Day trip

From Florence: Chianti, Montalcino & Montepulciano - Minivan

Activity provider: CAF Tour & Travel

From Florence: Chianti, Montalcino & Montepulciano - Minivan

Activity provider: CAF Tour & Travel

From US$ 247.69 per person

Follow the scent of Italy's great wines as you travel through the beautiful rolling landscapes of Chianti, Val d’Orcia and Val di Chiana. Enjoy an authentic local lunch with typical regional foods and a guided wine tasting.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
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Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details. Learn more
Duration 10 hours
Check availability to see starting times.
Pickup optional
Pickup is available for all city center hotels
Small group
Limited to 6 participants


  • Discover the home of some of Italy's most beloved wines, Black Rooster Chianti, Montalcino, Brunello and Montepulciano
  • Visit a historic farmhouse, and enjoy a delicious local lunch as well as a wine tasting session
  • See charming medieval villages, taking time to explore their ancient city center
Full description
Enter the heart of Tuscany and discover medieval villages, ancient farming traditions, delicious local food and unforgettable landscapes. Driving past hills dotted with old vineyards and olive groves, we will reach the town of Castellina, visiting its historic square flanked by open galleries and wandering through its narrow streets. Just outside the village, in one of the area’s best-known vineyards, you will be guided through a short tasting of different wines of the Chianti area, as well as locally produced foods including extra virgin olive oil on Tuscan bread and lavender honey. Continuing along a scenic road we will pass the medieval village of Monteriggioni, as well as the unmistakable clay landscape of the Crete Senesi. From here we will pass along green rolling hills home with ancient villages along the route of 'Via Francigena'. After stopping at a local farm, you will be served a guided lunch-tasting of the renowned Rosso di Montalcino, Brunello and Supertuscan wines, as well as a selection of authentic products of the territory and a delicious homemade fruit pie. We will then visit local wine cellars, and take some free time to enjoy the beautiful surroundings. From there we will make a stop in the medieval village of Montalcino, and visit an imposing 14th century fortress that offers one of the most beautiful views onto Val d'Orcia. Finally, after another short drive, we will reach Montepulciano, perched high above the Val D'Orcia and Val di Chiana. Take some time to explore this town, renowned for its fine wine and elegant squares, before a visit to one of the many wine-cellars of the old town.
  • Transport in a luxury minivan
  • Qualified English speaking driver-guide
  • Guided wine tasting including Montepulciano wines
  • Lunch featuring authentic Tuscan products and cuisine
  • Pickup and drop-off at hotels for those staying in the old town, if option selected
    Covid-19 precautions
    Safety measures in place
    • All areas that customers touch are frequently cleaned
    • You must keep social distance while in vehicles
    • The number of visitors is limited to reduce crowds
    Traveler requirements
    • You are required to bring and wear a mask

    Select participants and date



    Meeting point

    Piazza della Repubblica in front of the Caffe’ Gilli at 8.25 AM. You will see a minivan with a blue sign and the company logo.

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    Important information

    Know before you go

    • Please contact the local partner at least 48 hours in advance of the tour with the name of your hotel, to arrange your pickup, and to confirm the departure time.
    • The driver leading the tour can provide general introductory information. He is not allowed to lead a guided visit inside the city center, nor to provide historical and artistic information inside museums or churches.
    • Comfortable shoes are reccomended.
    • Appropriate clothing is required to visit places of worship.

    Product ID: 10540