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$ 88.88 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

4.8 /5

based on 2275 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Service

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Star rating:

Was an excellent trip. The locations visited were all amazing. The lunch stop was beautiful and the food and wine were amazing. Our guide Sara and driver Michael were just fabulous. So informative and attentive. Would 100% recommend this trip. Outstanding.

June 3, 2023

Emma and our bus driver were phenomenal! Super personable and we felt very safe with our driver. All three spots made us fall even more in love with Italy especially with all the fun info Emma gave us. The winery was stunning as well! We did buy some stuff because it was so good! I couldn’t recommend this more.

May 31, 2023

It was such an amazing experience with lovely views on the vineyard and Sam gimignano. I had deleted this app to free up space on my phone… only to redownload it to confirm this very winery I visited. Impeccable. Guide was so sweet as well. Made cool friends also.

May 31, 2023

Product ID: 383686