Chianti Region Wine Tasting Half-Day Trip from Florence

Combine Chianti wine with blissful Tuscan countryside on a half-day wine tour from Florence! With a tour escort, travel out of Florence and spend the afternoon at an enchanting castle winery in the Chianti Fiorentino region and in an ancient winery in the Chianti Senese, with local wine-expert guides. In both wineries tour the wine cellars, hear the secrets of Tuscan winemaking, and then sample prestigious Tuscan wine alongside some traditional Italian snacks.

What You Can Expect

Sample Chianti wine on a Tuscan wine tour!
Sample Chianti wine on a Tuscan wine tour!

Leave central Florence by air-conditioned coach, and travel into the lush Tuscan countryside that surrounds the city. An area of unrivaled beauty, Tuscany also holds a reputation as one of Italy’s most esteemed winemaking regions and acres of picturesque vineyards blanket its sun-drenched hills.

Revel in the scenery as you travel, passing traditional travertine villages clinging to hilltops, overlooking swathes of vine-clad fields and olive groves. Your route continues into the Chianti Fiorentino where some of Italy’s most prized red wine is produced. Stop for the visit to a renowned wine estate at a castle for your tour and tasting session.

After a friendly Tuscan welcome at the venue, start your visit with a tour of the castle’s historical wine cellars. See where the grapes are crushed, and where the wine is matured and later bottled while hearing some secrets of Tuscan winemaking.

Then, take a seat at a wine glass–laden table, and sip on different glasses of wine made by the estate. The varietals are subject to change, but typically a glass of Chianti Classico, Chianti Reserve, the eponymous Tuscan vinsanto (dessert wine) or a prestigious white wine are served. Savor the complex and fruity flavors that are prevalent in Tuscan wine, and hear tasting tips to help you understand the characteristics of different grapes that are used.

The Tour continues then to the picturesque medieval village of Greve, birthplace of the famous navigator Giovanni da Verrazzano, where every year takes place the most important wine fair of the Chianti region. Here you will have free time to admire the famous main square of the ancient "market" with its characteristic arcades and to browse through the local artisan shops.

Moving along the ancient "Via Chiantigiana", we cross the heart of the Chianti Classico, admiring the breathtaking views of the rolling hills that made so famous this part of Tuscany.

We reach then a family-run Winery located in the Sienese area of the Chianti Classico, which stands out for the excellent quality of its wines. Here we will be warmly welcomed by its passionate winemaker and after the guided tour of the cellars and the lovely aromatic garden, a delicious tasting of four different wines and local products will be waiting for us.

The last stop of the tour is Castellina, a fortified hilltop village of Etruscan origin, among the most lively and picturesque of Chianti, characterized by an imposing fortress: here, walking through the picturesque medieval covered street "Via delle Volte", the tour leader will guide us to discover the charming historical center and its picturesque houses, squares and shops.

View Additional Info

Days of Service

March 16 to November 14
Monday, Wednesday, Thursday and Saturday
November 15 to March 15

Meeting Time

Until October 2015: 2pm From November to March: 1:30pm From April to October: 1:45pm



  • Transport by air-conditioned coach (maximum 70 people)
  • Tour escort
  • Wine-expert guide
  • Cellar tours
  • Wine tastings
  • Snacks


  • Gratuities (optional)
  • Hotel pickup and drop-off
  • Food and drinks, unless specified

Additional Info

  • Confirmation will be received at time of booking
Voucher Information

You can present either a paper or an electronic voucher for this activity.

Schedule and Pricing

Departure/Exchange Point

Central Florence


5 hours

Return Details

Returns to original departure point


Refunds, when possible, must be requested at least 4 business days prior to the travel date. Refunds are subject to a 7% administration fee. The Rail Protection Plan™ does not apply.

Note: Tours may be delayed or run late. Please plan accordingly.

Chianti Region Wine Tasting Half-Day Trip from Florence From
$ 52.01
Chianti Region Wine Tasting Half-Day Trip from Florence from November to March From
$ 49.80

Customer Reviews

Amataverna L

February 2016

It was a great time- great tour guides, great food, and great wine of course. Had about 10 samples of wine, it was way too much for me! However, it was great and I recommended this tour to my classmates. I thought it was definitely worth the price.

Nicole L

February 2016

Wonderful tour! We thorougly enjoyed each winery and our tour guide Deborah was great. We would highly recommend this tour.

Stefanel Z

February 2016

Very nice and helpful tour guide Lucia, we really enjoyed this trip!! highly recommended :

Fiona J

January 2016

Excellent trip!

Gabrielle K

January 2016

The rainy weather didn't stop this tour from being wonderful! The winery's were fantastic and the tour guide was really well informed. We met lovely people and had a great time!

Ryan F

December 2015

This tour was such a great experience. A friend of mine had recommended it to me and built up my expectations every expectation was met and surpassed on the trip. The wine, olive oils, and cheeses were simply amazing. I will recommend this tour to anyone I know going to Florence !

Stephanie S

December 2015

This was a great tour. The wineries that we visited were awesome and our whole group felt that we got a lot for what we paid. Our tour guide Lucia absolutely made this trip! She was kind and knowledgeable. We loved her!!!!

Andrew F

November 2015

Debra was an amazing tour guide. I would highly recommend this tour to anyone who enjoys wine, even if only a little. My wife is a much bigger wine lover than I am, however I still found this to be a great trip. The first winery was very generous with their pours and wine was priced very well if you wanted to purchase it. Shipping is a little expensive, but there's nothing you can do about that65 euros for 6 bottles plus the cost of the wine. Bus ride was great and so was seeing the small towns in between even though it was only a very short stop. The views are also amazing!

Letetia W

November 2015

This was the best wine tour I have ever been on! The guide was knowledgeable, the wineries we visited were excellent and beautiful. Driving through the countryside was breathtaking. It was great to get out of the city of Florence to adventure in the vineyards and small towns. The best spent money of my trip!

Connor B

November 2015

Phenomenal tour, great guide, awesome experience. Would highly recommend to anyone!

Antonia W

November 2015

Simply wonderful!

Juan Jose P

November 2015

Great tour of the wine process ant the facilities were excellent.

Jennie C

November 2015

Half-day wine tasting is the way to go! our guide was funny and very knowledgeable. the winery we went to had delicious wine paired with delicious meats/cheese/bread. We even left with 6 bottles of wine to take back to the states!


October 2015

Lucia is a wonderful tour guide. This tour is the perfect combination of learning about wine and getting to socialize. They are more than generous with their time, food, and wine and at the end you have the opportunity to buy the different wines that they provided. No pressure to buy though which was nice. They just offer the opportunity to buy in a low key way.

Gail P

October 2015

Very nice day in the Chianti region. Loved our guide at the castle. She was very informative and very interesting to listen to. Would highly recommend this!!

Andrew W

October 2015

Great tour! Our guide was fun and knowledgeable, the views were picturesque, and the wine tasting was excellent!

Starr F

October 2015

Great guide! Super fun!

Eliezer R

October 2015

TOTALLY WORTH IT! Tour was fun and different. We liked the fact that they left entire wine bottles for a group of 6-8 people to try them out, so you could have a little but more than a glass. At the end we even bought a few bottles but they didn't put pressure over people to buy wine and we liked that. We took pictures that look like postcards. We are really happy we did this tour!

Judith S

September 2015

Well organized tour, on time and met our expectations.

Susy C

September 2015

What a great afternoon. I picked the half day as we did not want to hop on and off at different wineries. We went to the Il Palagio winery where the explanation was informative on their making of the wine, and then we sat and had a taste of the different wines and desert wine with a spread of delicious Italian antipasto and almond biscuits for the desert wine. Lovely just sitting around relaxing and chatting to other tourists on our bus sipping and eating. What better way to taste wine?

Trevor M

September 2015

Extremely enjoyable and informative tour to the wonderful countryside of Tuscanny and a marvelous vineyard and winery in Il Pilagio, I will remember this tour for a very long time as the guide was very knowledgeable Lucy, the wine was amazing and the company we enjoyed on there tour was an extra bonus. Highly recommended

Christopher B

August 2015

This was a great experience. Our trip to Castello Querceto went very smoothly -- the drive out to Chianti was very picturesque and the winery itself was very well organized. The tour was fun and the tasting was even better. For this trip, the value that you get for the cost of the ticket is great.

Carina L

August 2015

Lovely way to spend a very hot afternoon. Very informative and very relaxing spending the afternoon trying four different wines and a welcome drink with nibbles included. An added bonus was meeting other travellers at your table.


August 2015

Fabulous tour of this beautiful winery in the Tuscany region. The concluding wine tasting and app's were wonderful.