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    Explore San Gimignano

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    Tenuta Torciano

    San Gimignano Cathedral

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    Piazza della Cisterna

    Tower and Casa Campatelli

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    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

    Things to do
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    Bus & minivan tours

    Medieval history & architecture

    Cooking classes

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    Pasta tasting & cooking classes

    Truffles

    Bike tours

    Scooters & motorcycles

    Horse riding

    Photography tours

    Rail tours

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    Explore more things to do in San Gimignano

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    Things to do in Livorno

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

Tenuta Torciano

San Gimignano Cathedral

Great Tower

Rocca di Montestaffoli

Piazza della Cisterna

Tower and Casa Campatelli

Day trips

Landmarks & monuments

Churches & cathedrals

Shore excursions

Museums & exhibitions

Nearby destinations

Florence tours

Pisa tours

Siena 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
  • Outside San Gimignano

Bus & minivan tours

Medieval history & architecture

Cooking classes

Old town tours

Pasta tasting & cooking classes

Truffles

Bike tours

Scooters & motorcycles

Horse riding

Photography tours

Rail tours

Gelato & ice cream experiences

Explore more things to do in San Gimignano

Things to do in Florence

Things to do in Pisa

Things to do in Siena

Things to do in Monteriggioni

Things to do in Montepulciano

Things to do in Livorno

Explore more things to do in San Gimignano

Certified by GetYourGuide

Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

4.5678754 out of 5 stars
4.6
4.5678754 out of 5 stars
2372 reviews
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Certified by GetYourGuide
Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch
4.5678754 out of 5 stars
4.6
4.5678754 out of 5 stars
2372 reviews
Likely to sell out

Join a day trip into the heart of Tuscany, departing from Florence and visiting San Gimignano, Siena, and Monteriggioni. Relax in a Chianti winery for a typical lunch and a guided wine tasting.

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 11 hours
Check availability to see starting times
Live tour guide
English, Spanish

Highlighted reviews from other travelers

B
Beverly – United States

It was the perfect Tuscany trip without having to navigate roads in a foreign country. The tour guide and bus driver were excellent. My only suggestion would be to do the tour in reverse, Siena first. We were so tired by Siena we didn’t do as much. However it’s just a suggestion. The tour was fabulous!!

R
Robyn – Australia

The whole day was so well organised, we didn't have to worry about anything. Our guides Alexia and Frederica were witty, funny and knowledgeable. Would highly recommend.

Select participants and date

Participants

Itinerary

  • Timeline stop icon

    Starting location:

    Piazzale Montelungo

  • Bus/coach

    (70 minutes)

  • Timeline stop icon

    San Gimignano

    Free time (2 hours)

  • Bus/coach

    (40 minutes)

  • Timeline stop icon

    Chianti Hills

    Lunch, Wine tasting (100 minutes)

  • Bus/coach

    (40 minutes)

  • Timeline stop icon

    Siena

    Visit (2.33 hours)

    Siena

    Guided tour (1 hour)

    Optional

    Siena Cathedral

    Guided tour (15 minutes)

    Optional

  • Bus/coach

    (1.5 hours)

  • Arrive back at:

    Piazzale Montelungo

Main stop

For reference only. Itineraries are subject to change.

Highlights

  • Visit two UNESCO World Heritage sites
  • Tour the beautiful Siena Cathedral, led by a local guide
  • Enjoy wonderful views of Tuscan rolling hills and Chianti countryside
  • Stop at a Chianti winery for lunch and a guided tasting of three different wines

Full description

Embark on a scenic guided tour from Florence to the charming Tuscan towns of San Gimignano, Monteriggioni, and Siena, listed as UNESCO World Heritage Sites. Stroll around the historic villages and enjoy a delicious Chianti Hills wine and balsamic vinegar tasting. Upgrade your experience with tickets to Siena Cathedral.
Start at San Gimignano, the world-famous walled town located on a hilltop, which has remained intact through the centuries and is known for its tall towers, frescoes, and many other works of art. Take around 2 hours of free time to explore the city center.
Visit the historical walled hamlet of Monteriggioni. Cross Chianti’s rolling hills to a cozy winery where you can relax and enjoy three wines, followed by a Chianti-style three-course lunch.
Enjoy a guided tour of Siena’s historic center (if selected in the option), starting with the 13th-century Basilica of San Domenico. Stroll along the narrow medieval streets of the city, flanked by splendid palaces and historic shops. Pass through the Piazza del Campo and visit the cathedral, if you select the option. 
Take some free time in Siena before returning to Florence.

The order of the visit may change.

(*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier

Includes

  • Transportation by air-conditioned bus
  • Multilingual tour escort on board
  • Lunch with wine tasting
  • Local guide in Siena (if option selected)
  • Siena Cathedral entry ticket (if option selected)
  • Siena Cathedral guided visit (if option selected)
  • Hotel pickup and drop-off

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. 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.

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 $88 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

based on 2372 reviews

Review summary

  • Guide
    4.8/5
  • Transportation
    4.7/5
  • Value for money
    4.5/5

Customer photos

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B
Beverly – United StatesMay 15, 2025 – Verified booking
It was the perfect Tuscany trip without having to navigate roads in a foreign country. The tour guide and bus driver were excellent. My only suggestion would be to do the tour in reverse, Siena first. We were so tired by Siena we didn’t do as much. However it’s just a suggestion. The tour was fabulous!!
R
Robyn – AustraliaMay 13, 2025 – Verified booking
The whole day was so well organised, we didn't have to worry about anything. Our guides Alexia and Frederica were witty, funny and knowledgeable. Would highly recommend.
H
Helena – SerbiaMay 10, 2025 – Verified booking
Fabi and Massimo were great! The whole trip was nice but it would be even better if we spent more time in San Gimignano.

Product ID: 10680

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

Top Attractions in San Gimignano

  • 1Tenuta Torciano
  • 2Great Tower
  • 3San Gimignano Cathedral
  • 4Piazza del Duomo, San Gimignano
  • 5Piazza della Cisterna
  • 6Rocca di Montestaffoli
  • 7Tower and Casa Campatelli

Experiences in San Gimignano

  • 1San Gimignano Wine tasting & winery tours
  • 2San Gimignano Walking tours
  • 3San Gimignano Day trips
  • 4San Gimignano Cooking classes
  • 5San Gimignano Transfers
  • 6San Gimignano Food & drinks
  • 7San Gimignano Horse riding
  • 8San Gimignano Bike tours
  • 9San Gimignano Entry tickets
  • 10San Gimignano Olive oil tours & tastings
  • 11San Gimignano Air & helicopter tours
  • 12San Gimignano Vespa tours & rentals
  • 13San Gimignano Castle & palace tours
  • 14San Gimignano Family-friendly activities
  • 15San Gimignano Bus & minivan tours
  • 16San Gimignano Rail tours
  • 17San Gimignano Pasta tasting & cooking classes
  • 18San Gimignano Scooters & motorcycles
  • 19San Gimignano Viewing points
  • 20San Gimignano Museums & exhibitions

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  • 1Things to do in Rome
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