Day trip

From Florence: Tuscany Day Trip with Lunch at Chianti winery

Activity provider:Walkabout Tours
Day trip

From Florence: Tuscany Day Trip with Lunch at Chianti winery

Activity provider:Walkabout Tours
Likely to sell out

From US$ 89.10 per person

Likely to sell out

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
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Duration 12 hours
Check availability to see starting times.
Skip the ticket line
Live tour guide


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    Starting location:


  • Bus / coach

    (1.5 hours)

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    Guided tour, Free time (1.5 hours)

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    Chianti Hills

    Lunch (1.5 hours)

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    San Gimignano

    Free time (1.5 hours)

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    Free time (1.5 hours)

  • Bus / coach

    (1.5 hours)

  • Arrive back at:


Main stop

For reference only. Itineraries are subject to change.

  • 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.
  • 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

Select participants and date



Meeting point

• Meet in front of the Santa Maria Novella train station by the taxi stand, which is located right across the street from the McDonald's outside the station

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Important information

What to bring

  • Comfortable shoes

Know before you go

  • Shared group and private options do not always offer the same languages. Please check all languages of interest to find your preferred option type
  • If the Siena Cathedral is closed for religious services, the Santa Maria della Scala Museum will be visited instead
  • 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
Customer reviews

Overall rating

4.9 /5

based on 2264 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Service

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Star rating:

We loved this tour! Great way to see Tuscany and the three towns that we visited within the time frame allotted. Our guide was amazing, lots of energy and a great personality. He was very knowledgeable giving us facts on history and filling in the time while on the bus. He kept the group on schedule throughout the day. The lunch at the organic farm was wonderful and the views from there are amazing! Sienna, Sam Gimignano and Pisa were three great town choices to visit on the tour as each have a bit of a different vibe! Hands down would recommend this tour!

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May 28, 2023

Chiara was an incredible guide! Very nice and informative. This trip is an incredible bargain for what you get to see and do! If you do not book the Tuscan vineyard lunch you have greatly messed up as this was one of the main highlights of the trip. The food and wine was delicious and the view was one of our favorites in all of Italy. Book this trip now, you will not regret it!

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May 27, 2023

Sara was our guide and she was amazing! The only thing I would change about the tour is possibly more free time at Siena and less time at Pisa and San Gimignano as there seemed to be more to do and a more authentic feel at Siena! Overall, we had a very great day! The lunch spot was beautiful as well!

May 24, 2023

Product ID: 383686