Tours/Siena/Chianti and Castles Tour from Siena Small Group
Viator · group up to 8 pax

Chianti and Castles Tour from Siena Small Group

3.7(6)Siena1 hour
VIATOR4.0(4)TRIPADVISOR3.0(2)

Description

Discover the picturesque wine region of Chianti on a half-day excursion from Siena. Enjoy the Tuscan scenery of gently undulating hills and vineyards while tasting Chianti wines. A day journey from Siena to the Chianti region allows you to experience the gorgeous Tuscan landscape. Begin with a visit to Castellina in Chianti, followed by a wine tasting at a nearby vineyard. Immerse yourself in the bright colors of the rolling hills, where the views, smells, and flavors of the region will captivate your senses. Enjoy a stroll in Monteriggioni, a medieval village where time seems to stop. Proceed to another winery in the heart of the Chianti Classico region, where you can have a second wine tasting and sample extra virgin olive oil. A return trip to Siena marks the end of the excursion.

Tour Options

WINTER
SUMMER

Itinerary

30 min

Start you trip form Siena at Via Giuseppe Garibaldi 72, where you will meet our driver. You will travel by minivan to reach the first point of interest.

60 min

Castellina in Chianti enchants with its historic allure, surrounded by picturesque landscapes and tantalizing Tuscan cuisine, offering a timeless escape into the heart of Italy. Admire the medieval Rocca and the church.

Admission included60 min

Enjoy a wine tasting in an evocative winery in the Chianti area.

60 min

Enjoy a free visit of Monteriggioni city inside the walls. The castle of Monteriggioni dates back to the second two decades of the 13th century and was founded by the Republic of Siena.

Admission included60 min

Enjoy a wine tasting in which you can taste the famous Chianti wine typical of this area surrounded by a beautiful landscape.

30 min

Return back to Siena on board off the minivan and the driver will drop you off at Via Giuseppe Garibaldi, 72.

Highlights

Visit two wineries in the Chianti area
Expert multilingual guides
Wine, oil and balsamic vinegar tasting
Travel by air-conditioned minivan
Alcoholic Beverages

What's included

Included
Visit two wineries in the Chianti area
Expert multilingual guides
Wine, oil and balsamic vinegar tasting
Travel by air-conditioned minivan
Alcoholic Beverages
Not included
Gratuities
Lunch

Traveller Ratings

3.7
6 reviews
5
3
4
0
3
2
2
0
1
1

Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages

Reviews(6)

1
148crystalb
February 7, 2026
Half day tour well worth it

Really enjoyed this tour! Although we had difficulty locating our driver, once we did we had a great tour including two wineries, both were fantastic, followed by stops at two towns with an hour free time for each. We also had two stops for photo op’s with one of the two being the most gorgeous views. A lot packed into a half day trip and looking forward to doing it again. Highly recommend.

M
Megan_C
March 23, 2025
Great afternoon tour. A...

Great afternoon tour. A nice balance visiting two medieval sites and two wineries. Our whole family enjoyed. Friendly and knowledgeable driver. I would recommend!

C
ckmanderson
November 1, 2024
Overpriced Wine Promotional Tour

Overpriced! Two five minute roadside stops to take pictures, two 20 minute stops without the guide to wander around small hillside towns, ( one after dark), two very long wine/ oil / balsamic tastings at wineries encouraging us to buy their produce. The ' Tuscan delicacies' were two slices of mortadella and some scraps of toast. Essentially a wine promotional tour

Operator response

Dear guest, Thank you for your review. Kindly note that in the description you don't find the voice "snacks". You don't find in the inclusions anything like "light lunch" or "food tasting". You can see only the wine tasting, it's up to the winery to give you some dry snacks with the wine like bread or grissini. Best wishes, My Luxury Drive Team Best wishes, My Luxury Drive Team

C
Carol_M
October 2, 2024
Fairly Interesting Day

The wines we tasted at the two wineries, Antinori and Ai Laghi, were wonderful. However, the Antinori room was so noisy that we couldn't hear the speaker very well. In addition, the Italian snacks there were sparse - no bruschetta, no cheese, no prosciutto, as cited in the tour description.

Operator response

Dear Carol, Thank you for your review. Although, you don't find bruschetta, cheese or prosciutto mentioned nor in the description nor in the inclusions. You only find only wine tasting or dry snacks.

G
GG_R
September 19, 2024
Not a small group tour!

This was supposed to be a small group tour, the ride was small group but at the wineries it was a group of over 20! Not the small group as advertised.

Operator response

Dear, Yes, it's a small group tour since you don't share the driving with over 20 people in a bus but you drive in minivans. The wine tastings are together indeed it's not advertised as private wine tasting but as a shared tour. Best wishes, My Luxury Drive Team

J
Joseph_D
August 31, 2024
Fun and entertaining and enjoyable!!!

The trip was great! Especially our driver Daniel who was very knowledgeable and fun to be with. We enjoyed the whole trip immensely and would do it all over again!!!

Operator response

Hi Joseph, I would like to thank you for the review, we are happy that you enjoyed the tour. Best wishes, My Luxury Drive

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