• Location: Siena, Italy
  • Duration: 8 hours (approx.)
From USD $ 165.38 View price calendar

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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 Briolo, the esteemed birthplace of Chianti wine, and delve into the opulent chambers of Castello di Meleto. 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
  • Sample Black Rooster Chianti Classico wine at Castello di Meleto
  • Small-group tour (maximum eight people) provides a unique and intimate experience

What You Can Expect

Small-Group Chianti Wine-Tasting and Castles Trip from Siena

Castello di Meleto, Chianti

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 Chastello di Brilio, 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 Meleto, an 15th-century fortress replete with ancient fortifications and a distinctive cylindrical tower. Absorb surrounding panoramas of sun-kissed vineyards as you tour the famous winery and sample a glass of signature wine, Black Rooster Chianti Classico.

Next, prepare to appease your appetite with a delectable Tuscan lunch at a local farm; feast upon platters of locally sourced food and then head to a quaint medieval village to spend some leisurely free time exploring. 

Conclude your tour at another Chianti winery to enrich your knowledge of production methods and the rich Chianti culture. Descend to the cellars, stroll the pretty gardens and then return to your vehicle for the relaxing ride back to Siena.

Customer Reviews


5 star rating: Highly Recommended October 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.

Joel R

5 star rating: Highly Recommended September 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.

David E

5 star rating: Highly Recommended September 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.

Susan M

5 star rating: Highly Recommended February 2017

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

Patricia B

5 star rating: Highly Recommended October 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!

Neil G

5 star rating: Highly Recommended September 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!

Katrin W

5 star rating: Highly Recommended July 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.

Scott C

5 star rating: Highly Recommended September 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!

Stephen A

5 star rating: Highly Recommended September 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

Sandie T

5 star rating: Highly Recommended October 2014

Daniele could not have been a better guide not to mention provided endless information about the production of wine. I highly recommend this tour.

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