Discover the fine wines and rich historical heritage of Chianti on a full-day trip from Siena. With a knowledgeable guide, travel through the sublime Tuscan countryside and visit castles cradled by rolling green hills and sprawling vineyards. Visit Castello di Brolio, the esteemed birthplace of Chianti wine, and delve into the opulent chambers of Castello di Ama. Pleasure your palate with fine samples of Chianti Classico wine during tasting sessions and feast on a traditional Italian lunch during your tour. Enjoy an intimate atmosphere on this small-group tour, limited to only eight people.

Full-day trip to Chianti from Siena with an expert guide
See dramatic Italian castles and learn of their strategic importance during medieval wars between Siena and Florence
Tour Castello di Brolio and its impressive vineyards
Enjoy a Tuscan lunch and a wine tasting at Castello di Ama
Small-group tour (maximum eight people) provides a unique and intimate experience

What's Included

Professional guide
Lunch
Wine tasting
Air-conditioned vehicle

Gratuities
Hotel pickup and drop-off
Entrance to Castello di Brolio

Meeting and Pickup

Meeting point

Piazza San Domenico
Piazza S. Domenico, 53100 Siena SI, Italy
Meet under the large tree next to the red brick church

Start time

09:30 AM

End point

This activity ends back at the meeting point.

What To Expect

Depart from central Siena in a luxurious, air-conditioned minivan destined for the rich wine region of Chianti. Admire the gorgeous countryside thronged with olive groves, ancient castles, and cypress trees as you listen to illuminating commentary from your professional guide.

Feel your intrigue heighten as you approach the enchanting Castello di Brolio, a medieval castle that enjoys a vertiginous hilltop perch. Gain fascinating insight into the fortress’ turbulent history and hear tales of bloody battles and the castle's radical transformation. Embark on some pleasant exploration of the beautiful vineyards, reputed birthplace of fine red wine, Chianti, and pose for photographs among the gorgeous surroundings.

Travel onward to Castello di Vertine, a once-fortified medieval village.

Continue to Castello di Ama, to explore its winding streets, tuck into a Tuscan lunch, and enjoy a wine tasting.

Then return to your vehicle for the relaxing ride back to Siena.

Castello di Brolio

50 minutes • Admission Ticket Included

Castello di Vertine

30 minutes • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking, unless booked within 16 hours of travel. In this case confirmation will be received as soon as possible, subject to availability
Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
Not wheelchair accessible
Stroller accessible
Service animals allowed

Infant seats available
No heart problems or other serious medical conditions
Most travelers can participate
This tour/activity will have a maximum of 8 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.

Cut-off times are based on the experience’s local time.
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.

Traveler Photos

Featured review

Mary_B

learned so much about the region and the history. the food and the wine were amazing as well. Loved out tour guide and would highly recommend!!

Reviews

5.0

56 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

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Showing 1-10 of 56 reviews

best day trip

Mary_B, Apr 2024

learned so much about the region and the history. the food and the wine were amazing as well. Loved out tour guide and would highly recommend!!

Great Tour

ROBERT_T, Oct 2023

Learning about the history of the region and quality designations of the wine from both the guide and vineyard representatives.

Highlight of my trip.

Natalia_M, Oct 2023

An intimate, fun excursion! We were staying in Siena and felt that it was the best way to see the beautiful Tuscan countryside and experience some excellent Chianti wines. We were right! Our tour guide was knowledgeable and polite, and had excellent relationships with the wineries we visited. Would do it again and would recommend to anyone looking to make new friends and learn about region!

Tuscan lifestyle with chanti tastings

Jane_W, Oct 2023

The guide Matteo was very knowledgeable and friendly!! The trip was very down to earth, small family run vineyards and lots of variety. Lots of photo opportunities!

Excellent Tour

Kathy_C, May 2023

Truly enjoyed the day. Mattia was an excellent guide - loves wine and is incredibly knowledgeable. Right mix of stops and driving. Good number of people. Wonderful wine, food and time had by all. Highly recommend!

Beautiful tour of Chanti Classico region

Arlene_D, May 2023

Daniel was very informative. A little disappointed that after 5 hours on a wine tasting trip we had had only one taste of wine. When we arrived at the 2nd winery...it would have been nice to have been given a taste while listening to how wine is made. Wish we knew lunch was not going to be until 2:00. Lunch was great. Water in the van would be nice. We would definitely recommend.

A spectacular day of wine...

Timothy_P, Oct 2022

A spectacular day of wine tastings and food pairings with a very knowledgeable guide/driver. A wonderful experience!

Tuscany vineyards

Alan_G, Sep 2019

Fabulous tour with Daniel, his knowledge and humor were unbelievable. He made our tour so special. Highly recommend Tuscan Escapes for your tours.

Amazing tour!!

Gerald_M, Apr 2019

Our tour guide Elio did an amazing job. Lunch and the wine were also very good. We saw 3 different castles and had a great tour.

Amazing tour!

Climber812058, Nov 2018

Bravo Danielli. Very informative and entertaining tour. Danielli has an intimate relationship with the vineyards we visted and deep knowledge of winemaking and Toscano. Fantastic tour.

While this was our first time taking...

Susan S, Jul 2018

While this was our first time taking a guided wine tour it was not our first wine tour we're from the SF Bay Area, close to hundreds of wineries. It was a fabulous tour. We tasted wine, olive oil and incredible food. We met owners, makers, growers. We learned about the industry, the history of wine in the Chianti region, visited enchanting small towns, touched the vines and the soil, saw artwork, villas, estates... The five of us were overwhelmed with charm, information, food, wine and the richness of an informative tour guide. We'll be back.

An excellent tour of the Chianti...

Sam_R, Oct 2017

An excellent tour of the Chianti region. Our guide, Daniel, was absolutely terrific. Very knowledgeable and accommodating. The small size of the tour was very imitate.

We loved this tour so much we booked...

Joel R, Sep 2017

We loved this tour so much we booked another one to a different wine region the very next day. My husband and I wanted to do a wine tour but had no idea where to go and driving your own car in the Sienna area is no piece of cake. We got online and found this tour through Viator.Com . It is an all day adventure from 9:30am to 6:00pm. We met our guide at a church in Sienna called San Domenico Basilica. We were greeted by Elena, our guide. There were 8 people booked for our tour but there ended up being only 6 of us. We rode in a spacious van that easily accommodates 8 plus the driver. On our way to our first destination, a huge castle on the hill, Elena stopped far below the castle for a picture opportunity. We were awestruck by the beauty of the Tuscan valley in all its glory. Next stop was wine tasting at Castello di Briolo, same name as the castle above it. You can ship wine back to the US most states, anyways from this winery. We were then on the move again through winding hills and amazing scenery on our way to the small town named Radda. There we strolled through the narrow streets taking in the wonderful atmosphere and doing a little souvenir shopping. By now we were all starving but not to worry. Once we arrived at the winery of Ristoro di Ama we were treated to the most delicious lunch. From a impressive menu we chose the roasted pork, gnocchi, and salad. It was all amazing and the people who ran it were most gracious. We had 3 wines to taste here. They also ship wine to the USA. Our last stop we visited the winery of Il Poderino. Here we were given a tour of the wine making area. We also tasted 3 wines here and the owners were also so very hospitable. Again, they also ship wine, From here we ventured back to Sienna to end our most delightful tour. Elena, our guide, was great! She was delightful from start to finish and really made this tour top notch. We would highly recommend it to anyone coming to this area to visit.

It was a wonderful trip. Daniel the...

David E, Sep 2017

It was a wonderful trip. Daniel the guide was very knowledgeable about vine making and we lernt a lot from its basic chemistry up to the vine politics. He also showed us the beautiful Chianti region. On in all it was a great experience.

We ended up being alone so very...

Susan M, Feb 2017

We ended up being alone so very private. Guide was great!!! All stops, especially lunch, wineries, etc over the top!!!!

Outstanding day with a great tour...

Patricia B, Oct 2016

Outstanding day with a great tour guide who knew how to get around and the luncheon was magical at the castle. The wine tasting was exceptional! The small group environment was perfect and we had a chance to meet some very nice people!

Great tour led by an exceptional...

Neil G, Sep 2016

Great tour led by an exceptional guide. We met in Siena at San Domenico and rode the minibus out into Chianti for a fun outside tour of Castello Brolio and its vineyards. We enjoyed tastings at two wineries and had lunch outside in a beautiful Tuscan setting. Our guide was extremely knowledgeable and kept it interesting all day. Highly recommended!

Danielle was amazing. This was the...

Katrin W, Jul 2016

Danielle was amazing. This was the highlight of our three week trip to Italy Rome, Siena, Florence, Chianti, and Venice. Danielle was friendly, insightful, and relaxed. There were only four of us on this tour, and we had the most amazing day -- learning about the countryside, boar hunting, wines, the culture and history of Chianti wine, the agriculture, etc. I can't recommend this tour enough. It was incredible.

We had an excellent time on the...

Scott C, Sep 2015

We had an excellent time on the tour. We felt we visited areas that were not touristy, where we were not combined with other tour groups either. We loved our tour guide. He was knowledgeable, easily approachable and cared about whether we were enjoying ourselves. A great experience overall!

Our tour guide Leonardo is very...

Stephen A, Sep 2015

Our tour guide Leonardo is very knowledgeable about the areas culture and tradition- the Tuscan way of life.Our trip to Chianti Classico was a delightful escape and I highly recommend it