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From Florence: Tuscany Day Trip with Lunch at Chianti winery

Top rated
4.830651 out of 5 stars
4.8
4.830651 out of 5 stars
4163 reviews
Activity provider:Walkabout Tours
Certified by GetYourGuide
From Florence: Tuscany Day Trip with Lunch at Chianti winery
Top rated
4.830651 out of 5 stars
4.8
4.830651 out of 5 stars
4163 reviews

Discover the vineyards and medieval architecture of Siena, San Gimignano, and Pisa on a small-group or private full-day Chianti journey, with optional lunch and wine.

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
Skip the ticket line
Live tour guide
English

Highlighted reviews from other travelers

J
Jess – Australia

The guide gives you plenary of knowledge and the lunch at the winery was excellent

K
Kenneth – United States

Our guide, Manno was absolutely excellent on our day trip “Best of Tuscany.” He was so kind, provided great details throughout the trip and made for a wonderful experience. The AC on the bus worked very well which was great if you are taking your trip in the summer. In my opinion, the day trips to these places are great as they are smaller and are not worth a “stay over.” The bus driver was also excellent and drove us very smoothly! Thank you Manno and team!

Select participants and date

Participants

Itinerary

  • Timeline stop icon

    Starting location:

    Firenze S. M. Novella

  • Bus/coach

    (1.5 hours)

  • Timeline stop icon

    Siena

    Guided tour, Free time (1.5 hours)

  • Timeline stop icon

    Chianti Hills

    Lunch (1.5 hours)

  • Timeline stop icon

    San Gimignano

    Free time (1.5 hours)

  • Timeline stop icon

    Pisa

    Free time (1.5 hours)

  • Bus/coach

    (1.5 hours)

  • Arrive back at:

    Firenze S. M. Novella

Main stop

For reference only. Itineraries are subject to change.

Highlights

  • Savor a farmhouse lunch with homemade pasta, cured meats, and local cheeses
  • Explore the splendid squares, churches, and the magnificent towers of San Gimignano
  • See the Leaning Tower of Pisa and other impressive marble monuments in Pisa
  • Choose from either a small-group or private guided experience
  • Admire the beautiful medieval architecture of Siena and its gothic-style Cathedral

Full description

Begin your journey of Tuscany at Florence’s central train station, where you will be greeted by your guide who will take care of you throughout the day. 

Head straight to Siena, Italy’s most picturesque medieval city, whereupon arrival your guide will take you on a walking tour.

Look up to admire the lovely terracotta roofs adorning the buildings and marvel at the magnificent Gothic and Romanesque architecture of the main cathedral.  

Next, head to the hilltop town of San Gimignano, a UNESCO world heritage site, famous for the tower houses built in the Middle Ages. Enjoy free time here to see its splendid squares, palaces, churches, and magnificent towers.

The last stop on your Tuscan excursion is a visit to Pisa and its iconic leaning tower. Take a stroll through the Piazza dei Miracoli and see other marvelous monuments, before driving back to Florence.

Best of all, choose from either a small-group or private guided experience to make your trip special.

Choose the lunch option to enjoy a homemade lunch paired with an informal wine tasting at a traditional wine estate in the Chianti wine region.

Savor 4 regional wines at lunch and learn about their unique production techniques. Feast on an organic, farmhouse meal while you overlook the rolling vineyards under the Tuscan sun.

Includes

  • Expert guide
  • Guided walking tour of Siena
  • Entry ticket to Siena Cathedral
  • Farmhouse lunch at a winery estate in Chianti (if lunch option selected)
  • Wine tasting of 4 regional wines (if lunch option selected)
  • Free time in Siena, San Gimignano, and Pisa
  • Hotel pickup and drop-off
  • Leaning Tower of Pisa entry ticket

Not suitable for

  • People with mobility impairments

Meeting point

The meeting point is in Piazza Stazione. Your guide will be holding a WALKABOUT TOURS sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's.

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Important information

What to bring

  • Comfortable shoes

Know before you go

  • If the Siena Cathedral is closed for religious services, the Palazzo delle Papesse will be visited instead
  • Vegetarian option is available, but we regret that gluten free or other alternative dietary requirements cannot be catered for
  • If you are leaving Florence by train after the tour or need to get off at Pisa to catch a flight or train from there, you can bring your luggage with you. It is recommended that you book any rail travel from Florence after 9:00 PM to allow time for any delays on the return journey
Save up to 20%

From $121 $96 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

4.8 /5

based on 4163 reviews

Review summary

  • Guide
    5/5
  • Transportation
    4.9/5
  • Value for money
    4.8/5

Customer photos

+455
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J
Jess – AustraliaJune 18, 2025 – Verified booking
The guide gives you plenary of knowledge and the lunch at the winery was excellent
K
Kenneth – United StatesJune 18, 2025 – Verified booking
Our guide, Manno was absolutely excellent on our day trip “Best of Tuscany.” He was so kind, provided great details throughout the trip and made for a wonderful experience. The AC on the bus worked very well which was great if you are taking your trip in the summer. In my opinion, the day trips to these places are great as they are smaller and are not worth a “stay over.” The bus driver was also excellent and drove us very smoothly! Thank you Manno and team!
D
Daniela – BrazilJune 16, 2025 – Verified booking
We had a truly wonderful day! Siena walking tour with Camila was great, free time in San Giminiano and Pisa was very good too, and the lunch with wine tasting in Chianti region was very nice! The bus had a good AC, which was essential in this very hot day, and the driver Gaspare was very careful. Our tour guide Toni was amazing! Very kind and funny guy.

Product ID: 383686

Activity provider:Walkabout Tours
  • Italy
  • Tuscany
  • Things to do in Siena
  • Tours in Siena
  • Siena Cathedral
  • Italy
  • Tuscany
  • Things to do in Siena
  • Tours in Siena
  • Siena Cathedral
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