Tours/Siena/Chianti Half Day Wine Tasting Tour from Siena
Viator · group up to 2 pax

Chianti Half Day Wine Tasting Tour from Siena

4.4(10)Siena1 hour
VIATOR4.4(8)TRIPADVISOR4.5(2)

Description

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.

Tour Options

Chianti Half Day Wine Tasting Tour from Siena
Winter Season-Chianti Half Day
  • Duration: 5 hours Bus
Premium Chianti & Castles
  • Premium Chianti & Castles Tour: 7 wines with snacks and bruschetta
Premium Chianti & Castle Tour
  • Premium Chianti & Castle Tour: 7 wines with snacks and bruschetta

Itinerary

45 min

Visit Castellina in Chianti and enjoy the extraordinary views. Take photos and explore independently.

90 min

Enjoy the cellars' visit and a wine tasting.

75 min

Visit a charming Chianti wine estate, enjoy a guided tour of its wine cellars, and gain an insight into the various stages of wine production. Afterward, enjoy a wine tasting.

30 min

Free time to explore the city independently.

Highlights

Travel in an air-conditioned minivan for up to 8 people or 30 people in a minibus
Visit to Castellina in Chianti
Two Wine Tastings
Expert Multilingual Guide

What's included

Included
Travel in an air-conditioned minivan for up to 8 people or 30 people in a minibus
Visit to Castellina in Chianti
Two Wine Tastings
Expert Multilingual Guide
Not included
Tips (optional)

Traveller Ratings

4.4
10 reviews
5
7
4
2
3
0
2
0
1
1

Important 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.

Reviews(10)

D
Dominick_J
June 7, 2026
Chianti Tuscan Wine Tour from Siena

Thoroughly enjoyed this trip from Siena with my wife. Two wine tastings and two Tuscan countryside stops made it great day. First vineyard was a lovely pace and high quality sommelier, second wine stop had very good wine, it was just a bit too rushed through the wines. Had a fantastic Limoncello Soritz in Monteriggioni!

V
Valerie_C
May 20, 2026
Tour canceled

Due to a lack of communication between the Tour Operator and Viator, we were not informed by Viator that the tour was canceled. Instead we received continued reminders to enjoy the trip. It was a fiasco as we arrived at a bus terminal ( no exact meeting place given), only to find out after frantic looking around and a call to Viator, that the trip was canceled due to technical difficulties. A note from the tour operator was sent via What’s App, an app that I do not use. By the time we learned what had happened the day was half over and too late to book another tour to the Tuscan countryside. There needs to be an email and a phone call if a tour is canceled within 24 hours. I’ve usually had excellent Viator trips, but someone dropped the ball here.

A
Ana_A
May 18, 2026
Very entertaining afternoon with...

Very entertaining afternoon with two very complete wine tastings and beautiful landscapes and towns. Additionally, Balesca, our guide, was delightful.

Operator response

Dear Customer, Thank you for your feedback! We’re happy to hear you enjoyed the afternoon, the wine tastings, and the beautiful places visited. Best regards, my Tour in Italy

E
Elizabeth_B
April 26, 2026
Wonderful day

We had a wonderful afternoon with Miss V! We visited two wineries which we really enjoyed and two towns that were stunningly beautiful We also met some really nice people in our group!

Operator response

Dear Customer, Thank you for your feedback! We’re delighted to hear you had a wonderful afternoon with the guide and enjoyed the wineries and the beautiful towns. It’s also great to know you met such nice people during the tour. We hope to welcome you again soon. Kind regards, my Tour in Italy

F
Frank_M
April 10, 2026
Obviously, the wineries...

Obviously, the wineries are trying to manipulate you to buy more of their product! The second winery was much more expensive than the first

Operator response

Dear Customer, Thank you for your feedback! We are really sorry that you have this effect. However, please know that you are not obligated to purchase any product unless you wish to. The wines are simply being advertised and are entirely optional. Best regards, my Tour in Italy

T
Terry_N
April 4, 2026
Very good afternoon...

Very good afternoon exploring the Chianti region. Had a good time with the stops and the wine. The vineyards were very good hosts and explained their wines.

Operator response

Dear Customer, Thank you for your feedback! We're so glad you had a great time exploring Chianti and enjoying the wine. It’s awesome to hear the vineyards were great hosts! Hope to see you again soon! Best regards, my Tour in Italy

R
Road183056
March 31, 2026
Tuscan countryside, path less traveled

It was a lovely trip nice to see the countryside! , it was a chance to visit 2 lesser known cities. Excellent guide knowledgeable of the area and winery’s. Be prepared for the ‘hard sell’ at the second winery… very charming host .

Operator response

Dear Customer, Thank you for your feedback! We’re glad you enjoyed the trip, the countryside, and the guide’s knowledge. We appreciate your note about the second winery and hope to welcome you again soon. Best regards, My Tour in Italy

M
Maryanne_Y
March 28, 2026
Fun afternoon

This was a great way to see the countryside and enjoy two beautiful vineyards. We really liked both vineyards and learned quite a bit about wine.

Operator response

Dear Customer, Thank you for your feedback! We're so glad to hear that you enjoyed exploring the countryside and visiting the two beautiful vineyards. It’s great to know that you not only had a wonderful time, but also learned more about wine along the way. We hope to welcome you again on another tour soon! Best regards, my Tour in Italy

R
R3123UOjuliec
November 10, 2025
Great fun tour

Great tour should have started earlier as due to the time change when we reached the last town it was really dark. Velaska, our guide, was fabulous as well. Julie

Operator response

Dear Customer, Thank you for sharing your feedback with us! We’re glad to hear that you enjoyed the tour and that Velaska made your experience memorable. We appreciate your note about the timing and will take it into consideration for future tours. We hope to welcome you on another tour soon! Best regards, My Tour In Italy

K
Kelly_J
October 23, 2025
Exploring and fun

We are friends from Australia and UK. We booked the tour for Tuesday 21st October. Booking was easy. Our tour guide Val and Massimo the driver were excellent. Val spoke fluent English, her knowledge and humour made the experience fun. The wine tasting was lovely too, we had time to explore and take many photos. Very good value and would highly recommend.

Operator response

Dear Customer, Thank you for sharing your feedback with us! We’re delighted you enjoyed your tour on 21st October and that Val and Massimo made it so special. We’re glad you enjoyed the wine tasting and had time to explore and take photos. Your recommendation means a lot, and we hope to welcome you again soon! Best regards, My Tour In Italy

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