Chianti Wine Tasting And San Gimignano Day Trip From Siena

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Free Cancellation
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 5 Hrs
  • Language:
  • Departure Time :
    2:00 PM
  • Departure Details :
    Viale Vittorio Veneto, 27, 53100 Siena SI, Italy
  • Return Details :
    Returns to original departure point
  • Cancellation Policy :
    For a full refund, cancel at least 24 hours in advance of the start date of the experience. Tours booked using discount coupon codes will be non refundable.


Spend an afternoon in Tuscany, visiting the small town of San Gimignano, on a half-day tour from Siena. Hear the history of the region from an expert guide, and then enjoy some free time to explore the medieval hill town of San Gimignano, discovering sites like Piazza del Duomo and Via Francigena. Then, travel to the heart of the Tuscan hills for a tour of a winery estate, where you'll learn about Tuscan wine, and enjoy a wine-tasting session, too!


  • Informative, friendly and professional guide
  • Instant Confirmation
  • Pickup from a centrally located meeting point

Know More about this tour

This is a typical itinerary for this product

Stop At: Rocca di Castellina, Castellina In Chianti, Tuscany

Free time in Castellina in Chianti

Duration: 30 minutes

Stop At: Collegiata di Santa Maria Assunta - Duomo di San Gimignano, San Gimignano, Tuscany

Free time in San Gimignano

Duration: 10 minutes

Stop At: Piazza del Duomo, San Gimignano, Tuscany

Free time in San Gimignano

Duration: 15 minutes

Stop At: Piazza della Cisterna, San Gimignano, Tuscany

Free time in San Gimignano

Duration: 1 hour

Stop At: Poggibonsi

Enjoy a delicious wine tasting in a beautiful winery

Duration: 1 hour

Stop At: Chianti Road, Tuscany

Wine tasting in a winery close to San Gimignano

Duration: 1 hour

Pass By: Porta San Giovanni, San Gimignano, Tuscany

The main entrrance to the historical center of San Gimignano


Please note: occasionally this tour may run in reverse order, meaning your visit to Chianti will take place before San Gimignano.


Air-conditioned vehicle

Vineyard tour and wine tasting session

Snack with sliced cold meat and typical salami

Wine, oil and balsamic vinegar tasting

Visit of San Gimignano

Entry/Admission - Poggibonsi

Entry/Admission - Chianti Road



Hotel pickup and drop-off

Entry/Admission - Collegiata di Santa Maria Assunta - Duomo di San Gimignano

Additional Info

Confirmation will be received at time of booking

Not wheelchair accessible: Due to uneven surfaces at the sites visited may be difficult for those with walking disabilities or using a wheelchair

Not wheelchair accessible

Stroller accessible

Near public transportation

Infants must sit on laps

Infant seats available

Most travelers can participate

Traveler Reviews

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  • 14-Oct-2019

    In this tour from Siena we were attracted by the possibility to combine the testing of Chianti wines with the visit to UNESCO medieval San Gimignano town.

    And we got what we were waiting for.

    Our guide was perfect.
    The Chianti products presentation was well done.

    As for the tour plan, we should make comments:

    - the tour plan at the Viator site starts in San Gimignano,
    then comes the Poggio ai Laghi winery and final walk in Castellina;

    - however, we got the inverse order and had only one hour in San Gimignano at the sunset time
    giving pleasant surrounding views, but hiding town interiors.

    Probably, the tour should be one hour longer and earlier with the announced order of sites.
    San Ginignano is worth at least an hour and a half.

    The list of tasting wines should be increased (we had only 3, including only 1 red Chianti).

    Anyway, we enjoyed the tour and recommend it to other lovers of Toscana history, nature and wines.

  • 08-Oct-2019

    An enjoyable tour with a capable guide and terrific driver. Very good value for our money. Enough time to stretch our legs at each stop and do a short walk-about. Wine tour and tasting was great. Highly recommend this tour for anyone with a little time to spare.

  • 07-Oct-2019

    It was a good tour of Chianti and San Gimignano but we felt it was a bit rushed. The tour only started in the afternoon and we felt it could have easily been a full day tour, as we ended up with only an hour to explore San Gimignano

  • 27-Sep-2019

    We really enjoyed our trip, even though it was raining for some of the day.Eleni was a great guide. The highlight was the wine tasting. We tasted some delicious wines,olive oil and balsamic vinegar. The host at the winery was very friendly and knowledgeable . Very worthwhile.

  • 17-Sep-2019

    The tour is great, you visit beautiful places, the wine tasting is interesting and san gimignano is amazing
    Elena The guide is very helpful, knowledgeable and cooperative
    We really enjoyed the tour

  • 26-Aug-2019

    Excellent experience with Elena and our driver! Very professional and kind! Highly recommended! The group was extremely happy and the organization was great! Thank you

  • 30-Oct-2018

    The tour was amazing. Alessandra was a great guide. Super informed and easy to understand. Gave clear directions for what we were doing that day. The amount of time we had at each stop was excellent. The wine tasting exceeded my expectations. The winery owner was informative and funny. And had great wine. Totally recommend this tour. Easy to find the pick up spot and there were delicious restaurants and gelato place right there. So have some time to check those out!

  • 04-Oct-2018

    We started out our day with a trip to San Gimignano, a vibrant old town. We trekked up a hill to the walls surrounding the quaint town. The view was spectacular from the entering gates. There were many shops and restaurants to choose from within. Next, we went to Chianti to a winery with beautiful grounds surrounded by grapevines. Our host for wine tasting was a grandson of the original owner of the vineyards. He was very entertaining while presenting each wine. The very quiet crowd became very talkative and lively by the time all of the tasting was finished. A good time was had by all. Kudos to the host.

  • 04-Oct-2018

    The tour was very well organized. Our tour guide Luvina was great. She was giving us a lot of information, she was also helpful with special requests. The wine tasting was wonderful and fun. I can recommend this tour highly.

  • 18-Sep-2018

    Learned a lot and enjoyed the group. Tour guide was the best, very organized and personable. I would suggest this tour to anyone.

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