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Day trip

Tuscany: Siena, San Gimignano, Chianti, and Pisa Day Tour

4.5  / 5
499 reviews
Activity provider:CAF Tour & Travel
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Day trip

Tuscany: Siena, San Gimignano, Chianti, and Pisa Day Tour

Activity provider:CAF Tour & Travel
4.5  / 5
499 reviews

From US$ 62.38 per person

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Discover the rich history and art of the most iconic sights in Tuscany on a day trip from Florence. Experience Chianti's countryside landscapes as you explore Siena, San Gimignano, Chianti, and Pisa.

About this activity

Free cancellation
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Keep your travel plans flexible — book your spot and pay nothing today.
Duration 12 hours
Check availability to see starting times.
Live tour guide
Spanish, English

Experience

Highlights
  • Savor local flavors as you eat a Tuscan lunch in the San Gimignano area
  • Admire the depth and complexity of regional wines at a wine tasting
  • Discover the most renowned and picturesque Tuscan towns in just one day
  • Explore San Gimignano, Siena, and Pisa, with its world-famous leaning tower
  • Wander the romantic cobblestone streets of Siena led by a local guide
Full description

Spend the day discovering many of the main highlights of the Tuscan countryside on this guided tour with a traditional Italian lunch included. Make your way through the rolling hills as you discover the charm of Pisa, San Gimignano, and Siena.

Your first stop will be Pisa and the Square of Miracles. See the cathedral, baptistery, and, of course, the famous Leaning Tower. The Leaning Tower is almost 56 meters tall, about 183 feet, and leans at about 4 degrees, making it one of the most famous and iconic buildings in the world. 

From Pisa, drive past hilltop hamlets scattered across some of the most beautiful and enchanting areas of the countryside. Arrive at San Gimignano where a traditional Tuscan lunch with wine tasting will be served, if the option is selected.

Continue to the preserved medieval village of San Gimignano, a UNESCO World Heritage site often nicknamed the “Manhattan of the Middle Ages” because of its famous tall, narrow towers. Explore the town center and the charming craftsmen shops along the cobbled stone streets and small squares.

End the tour in Siena, a hilltop town rich in art and traditions. Stroll the pedestrian historical center and visit the beautiful local cathedral. Take a guided walking tour along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo.

Sample Lunch Menu - Appetizer: cold cuts ( prosciutto, finocchiona, salami ) bruschetta olive oil and truffle oil pecorino cheese with balsamic vinegar and green salad - Main Course: penne with meat ragout and parmesan cheese - Dessert: homemade tart with jam and vinsanto - Tasting of 3 different wines
Includes
  • Roundtrip transportation from Florence
  • Tour guide
  • Guided tour in Siena (if option selected)
  • Siena Cathedral entrance fee (if option selected)
  • Lunch with wine tasting (if option selected)
  • Leaning Tower of Pisa entry

Select participants and date

Participants

Date

Meeting point

How to reach the Meeting Point from Santa Maria Novella Station Square: Take "Via Valfonda" (Valfonda street) and go straight on at the end of the street, until you see the Fortress (Fortezza da Basso). Cross the street in front of you and keep your left side, until you see on the right side Piazzale Montelungo (big square with car and Bus parking). An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station. It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the Tour, nor to have a refund or reschedule the tour.

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Important information

What to bring

  • Comfortable shoes

Not allowed

  • Pets

Know before you go

  • The order of the visits is subject to change
  • A minimum number of participants is required to confirm the tour, if this is not reached you will be offered an alternative or a full refund
  • The guided tour in Siena is available in 2 languages
  • For small groups of up to 8 people, the guide service could be replaced with an English-speaking driver-guide service, with the rest of the program remaining unchanged
  • If the Siena Cathedral cannot be visited due to religious services, you'll visit the Santa Maria della Scala Museum instead
  • From April 1, 2023, lunch and wine tasting will be served in a characteristic restaurant located along the medieval road that led pilgrims to Rome crossing Tuscany, the famous "Via Francigena"
  • Sample menu: appetizer with cold cuts (prosciutto, finocchiona, salami) bruschetta olive oil and truffle oil pecorino cheese with balsamic vinegar and green salad; main course with penne with meat ragout and parmesan cheese; dessert with homemade tart with jam and vinsanto

From US$ 62.38 per person

Reserve now & pay later to book your spot and pay nothing today
Reserve now & pay later to book your spot and pay nothing today
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Customer reviews

Overall rating

4.5 /5

based on 499 reviews

Review summary

  • Guide
    4.8/5
  • Transportation
    4.6/5
  • Value for money
    4.5/5
  • Service
    4/5

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The pisa leaning tower was definitely the highlight and we arrived there early to beat the crowd. The only thing was that we did not have enough time at each stop but it was expected from a tour. The big let down was the breaking down of the bus at San Gimignano. The group had to wait outside for about an hour. The trip was therefore pushed back a couple of hours. Our guide tried the best to make everyone comfortable. She also helped us organise a taxi for our early flight next morning. So many thanks and five stars for her (sorry I didn’t remember your name, maybe Mara)

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September 22, 2023

A
Anh – NetherlandsVerified booking

Helpful?

Great trip. We got to see so much in short times. Our tour guide sandro & our bus driver have done a great job with the trip. Wine tasting/ lunch are great, inside the sienna cathedral is so beautiful,worth the money to go in. Really recommend this trip for those who have short time in italy/ Florence and wanted to see more. There’s lots of walking involve & you need to keep up with the pace so do be prepared on that

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September 11, 2023

M
Mia – NetherlandsVerified booking

Helpful?

What a wonderful day today on our Tuscany trip! Our tour guide Marco was absolutely fantastic. We could not have asked for a more proficient and friendly tour guide than him. Even as English speakers, we were amazed at how perfectly he was able to guide the tour in both English and Spanish. After a bad experience with another tour company a few days ago where we got left behind, we were delighted to see the safety measures Marco applied - crossing off names as he saw them at each spot, head checks, assuring everybody knew the meeting location and time and always keeping an eye on us until we split up! Marco was so knowledgeable, and had so much information to give about the locations we passed and about each stop through the day. Everything ran perfectly on time, and we got more than enough time in each stop to explore the main sights and more. We could not fault anything, and we owe it to our amazing tour guide Marco who put in so much effort to make sure everything ran smoothly.

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August 16, 2023

C
Corinna – AustraliaVerified booking

Helpful?

Product ID: 410236

  • Italy
  • Tuscany
  • Things to do in Siena
  • Siena Cathedral

Top Attractions in Siena

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