Chianti Region Wine Tasting, Dinner and Medieval Villages Visits from Florence

Well worth it! Amazing! Captures the Chianti countryside perfectly with great food and wine and an excellent tour guide! The medival towns were a great bonus to this trip. . . and did I say ALOT of great food and wine! ...Patricia F., Canada – See more reviews
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Hills of Tuscany, Chianti Region
Hills of Tuscany, Chianti Region
Chianti vineyard, Tuscany, Italy
Chianti vineyard, Tuscany, Italy
Hills of Tuscany, Chianti Region
Chianti vineyard, Tuscany, Italy

What To Expect

Go on a journey through one of the most suggestive areas of Tuscany, famous for its wine and visit a magnificent castle, its gardens and splendid wine cellar. Enjoy wine tasting at 2 different special wineries and visits to 3 medieval villages in the region.


Day Tours in Florence
Departs From:
Meeting Point:
Piazzale Montelungo
8 hours and 30 minutes
Tuesday, Friday and Sunday at 1:15 PM
Product Code:
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Tuscany from FlorenceChianti from FlorenceFlorence Food, Wine & GastronomyFood, Wine & Gastronomy


Enjoy the charm of the Chianti countryside, one of the most suggestive areas of Tuscany, renowned all over the world not only for its famous wine, but even for its landscapes and vineyards, olive trees and cypresses surrounding churches, parishes, castles and villages hidden among the hills.

On your arrival at the castle your will start your visit to some reception rooms, the garden and the historical cellar of the farm where the famous barrels of Chianti Classico are kept. After the visit a snack-tasting with a selection of fine wines** will be served.

The trip moves on to Greve in Chianti with a stop in the historic square flanked by open galleries where you can wander around the shops selling typical products of the Chianti area.

Then you will visit Castellina in Chianti, a characteristic ancient hamlet set on a hill and nestled between stretches of vineyards and olive groves. In the evening, we will reach San Donato in Poggio, an ancient settlement in a fortified castle dating back to the eleventh century, which maintains part of its walls and a stunning Romanesque parish church.

In a characteristic Tavern in the magical atmosphere of this small village, you will be served dinner with a rich menu and excellent Chianti wine. You can choose from a typical dinner or a meal with a 1 kilogram (36 ounce) serving of "bistecca alla fiorentina" (Florentine style T-bone steak)* from selected Tuscan livestock farms.

This tour will also includes visits to 3 medieval villages in the Chianti region and 2 exciting wine tastings at 2 different wineries in the region.

Itinerary/Activity Schedule

  • Drive through Chianti countryside

  • Visit to castle gardens and wine cellar

  • Snack and wine-tasting

  • Visit to one of the Romanesque churches

  • Dinner


  • Transport

  • Tour escort

  • Snack and wine-tasting

  • Dinner and drinks

  • Wine and food tastings in 2 wineries

  • Visits to 3 medieval villages


  • Tips and gratuities

  • Personal expenses

  • Optional activity costs

Please Note

-*T-Bone Steak available for minimum 2 participants. Each steak serves 2 people.

-**After the guided visit of the Castle and its ancient cellars, the tasting of wines and typical products will include an excellent white wine instead of the "Vin Santo." Taste up to 3 different types of Chianti: 2 red wines and 1 white wine.

  • Children below 2 years old are free of charge, but dinner is not provided for them (please provide proof of age).

  • The excursions take place in different areas of the Chianti region.

  • Dinner will be served in the open if the weather permits. Guests are requested to wear suitable clothing.

  • This tour has a 2 passenger minimum requirement for operation and is subject to cancellation if this minimum is not met. Please call at least 24 hours prior to departure to confirm schedule.

  • Tours in French, German, and Italian require a minimum of 4 participants to run.

Cancellation Policy

  • Free cancellation: 8 days or more prior to start date of activity.
  • 20% Cancellation Fee (80% reimbursement): between 4 to 7 days prior to date of activity.
  • 100% Cancellation Fee (no reimbursement): 3 days or less prior to date of activity.

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