Siena to Chianti and Monteriggioni Tour with Wine Tasting
Free Cancellation
4.5 (172)
from
EUR 48.00

5 hours


E-voucher


Multiple

Overview

Your tour of the Chianti wine region in Tuscany starts with a hotel pickup in Siena. When you’re picked up, hop aboard an air-conditioned vehicle with your small group as your guide drives you through the countryside. Take in the views along the way to the first winery.

Sample wine paired with complimentary snacks while you learn about this winery’s winemaking process. Your tour guide at the winery takes you to the cellars and tells you the secrets behind the types of wines they serve, including a popular Merlot and Cabernet Sauvignon.

After the first winery, the town of Monteriggioni is up on the agenda. Spend some free time wandering around the village or visit the castle if you choose (own expense). It’s been said that the cafes in the town also serve a delicious coffee if you’d like to get off your feet for a while.

Last up is another Tuscan winery. Here you can taste some more wine and also oil before getting back in your car fir the ride back to your hotel.

Operated by

myTour in Italy

Ratings & Reviews

Average Rating

4.49

/ 5

172 traveller ratings

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Great guided experience with Luca

Christina_P, Nov 2025

Our guide Luca was very knowledgeable and gave great information all day throughout the tour. He had good recommendations for restaurants in the cities we visited, and explained the different wines and products very well. The tour itself was nice, with visits to two wineries and some cities with impressive views over the hillside in Tuscany.

Response from Host, Nov 2025

Dear Customer, Thank you for sharing your feedback with us! We’re delighted to hear that Luca provided such knowledgeable guidance and helpful restaurant recommendations. It’s wonderful that you enjoyed the wineries, the cities, and the stunning Tuscan views. Your feedback means a lot to us, and we hope to welcome you again soon for another memorable tour! Best regards, My Tour In Italy

Fabulous tasting and countryside in comfort.

R5932ROruthm, Oct 2025

We loved this! I wanted to be in the countryside for a Sunday afternoon and this was a great choice. Very comfortable 8-person van. Terrific guide. Beautiful drive in countryside going to two small towns I couldn't have gotten to on my own. Two very different and marvelous tastings with great hosts. Tour was exactly as promised only better.

Response from Host, Oct 2025

Dear Customer, Thank you for sharing your feedback! We’re delighted to hear you enjoyed the peaceful countryside, the comfortable van, and the tastings. It’s great to know the tour exceeded your expectations. We hope to have the pleasure of welcoming you again on another adventure soon! Best regards, My Tour In Italy.

Perfetto!

NaomiterB, Oct 2025

Thank you so much to Valesca and Massimo for providing us with an amazing tour! I would recommend it to people who'd love to learn more about wine. We loved it! Grazie mille

Response from Host, Oct 2025

Dear Customer, Thank you for sharing your feedbck with us! We’re delighted to hear that you enjoyed the tour with Valesca and Massimo and found it informative and enjoyable. Your recommendation means a lot to us, and we’re thrilled that you had such a great experience learning about wine. We hope to welcome you back on another tour soon! Best regards, My Tour In Italy.

Tour host was extremly...

Jeremy_P, Oct 2025

Tour host was extremly knowledgeable and created a friendly atmosphere on the mini-bus. The 2 wine tasting experiences were excellent, but contrasting. One being more of a family vine yard located on an old Tuscan farm in the hills, the other being a dedicated tasting / function venue, hosted by a charismatic Sommelier. Quality of wine superb and from my hazy memory exceeded the 7 glasses advertised! Only down side was disorganised pick-up at station. Having a wine tour notice on bus and having host there at stated meet time, 15 mins before departure. Italian speaking driver turned several clients away before host arrived. Still a 5-Star tour though, as rest of afternoon made up for this.

Response from Host, Oct 2025

Dear Customer, Thank you for sharing your feedback with us! We’re glad you enjoyed the wine tastings and the tour host’s knowledge and friendly atmosphere. We apologize for the disorganized pickup and will work to improve this for future guests. We’re happy the rest of your tour was enjoyable and memorable! Best regards, My Tour In Italy.

Itinerary

  • Siena

    Start your trip at Siena Station Ferrovia, where you will meet the staff. You will recognize them by their green shirt. You will travel by minivan.

    30 minutes
  • Castellina In Chianti

    Between the two tastings, enjoy some free time in Castellina in Chianti, a picturesque village surrounded by rolling vineyards, perfect for a relaxing walk or a coffee break.

    1 hour
  • Fattoria Lornano

    Enjoy an authentic wine experience in the Chianti region, visiting one charming family-run winery and tasting of 3 wines with bruschette, bread and olive oil.

    2 hours
  • Strada Statale 222 Chiantigiana

    Second tasting experience featuring Tuscan wines, olive oil, and local products.

    1 hour
  • Monteriggioni

    Stop for some free time in Monteriggioni, a beautiful medieval walled village. Take beautiful photos of the Tuscan landscape and visit local shops.

    30 minutes
  • Siena

    Return to Siena. Relax on the ride back after an unforgettable afternoon in the Chianti countryside.

    30 minutes
Meeting Point Map

Location

Address

53100 Siena, Province of Siena, Italy

Open Google Map

Experience

Highlights

  • Perfect for wine-lovers visiting Italy
  • Admire scenic sights of the beautiful Tuscan countryside
  • Visit two wineries, and learn about the region’s winemaking traditions
  • Hotel pickup and drop-off adds convenience
  • Inclusions

    • Wine, Olive oil and balsamic vinegar sampling
    • Two wine tastings in Chianti
    • Snacks
    • Expert multilingual tour leader and driver-guide
    • Alcoholic beverages
    • Travel by air-conditioned minivan or minibus

    Exclusions

    • Gratuities

    Additional Information

    • Infants and small children can ride in a pram or stroller
    • Public transportation options are available nearby
    • Infants are required to sit on an adult’s lap
    • Specialized infant seats are available
    • Suitable for all physical fitness levels
    • Customers must be able to climb and descend stairs.
    • Please note that during low season from November 16th to March 14th Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements (4pax are required). In the event of this occurring, you will be offered an alternative or full refund

    Guide Languages

    • English

    • Spanish

    • Italian

    Cancellation Policy

    • A full refund will apply if you cancel more than 24 hours before the activity start time.

    • No refund is possible if you cancel less than 24 hours before the activity start time.

    from
    EUR 48.00