour with Mateo, he was so knowledgeable and friendly. We learned a lot!! I would definitely do it again. My favorite stop was San Gimignano; I just wish we could have stayed longer, but it was a long trip overall. Oh, and the lunch was delicious!

V
Vivian N
July 8, 2026
Excellent tour to see three beautiful places.

Great tour. The tour assistant Lucia and the driver Fanel were great. Lucia explained very well the return location and time. She also kept us informed about each steps of the tour. Mateo the local tour guide in Siena explained Siena history very well. The lunch and wine testing was wonderful.

A
andresmO1250DE
July 8, 2026
Great experience!

Thanks to Lucia and Fanel for your hard work and great quality of the plan

D
David_M
July 8, 2026
The tour was great! ...

The tour was great! There was good information about Siena, plenty of individual time in Siena and Pisa, and the wine was amazing!!! All this and the tour guide was kind and knowledgeable. I highly recommend this tour.

N
N525KCjamesr
July 6, 2026
Childhood dream brought to life

Camillie and Roberto were great on our tour it wS long but really need 30 mins etc in each place to make it more comfortable. But we understand its trying to fit it all in.

D
drakb2
July 5, 2026
Excursion to Siena, San Gimignano, and Pisa

The excursion to Siena, San Gimignano, and Pisa was very good. The guides Beatriz and Lorenza, along with the driver Boris, made sure the day was well organized and gave us explanations of the places and recommendations; they were very kind.

M
manueljoseg949
July 5, 2026
Trip through Tuscany

A great trip back in time through Tuscany with magnificent leadership from Beatriz and Lorenza and perfect driving from Boris. A good atmosphere from the staff. If we return to Florence (we hope so), we will count on Ciao Florence 😉❤️

R
ravip101080
July 5, 2026
Great planning. I would recommend.

The Guide was excellent. She explained details very well. Planned the entire trip in a structured way. I would recommend this tour but don’t take options of lunch and guided tour it is not required and not worth the extra money.

2
272estebanv
July 5, 2026
Tuscany with the family

Excellent experience; we got to know Tuscany and had a lot of fun with other travelers. We shared anecdotes from our trips and made contacts for new ones.

3
352waleskan
July 5, 2026
Beautiful cities

The visit to 3 cities was incredible!! I liked Siena a lot because we were walking and the guide was sharing a lot of history with the group! The wine tasting was fine; I am not much of a wine person, but I liked the experience. What I liked least was the visit to Pisa because they did not guide us; they just took us to the square without giving a talk about the history of each of the buildings... I did expect more. In general, I give it a 6 out of 10.

You might also like...