Chianti and Castles Tour From San Gimignano

4.5 / 5

6 reviews

Chianti and Castles Tour From San Gimignano

From $94.91 per person

Explore the beautiful wine region of Chianti on a half-day scenic tour from San Gimignano, and enjoy a Tuscan landscape of gently rolling hills and vineyards, studded with cypress trees. Taste superb Chianti wines and Tuscan products.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Mobile ticketing
Use your phone or print your voucher
Duration 5 hours
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Instant confirmation
Live tour guide
English, Italian, Spanish


  • Visit two famous estates and tour the wine cellars
  • Enjoy a tour of traditional villages, abbeys and castles
  • Explore the Monteriggioni fortress and a local winery
Full description
On this tour, you will visit the beautiful region of Chianti and immerse yourself in the picturesque Tuscan scenery. Explore the home of one of the most famous wines in the world, with its beautiful ruby-red color and characteristic violet-scented bouquet: Chianti. This wine results from a blend of Sangiovese, Canaiolo, Merlot and Cabernet Sauvignon grapes. You will discover the breathtaking landscapes that have cradled the Chianti vineyards for centuries, presenting you with a harmony of colors that can only be found in this region. Along the way, visit ancient churches, medieval castles and small villages, where the rhythms of traditional life remain unaltered. The tour continues with a visit to a charming wine estate where you will take part in a guided tour of the wine cellars, learn about wine production, and savor a tasting of the various wines produced, paired with samples of sliced cold meats, bruschetta and salami. You will also see the characteristic fortress of Monteriggioni, and shops that specialize in typical Tuscan products. Subsequently, the tour includes a second tasting of olive oil and wine in another local winery.
  • Pick-up service
  • Travel by minivan with air conditioning for a maximum of eight people
  • Expert multilingual escorts
  • Wine, oil and balsamic vinegar tasting
  • Snack with sliced cold meats and typical salami
  • Drop off service
    Covid-19 precautions
    Safety measures in place
    • All areas that customers touch are frequently cleaned
    • Customers must keep distance in vehicles
    • The number of visitors is limited to reduce crowds
    Traveler requirements
    • Customers must bring their own headphones
    • Customers are required to bring and wear masks
    • Customers must fill out a travel information form

    Select participants and date



    Prepare for the activity

    Important information

    Know before you go

    • Customers must be able to climb and descend stairs
    • Small groups: maximum 8 people in the minivan
    • Tour available all year, please note from 16 November to 14 March, it will require minimum 4 participants to be activated
    Customer reviews

    Overall rating

    4.5 / 5

    based on 6 reviews

    Review summary

    • Guide
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    nice afternoon

    Really enjoyed this afternoon tour. We were picked up at our B&B promptly. We visited the old town of Monteriggioni where we had a half an hour to explore. Two wineries were visited next. A tour of the cellar was included at each, along with tasting of wines, olive oils and balsamic vinegar. There were 6 people on our tour, but we met up with other tour groups for the tasting at the wineries. Our driver spoke great English ! Highly recommend.

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    October 20, 2019

    Ottimo tour alla scoperta dei vini del Chianti

    Siamo state molto contente di questo tour! L'autista, gentilissimo e preparato, ci ha portati a Monteriggioni, poi abbiamo proseguito per la prima cantina, a Lornano, dove ci sono state mostrate le cantine di fermentazione e di invecchiamento del vino prima di iniziare la degustazione dei vini da loro prodotti. Seconda tappa a Poggio Amorelli, altra piccola azienda vinicola con splendida vista sui colli. Anche qui siamo stati accolti da un vinicoltore preparatissimo, abbiamo degustato vino, olio, aceto balsamico, salumi e formaggi locali. Siamo state davvero molto contente di questo tour alternativo nella campagna senese!

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    July 13, 2016


    Good tour

    Good tour

    July 12, 2016

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    Product ID: 59865