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 Classico or Chianti Fiorentino region with a local wine-expert guide. 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 Classico or Chianti Fiorentino sub-regions where some of Italy’s most prized red wine is produced. Stop in a quiet hamlet and visit 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.

As you sip, savor some traditional Italian snacks such as mixed crostini with pecorino cheese and cantucci di prato (aniseed-flavored almond cookies). Fruit juice is served for children and any non-drinkers. After your tasting session finishes, return to your coach with your tour escort and relax on the journey back to Florence. Your tour then finishes with a drop-off at the start point.

Click on the ‘View Additional Info’ button below to see a map of the meeting point.

Days of Service

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

Meeting Time




  • Transport by air-conditioned coach (maximum 70 people)
  • Tour escort
  • Wine-expert guide
  • Cellar tour
  • Wine tasting
  • 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 Point

Tuscany and 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.

2:00 PMTour
$ 50.84

Customer Reviews


June 2015

We had a blast! Well worth the money. And the tour guide was very well informed.

Amber S

June 2015

Fun and informational tour! More people than I expected but a good tour and comfortable ride.

Daniel E

June 2015

Wonderful wine tour and is just right to be able to take in some Florence sites before heading off to learn about/get some good wines. Tour will return you to Florence right as dinner hours are beginning.

pınar d

June 2015

This tour was amazing!


June 2015

Great tour guide, wonderful wine tasting experience. I can't wait to return to the chianti region again!

Cade M

June 2015

Our guide was amazing! Everything exceeded my expectations! the sights, wine, and appetizers were out of this world! I would definitely suggest this to anyone who loves wine!!

Malenee W

June 2015

Perfect half day trip. Ride was enjoyable and the views were amazing. The tasting itself was great with light food to have along with the wine.

Caroline K

June 2015

Tour was great! Learned a lot about both wine and olive oil. The winery was beautiful also. Would love to come back and stay in one of the chalets.

Ashley M

June 2015

Just perfect!!


June 2015

This tour was amazing!


May 2015

Excellent tour! Getting to see a 900 year old castle, turned into a winery was amazing!

Christine m

May 2015

Incredible experience. Was a nice break from the hustle and bustle of the big city. I've wine tasted quite a bit in the states and this was an amazing experience. Learned a lot about wine making. Snacks provided were excellend.

Cheryl H

June 2015

Fabulous tour. Very informative and interesting. knowledge tour guide. Great wine tasting and snack. Amazing castle and region. I highly recommend this tour.


May 2015

This was excellent ! Gaetano was very informative , personable and funny !
Not to be missed.

Kira K

May 2015

This tour was a beautiful trip. The winery is on a gorgeous estate. The provided snacks and wine tastings were delicious and very generous portions! Afterwards, the trip to a local Tuscan town was a great experience. You must try the prosciutto topped gelato at the meat shop! Unique and delicious!

Dorothy U

May 2015

Loved this tour all efficient the vineyard was great - saw all the roaming peacocks too.
The wine was amazing as were all the snacks wasn't expecting much but got some nice brucetta, garlic breads cheeses and hams.
The ham shop they take you to at the end was amazing in a small Tuscan village lots of free meat and cheese samples and you can buy a wine card which you top up and get lots of samples or glasses of wine.

Would recommend!

Christina M

May 2015

This trip was great! Our tour guide was wonderful, informative but funny. The small town you visit is a nice break from how big of a city Florence is. The winery is beautiful and the wine tasting expert gave the most information I've ever received. Both our tour guide and wine tasting host made the trip so much more enjoyable!

Anne M H

June 2015

Our tour guide, bus driver, and wine guide were exceptional! They were super friendly, very knowledgeable, and a lot of fun. It was a great trip! And the wine was delicious :-

Seth H

April 2015

Great tour guide's and great wine tasting experience.

Adam B

May 2015

Based upon similar tours we priced, this was a fantastic deal. The amount of time that we had a chartered bus for alone was worth the price, not to mention the breathtaking scenery and obviously the wine.

Bryant R

April 2015

We loved this tour. It's very off the beaten path and in a beautiful area. We were lucky and got to go to Castello del Trebbio, which has some really amazing history and great wine. I've been on many winery/vinyard tours before, and was surprised by how much I learned on this tour.

Joseph C

April 2015

This Tour was the highlight of our Tuscany trip! A beautiful sunny afternoon in the Tuscan Hills. We visited a small village, toured a 1600 year old castle, enjoyed a wine tasting and walked the picturesque grounds. A must do. Our guides Lucia and Marta were wonderful!

Samantha J

April 2015

Loved this tour! Very informative. Invited us in with a nice Rose wine. Gave us loads of information on the region and wine making. Then we tried 3 redwines accompanied with delicious traditional snacks. We had a bit of free time afterwards for more wine tasting, gelato eating, and picture taking. It was a blast!


April 2015

Since we only had a half day to spend in Tuscany, this trip was perfect. Learned a little about wine, tasted some great wine and food pairings, and enjoyed the free time in Greve in Chianti by having our own wine tasting in the town piazza. Guitano (our guide) and the sommelier clearly enjoy their jobs.