The Best of Chianti Classico Tour from Florence with Medieval Villages, Wineries, and Tuscan Dinner

  • Free Cancelation - 48 Hrs Notice
  • Print Voucher
  • 8 Hrs 30 Min Duration
  • English
  • Join In Group
  • Minimum 1 Travelers
  • Meet Up With Guide
  • Embark on the most complete Chianti experience which allows you to do multiple activities in the area
  • Get to have two tasting tours of the most prestigious of wines as well as Chianti's famed local products
  • Explore and discover the famous and picturesque Chianti villages of Greve, Castellina, and San Donato in Poggio
  • Have a “Chiantigiana” dinner with a full menu filled with Tuscan meals and delicacies you've never tried before
  • Take in breathtaking landscapes and views of majestic vineyards, olive groves, churches, and castles
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What To Expect

Go on this tour of Chianti Classico from Florence because this is the best and most complete way to enjoy this renowned region of Tuscany famous for its wines, olive oils, and charming medieval villages. Experience the charm of Chianti's countryside, one of Tuscany's most splendid areas filled with magical gardens, vineyards, woods, and quaint man-made structures like chapels, farmhouses, and castles hidden within hills. Your first stop is a humble and quaint winery which produces one of Chianti's best extra virgin olive oil. It is also in this winery where you'll get to see how wine is made, and also taste some of the place's best products and wines. Tour wine cellars, discover vineyards, and stroll through its stunning gardens. Continue to the medieval village of Greve, where you can go around its popular main square and browse through its little shops selling Chianti knick-knacks and souvenirs. Once you're done with your free time, you'll be driving through a hilly but beautiful route along the Via Chiantigiana, which will lead you to a family-run winery where you'll be visiting cellars, the barrique room, as well as taste four limited-production Chianti wines and other local products. Head to Castellina, another wonderfully charming ancient village found on a hilltop, surrounded by vineyards and olive groves. When night finally falls, you'll be going to an ancient fortified castle down called San Donato in Poggio. It is adored for its medieval and Reniassance buildings plus a one-of-a-kind Romanesque parish church around the location. Here in this magical, olden village with a gorgeous ambiance, you'll be served a traditional Tuscan dinner with a full menu made with fresh local ingredients. The dinner will be topped off with of course, only the finest of Chianti wine.

chianti countryside
Feel like you're in a period movie or television series when you stroll through the magical Chianti countryside
Stroll through the quaint streets of the town of Castellina and discover charming shops
wine cellars
See how Chianti's famous wine is made when you discover its wine cellars and vineyards
florentine steak
Your traditional Tuscan dinner will be made with only the finest local ingredients plus quality wines
Activity Information


  • You will receive confirmation of your booking's availability within 1 business day. Once confirmed, we will send you the voucher via email
  • In the event that you do not receive an email from us, please check your Spam folder or notify us via email


  • 1:00pm meet tour guide at Piazzale Montelungo at Gray Line Florence
  • 1:15pm tour departs
  • Go to Chianti Classico and visit a winery for tasting and tour
  • Stop by Greve
  • Drive through wonderful hilly route along the "Via Chiantigiana"
  • Visit a family-run winery for tasting and tour
  • Explore to Castellina
  • Reach San Donato in Poggio
  • Traditional dinner made with local products and fine wine
  • 9:15pm return to Piazzale Montelungo where the tour will end
Additional Information

Additional Information:

  • Children aged 3 and below may attend free of charge
  • Child ticket: Age 4-12
  • When the winery within the castle is not available, the wine tasting will take place in another renowned winery
  • This tour requires a minimum of 2 people for the activity to go ahead. If the minimum is not met, you will be informed 48 hours prior to the activity with full refunds or you can choose to be rescheduled to another date
How To Use
  • You must present a printed voucher for this activity

Meet Up Location:

  • Meeting time: 1:00pm
  • Please be at the meeting point at least 15 minutes before the tour begins
  • Meeting location: At Piazzale Montelungo (Montelungo Square), in front of the yellow Street Sign Caf Tour – Gray Line
  • Tour bus will leave sharply on time. For latecomers, the tour will not be canceled and no refunds will be issued

How To Get There:

  • Take bus 32 / 32R / 39R / 2526 to the Firenze stop
Cancelation Policy
  • Full refunds will be issued for cancelations made at least 48 hours prior to the activity
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