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Chianti and Castle Tour from Siena

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Siena, Italy
Chianti and Castle Tour from Siena

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon5 hours  (Approx.)
Hotel pickup offered
Mobile ticket
iconOffered in: English and 1 more


Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.
  • Small-group tour of the Chianti wine region in Tuscany from Siena
  • Admire scenic sights of the beautiful Tuscan countryside
  • Visit two wineries, and learn about the Chianti region’s winemaking procedures
  • Sample wine and oil from the area
  • Go to the medieval village Monteriggioni and see the town’s castle
  • Hotel pickup and drop-off are included
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Hotel pickup and drop-off
Travel by air-conditioned minivan
Expert multilingual guides
Wine, oil and balsamic vinegar tasting
Snack (sliced cured meats and salami)
Visit of an ancient Castle

Departure Point

53100 Siena, Province of Siena, Italy

If pickup no required, please meet us in front of Bar la Lizza in Siena Piazza Gramsci

Return Details

Returns to original departure point
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.
Stop At:  
Cantinetta di Monteriggioni
Have some free time in Monteriggioni Castle
Duration: 30 minutes
Admission Ticket Free
Stop At:  
Fattoria Lornano
Enjoy a delicious wine tasting and a winery visit
Duration: 1 hour 
Admission Ticket Included
Stop At:  
Rocca di Castellina
Enjoy the second wine tasting close to the stunning village of Castellina in Chianti
Duration: 1 hour 
Admission Ticket Included
  • Confirmation will be received at time of booking
  • Customers must be able to climb and descend stairs. A small amount of walking is involved to reach Monteriggioni Castle as it is uphill.
  • 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
  • Pickup and drop off are included for Hotels located within 20km from the center Siena. If your accommodation is outside, please consider that the meeting point will be from: Siena, Piazza Gramsci in front of Bar La Lizza
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • Most travelers can participate
  • This tour/activity will have a maximum of 8 travelers
  • OPERATED BY myTour in Italy

For a full refund, cancel at least 24 hours in advance of the start date of the experience.

  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on face masks and attendee health during Chianti and Castle Tour from Siena?
A:The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
See all safety measures taken by Chianti and Castle Tour from Siena.
What is the policy on sanitization during Chianti and Castle Tour from Siena?
A:The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
  • Transportation vehicles regularly sanitized
See all safety measures taken by Chianti and Castle Tour from Siena.
What is the social distancing policy during Chianti and Castle Tour from Siena?
A:The policy on social distancing is:

  • Social distancing enforced throughout experience
See all safety measures taken by Chianti and Castle Tour from Siena.
What measures are being taken to ensure staff health & safety during Chianti and Castle Tour from Siena?
A:The policies on staff health & safety are:

  • Guides required to regularly wash hands
  • Regular temperature checks for staff
See all safety measures taken by Chianti and Castle Tour from Siena.
What is the maximum group size during Chianti and Castle Tour from Siena?
A:This activity will have a maximum of 8 travelers.

See all safety measures taken by Chianti and Castle Tour from Siena.

Traveler Photos


48 Reviews

Reviews by Viator travelers

Showing 1-10 of 48 reviews
wine tasting
, Jul 2021
we enjoyed our trip, Francesco guided us very well throught the beautiful landscape of Toscany and the wine was delicious.
icon Response from Host , Jul 2021
Thank you for your feedback, it was a pleasure for us to guide you around Tuscany! We hope you enjoyed it and you'll come back here to Tuscany! Have a nice trip!
Wine Tour and Castle Tour
, Nov 2019
The driver for our tour was excellent. I cannot remember his name. Sorry! Also, the two wine tours we attended were a great time. All the guests in the van were very pleasant and that made the tour more enjoyable.
Beautiful Scenery, Rest and relaxation.
, Oct 2019
This is a beautiful area with tremendous views of the vineyards. The place is run by a very attentive staff. Restaurant is very good and again staff was awesome. This is a 10 minute drive from City center Seine. If peace and quite with calming nights is what your looking for. This is it. Oh and the wine was very , very Good.
Just do it
, Oct 2019
Great tour through a lovely part of the world with knowledgeable and fun guide. Highly recommend it.
Interesting tour. Very comfortable minibus, but unfortunately we were in the back and couldn’t hear everything our tour
, Sep 2019
The two wine estates we visited were very informative and enjoyable! Beautiful castles and old town visit.
Short tour but great fun!!
Bridgette B
, Sep 2019
Francesco was our driver and guide and he was fabulous! Very informative and did well answering all our questions! The "castle" Monteriggioni was so cozy and an eye opener! Then we visited 2 vineyards in the area. Great tour and I felt we saw and learned a lot in a very short amount of time.
Excellent value
, Sep 2019
Very good professional tour, excellent guide Vincenzo, safe driving & very informative. Second larger winery was excellent
great experience
Simon S
, Aug 2019
it was great you get to taste different type of wine and go sightseeing it was worth the money and we got to make some friends along the way
, Jul 2019
Great Experience! Friendly driver, great sites, and knowledgeable winery tour guides — not to mention the delicious wine!
Very informative
, Jul 2019
Five hours was a good length of time for 2 winery tours and a quick walk-around at 2 hilltop villages. Francesco, our driver, was friendly and relaxed (and a good driver!). The first winery was Poggio Amorelli, a small and relatively new winery. Our tour guide there was Lorenzo. He did a great job of putting a lot of information about the history, the region, the winery and the wine into perspective. Really outstanding presentation! This tour was great value for what we paid. Pick-up and drop-off at our agriturismo was included and convenient.

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