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    Florence Duomo ComplexAttraction in Florence, Italy

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  • Explore Siena
  • Places to see
  • Things to do
  • Top sights
  • Attraction types
  • Outside Siena

Siena Cathedral

Palazzo Pubblico

Tower of Mangia, Siena

Brolio Castle

Cripta del Duomo di Siena

Monte dei Paschi di Siena

Santa Maria della Scala

Piccolomini Library

Piazza del Duomo, Siena

Facciatone

Museo Civico, Siena

Piazza del Campo

Day trips

Landmarks & monuments

UNESCO sites

Castle & palace tours

Multi-day trips

Shore excursions

Nearby destinations

Florence tours

Pisa tours

San Gimignano tours

Monteriggioni tours

Montepulciano tours

Livorno tours

Nearby sights

Florence Duomo ComplexAttraction in Florence, Italy

Ponte VecchioAttraction in Florence, Italy

Piazza della SignoriaAttraction in Florence, Italy

Uffizi GalleryAttraction in Florence, Italy

Accademia GalleryAttraction in Florence, Italy

Porta del ParadisoAttraction in Florence, Italy

  • Top experiences
  • Interests
  • Outside Siena

Cooking classes

Pasta tasting & cooking classes

Olive oil tours & tastings

Bike tours

Horse riding

Balloon tours

Rail tours

Scooters & motorcycles

City cards

Vespa tours & rentals

Hiking

Explore more things to do in Siena

Sightseeing

Food & drinks

Educational activities

Nature & adventure

Driving experiences

Explore more things to do in Siena

Things to do in Florence

Things to do in Pisa

Things to do in San Gimignano

Things to do in Monteriggioni

Things to do in Montepulciano

Things to do in Livorno

Explore more things to do in Siena

Certified by GetYourGuide

Florence: Pisa, Siena, San Gimignano & Chianti Day Trip

4.6 out of 5 stars
4.6
3454 reviews
Activity provider:
CAF Tour & Travel
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Certified by GetYourGuide
Florence: Pisa, Siena, San Gimignano & Chianti Day Trip
4.6 out of 5 stars
4.6
3454 reviews
Likely to sell out

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
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
Keep your travel plans flexible — book your spot and pay nothing today.
Duration 12 hours
Check availability to see starting times
Live tour guide
English, Spanish

Highlighted reviews from other travelers

5
5 out of 5 stars
A
Anirban – United States

It was an amazing day planned and the guides were outstanding. We covered so much in our short stay of Florence. The guides also gave tips on how to spend evenings at Florence. Overall 5⭐️⭐️⭐️⭐️⭐️

5
5 out of 5 stars
F
Francois – South Africa

We would have loved extra free time, but understand that it is a busy day with a lot to see.

Select participants and date

Participants

Itinerary

  • Starting location:

    Piazzale Montelungo

  • Bus/coach

    (1.5 hours)

  • Pisa

    Free time (80 minutes)

  • Bus/coach

    (100 minutes)

  • San Gimignano

    Free time (2.17 hours)

    San Gimignano

    Lunch, Wine tasting

    Optional
  • Bus/coach

    (1 hour)

  • Siena

    Visit, Free time (110 minutes)

    Siena

    Guided tour (1 hour)

    Optional

    Siena Cathedral

    Guided tour (15 minutes)

    Optional
  • Bus/coach

    (1 hour)

  • Arrive back at:

    Piazzale Montelungo

Main stop

For reference only. Itineraries are subject to change.

Highlights

  • Discover the enchanting Field of Miracles in Pisa, with its iconic Leaning Tower
  • Explore San Gimignano “the Manhattan of the Middle Ages", listed as UNESCO site
  • Traverse the Chianti countryside, with hilltop hamlets and captivating views
  • Discover Siena's charm, an art-filled hilltop town steeped in tradition
  • Join a local guide on a walking tour through Siena's medieval streets & squares

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 pairing 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 (if option selected) along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo.

Includes

  • Staff Assistance at the meeting point
  • Round-trip transportation by air-conditioned bus
  • Licensed multilingual tour leader
  • Guided tour in Siena (if option selected)
  • Siena Cathedral entrance (if option selected)
  • Lunch with wine pairing (if option selected)
  • Leaning Tower of Pisa entry

Not suitable for

  • Wheelchair users

Meeting point

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.

Open in Google Maps

Important information

What to bring

  • Comfortable shoes

Not allowed

  • Pets

Know before you go

  • Please be advised that it is required to bring your original ID with you during the tour.
  • Please note: this tour involves uphill and downhill walking routes in hilltop villages. Therefore we regret to inform you that it is not suitable for people with wheelchairs or with impaired mobility.
  • Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
Likely to sell out

From $76 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

Customer reviews

Overall rating

4.6 /5
4.6 out of 5 stars

based on 3454 reviews

Review summary

  • Guide
    4.7/5
  • Transportation
    4.7/5
  • Value for money
    4.5/5

Customer photos

+748
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5
5 out of 5 stars
A
Anirban – United StatesJuly 8, 2025 – Verified booking
It was an amazing day planned and the guides were outstanding. We covered so much in our short stay of Florence. The guides also gave tips on how to spend evenings at Florence. Overall 5⭐️⭐️⭐️⭐️⭐️

Response from provider

July 8, 2025

Dear Customer, Thank you so much for your wonderful review! We're thrilled to hear that you had an amazing day and that our guides exceeded your expectations. We hope your time in Florence was unforgettable and look forward to welcoming you again on your next visit! Best regards

5
5 out of 5 stars
F
Francois – South AfricaJuly 7, 2025 – Verified booking
We would have loved extra free time, but understand that it is a busy day with a lot to see.

Response from provider

July 8, 2025

Dear Francois, Thank you for your lovely feedback! We completely understand how beautiful Tuscany is and how much you wish to explore it for longer. There’s so much to see and experience, and it’s always a challenge to fit everything into one day. We truly appreciate your understanding and hope you get the chance to visit again for an even more leisurely adventure! Best regards

5
5 out of 5 stars
J
Julie – United KingdomJuly 5, 2025 – Verified booking
Really excellent day covering some amazing highlights of Tuscany. The Guide Ricardo was excellent and was fluent in both English and Spanish - very impressive. And the driver, Massimo, did a great job of driving us around. A great tour to cover a lot in one day. Would highly recommend.

Response from provider

July 7, 2025

Dear Julie, Thank you so much for your kind words! We're thrilled to hear you had an excellent day exploring the highlights of Tuscany. Riccardo will be happy to know his efforts and language skills made a great impression, and we're glad Massimo's driving added to your comfort. We truly appreciate your recommendation and hope to see you again! Our best regards

Product ID: 410236

Activity provider:
CAF Tour & Travel
  • Italy
  • Tuscany
  • Things to do in Siena
  • Tours in Siena
  • Siena Cathedral

Top Attractions in Siena

  • 1Siena Cathedral
  • 2Brolio Castle
  • 3Palazzo Pubblico
  • 4Tower of Mangia, Siena
  • 5Santa Maria della Scala
  • 6Oratory of San Bernardino
  • 7Facciatone
  • 8Cripta del Duomo di Siena
  • 9Winery San Giorgio a Lapi
  • 10La Lastra Winery
  • 11Piazza del Campo
  • 12Basilica Cateriniana San Domenico
  • 13Piccolomini Library
  • 14Baptistery of St John
  • 15Santuario di Santa Caterina
  • 16Museo Civico, Siena
  • 17Meleto Castle
  • 18Monte dei Paschi di Siena
  • 19Opera della Metropolitana
  • 20Tuscan Wine School

Experiences in Siena

  • 1Siena Wine tasting & winery tours
  • 2Siena Walking tours
  • 3Siena Day trips
  • 4Siena Transfers
  • 5Siena Driving experiences
  • 6Siena Cooking classes
  • 7Siena Castle & palace tours
  • 8Siena Family-friendly activities
  • 9Siena Horse riding
  • 10Siena Bike tours
  • 11Siena Churches & cathedrals
  • 12Siena Entry tickets
  • 13Siena Scooters & motorcycles
  • 14Siena Food & drinks
  • 15Siena Pasta tasting & cooking classes
  • 16Siena Bus & minivan tours
  • 17Siena Balloon tours
  • 18Siena Wellness & spas
  • 19Siena Museums & exhibitions
  • 20Siena Rail tours

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  • 2Milan Tours
  • 3Venice Tours
  • 4Florence Tours
  • 5Naples Tours
  • 6La Maddalena Tours
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  • 8Palermo Tours
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  • 5Things to do in Naples
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  • 20Things to do in Polignano a Mare

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