4.5 star rating: Recommended 31 Reviews

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  • Location: Siena, Italy
  • Duration:  5 hours (approx.)

Read what other Viator.com travelers think about the Chianti Wine Tasting and San Gimignano Day Trip from Siena. What they loved, what they liked and what they think could be improved, it's all here to help you make the most of your next trip.

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5 star rating: Highly Recommended
April 2015

It was a wonderful experience! The tour was about 5 hours and it started with Monteriggioni, then wine tasting and at the end San Gimignano. The guide give us a lot of information on the region and the towns we visited.
The only thing we would have preferred was to stay more in San Gimignano we stayed only 1h.

5 star rating: Highly Recommended
March 2015

Great tour! Knowledgable tour guide and the best part was I traveled in the off season and was the only one so I recieved a private tour. My tour guide was flexible and gave me plenty of time to take pictures, shop and explore the areas. Highly recommend this tour. I was in italy for three weeks and this was my best tour!

5 star rating: Highly Recommended
December 2014

Love this tour for the reason which it gives flexibility for your to explore San Gimignano together with a winery visit. As it's a half day tour, it best fits my tight schedule at siena, which let me to do some sightseeing in the morning. Like the winery visit!

5 star rating: Highly Recommended
September 2014

This was a great tour and a great way to get into Tuscany without having to drive yourself into the countryside. There were 3 stops on this trip–the small village of Monteriggioni, San Gimigiano, and Tenuta Torciano Winery. Our tour guide was knowledgeable and shared a lot of great info about the two small towns without it being an overkill (or otherwise boring us to death) and gave us time in each town to explore on our own. I loved being free to roam as I pleased and not having to wait for anyone :) We had about 30 minutes in Monteriggioni, just enough time to walk around the village and up on the walls to take photos of picturesque Tuscany! Trust me, you don't need more than 30 minutes, plus there are two other stops on this tour! We had about an hour in San Gimigiano, which again was plenty of time to grab the World's Best Ice Cream and sit and enjoy the view (again a FABULOUS view of the countryside!). Our last stop was at the winery where we had 8 different tastings (5 wines, 3 oils) along with food to accompany it. Our tasting was guided by one of the family members that owns the farm. I learned so much about wine, pairings, and tastings that I will forever remember and apply in real life! Our host was hilarious to top it all off, and that plus the wine meant that everyone was having a ball! I highly recommend this tour if you want to see more of this gorgeous region but don't want to rent a car.

5 star rating: Highly Recommended
September 2014

Brilliant trip. Francesco was great: funny and informative. The content of the trip was better than expected. I would definitely book this trip again but go for the full day one next time

5 star rating: Highly Recommended
August 2014

Our guide, Francesco was very knowledgeable and interesting. We even stopped for a fantastic view over the valley when when we were going up to San Gimignano. The wine tasting was a lovely ending to the trip. We even bought some and they are sending it on to us. A lovely relaxed way to view the Chianti region.

5 star rating: Highly Recommended
July 2014

This was a good tour. The wine tasting was definitely the highlight. San Gimignano was such a cool town, and we only had 50 minutes to tour it, which seemed so short for such a great city! The tour guide wasn't very talkative during the bus trips, which made it a tad long/boring at those times, but overall a great wine tasting that ended with some wines being shipped home :)

5 star rating: Highly Recommended
June 2014

Wahoooooo! So much fun. They were a bit late to pick us up, but other than that our guide Mariano was fantastic. Wish the other people on the tour weren't such prudes, but that has nothing to do with Viator :)
We winded up to Castelina first then off to San Gimiagnano and then finally to the winery, which was one of the best wine tastings i have ever been at. Don't hesitate to book this tour.

5 star rating: Highly Recommended
May 2014

Had a wonderful day with the most entertaining of guides.. Was the highlight of our Italy experience and truly worth every cent even for a non wine drinker such as myself... Please give our guide our thanks he was fantastic....

5 star rating: Highly Recommended
May 2014

We thank our guide Andrea for beautiful trip. Vine testing is very interesting. Small towns we visited are charming!

5 star rating: Highly Recommended
May 2014

One of the highlights of our trip. San Gimignano is breathtaking - the people are so warm and welcoming. A must see! our tour guide, Lucca was knowledgeable and very accommodating. The wine tasting was superb. If you do only one excursion in Tuscany, this is the one! Very good value for money as well.

5 star rating: Highly Recommended
April 2014

Such a fun afternoon excursion in a van with Andrea the tour guide, a gentleman from Siena who was friendly and very interested in sharing with us the charms of his home and the beautiful countryside . At first, we stopped for a stroll in a nearby small village within medieval castle walls. Then, we drove on to San Gimignano, a formerly strategic hilly stronghold made famous by the building of brick and stone towers. Both seemed to be places time forgot Our final stopped involved snacks and wine hosted by amiable wine sellers who treated us marvelously. With Andrea's expert driving, we were safely and quite happily returned to Siena! Thanks to all responsible for a terrific tour!

5 star rating: Highly Recommended
March 2014

Fabulous day out from Siena! Our guide was personable, knowledgable and very friendly. We had a group of 6, 4 Anglophones and 2 Italians. Both languages were handled perfectly by the guide. Wine tasting included olive oil and balsamic vinegar tasting and pecorino cheese. We spent about an hour with the charming wine maker in Castellini in Chianti before proceeding to San Gimingnano.

5 star rating: Highly Recommended
December 2013

A great day with our guide. This was my second visit to San Gimignano, but the first with a local guide to show us inside the city walls...was great. Amazing stories, lots of history. And the trip to the Chianti winery...just great. Lots of tasting options...be sure to bring a few euro with you to buy some wine at the store front. You won't be disappointed.

5 star rating: Highly Recommended
December 2013

This tour exceeded our expectations--and THEN some! Our tour guide Gi-Gi was splendidly fun and full of knowledge. I feel like a Chianti expert now. The wine tasting was great and the winery was beautiful. He took us to an ancient Etruscan burial structure as well which was a really cool bonus. Gi Gi took us to many different scenic spots for photos along the way and explained all kinds of things about the area, history, legends, how the wine is classified, grown, etc. In San Gimignano, he told us about the history of the town and its strategic importance during the Renaissance, the local important foods and customs, etc. He recommended the gelateria that is supposed to be the best in all of Italy and it was GREAT. At the end of the tour Gi Gi even dropped us off at our hotels!

We were going to take a wine class inside the city of Siena and I am SO GLAD we did this instead.

I highly recommend this tour. I cannot imagine how they can do it for the price charged, but it was one of our best days in Italy.

5 star rating: Highly Recommended
October 2013

This tour was great, awesome value for money and you fit a lot into the time and it doesn't seen rushed! The wine tasting was the highlight - the staff there were so passionate and was worth ever last drop!

5 star rating: Highly Recommended
July 2013

Was a great time - our tour guide (Georgio?) was entertaining and personable and committed to showing us a really great time. The people on the tour were really nice and bonded during the wine tasting which was a lot of fun. The tour guide from San Gemignano was also good and countryside beautiful!

Matthew James Esq
United Kingdom

5 star rating: Highly Recommended
July 2013

Great half-day excursion to Chianti and San Gimignano. Wine tasting was a highlight of the trip. Guide and good friend Simone stopped numerous times to let our group take photos of the awesome views of the Tuscan region.
Would def recommend this trip, was great fun.
Cheers Guys!!! :D

4 star rating: Recommended
April 2015

It was a nice afternoon. Nice to see the country side and the wine tasting was very enjoyable. We had an opportunity to try several wines.

4 star rating: Recommended
December 2014

We enjoyed the tour and had a good time at the wine tasting. Would have liked to spend more time in San Gimigiano but understand time was limited.

4 star rating: Recommended
December 2014

This tour is excellent for the price. Had a nice small group, it almost felt like apvt tour. Time at each site was perfect, though I personally could've probably used an extra 30 min at San Gimignano to explore more of the town. The first so was the vineyard visit, which really was just pulling off the road at a vineyard entrance and looking at the plants. I went in October so the harvest was unfortunately already over but I learned a little bit about how vineyards are set up after some probing questions. Our tour guide was full of knowledge and shared a lot of history but often needed some probing to find out more things about wine. The tour starts off with the vineyard "visit" in the Chianti region, then a short stop at Monteriggioni, then a much longer stop at San Gimignano, then a visit to the wine tasting vineyard. The upsell was a bit aggressive as expected, but the wine tasting was so enjoyable it easily offset this little annoyance; I remember trying 5 wines in total. Tasting plate paired with the wines was nothing, just cheap grocery store items presented nicely. To my surprise the tasting also included a trading of EVOO, white truffle flavoured olive oil, peperoncino flavoured olive oil, and balsamic vinegar. The process at this vineyard were also quite a bit higher than most other shops for the same wines. But all in all a very enjoyable tour that stated and ended on time.

4 star rating: Recommended
October 2014

The tour was great. Really enjoyed it. Guide was also very good. The only comment I would make is that I woukd have been very happy to pay more for a longer day. Two hilltop towns and a winetasting in the space of 5 hours was very rushed. It gave us only 30 minutes in the 1st town and one hour in the second. Would have needed more time to appreciate the sights and beauty of these towns. I will rate the tour as a 4*

4 star rating: Recommended
June 2014

Great time Andre was a wonderful guide and informed us with much valuable history and stories. Wished we did a full day though, the tour went quick and there was plenty more we could have seen and experienced. Wine tasting was outstanding and made friends of all on the tour, too bad it was the last thing we did....could have loosened the group sooner :-)

4 star rating: Recommended
January 2014

Nice way to spend the day! and The winery was very generous with the samples :) yum!

WSimps
United Kingdom

4 star rating: Recommended
December 2013

Very enjoyable trip with a great Guides (Lavinia and Laura). Everything ran very smoothly from the initial meeting through to our final drop-off. Castellina was lovely, the wine tasting was great fun (very relaxed, with lots of chat), then finally beautiful San Gimignano (with our guide Laura). It would have been nice to spend a bit longer in San Gimignano, but overall it was a perfect trip. Very good value for money and highly recommended.

From USD $ 42.47

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Tour code: 5919CHIANTISANGIM

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