Deepwine Chianti – Small group tour

A half-day wine tour of Chianti carefully designed for wine lovers: you will visit two wineries where you will learn a lot and drink more.

Join a small group on this half-day tour of the Chianti wine region. You will visit two of the best wineries of Chianti by your luxurious Mercedes mini van, with a group of maximum 8 people. Besides tasting lots of delicious wine, you’ll also get a tour of the wine estates in which you will learn a lot about Chianti’s rich wine making history. The best way to enjoy Chianti wine without risking a fine!

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Starting from € 99.00 / Person
Tour duration

04:30 hours - half-day

Small group tour - Max 8 people in the VAN - This experience requires a minimum number of travelers.
Level: easy

Most travelers can participate
Barrels of wine in a Chianti cellar

The Deepwine Chianti tour will take us to two of the best wineries of the Chianti region. You will taste some of the best wines of the region and enjoy the stunning sceneries of the Tuscan countryside.

Olive groves in a Tuscany landscape of rolling hills

This isn’t just your basic wine tasting tour! You will learn about Chianti’s rich wine history while sitting back with a glass of Chianti in your hand. You’ll also get to taste olive oil, pecorino cheese, bruschetta, salami, prosciutto and much more. Finally you will learn about the history of the wine estates, the fermentation processes and will get guided through the cellars. This Deepwine Chianti tour will give you a true taste of Chianti.

Tour Itinerary



Meet up at Hotel Boccaccio, via della Scala 59, Florence, 100 meters far from Santa Maria Novella central train station (get directions) – Free cancellation up to 24 hours before the experience’s start time.



Enjoy four different red wines, olive oil, balsamic vinegar and a traditional Tuscan lunch



Discover the wine cellar, taste delicious wine and olive oil and experience the atmosphere of a authentic Chianti winery



Back to Florence. But first we will stop at Piazzale Michelangelo to let you enjoy a postcard view of the city!


Wine tasting in Chianti girls


The first winery you’ll visit is known among Italians to have high quality Chianti wines. Many locals  buy there their wines, fresh from this estate. Known for its simplicity, organic, genuine ingredients and delicious wines this farm will also let you enjoy a breathtaking view of the Tuscan countryside. During this visit you will be sampling some of their best wines together with some typical tuscan snacks, genuine ingredients and delicious flavors. So, not just fine wines, which if correctly chosen, enhance the flavors of a dish and make for a merry mood around the table, but also a tour with visit of the cellars, wine tasting, extra virgin olive oil, balsamic vinegar, a selection of typical Tuscan cold cuts, local cheese, bruschette. During the visit to their production facility an expert guide will teach you all the secrets of good wine but also how to immediately tell the quality of what you’re drinking, whether at home or in a restaurant.


Have a tour of the cellars, taste some amazing olive oil and learn about the history of the second winery. You will be sitting back and relaxing with a glass of wine in your hand while tasting some typical Tuscan snacks. After having visited the second winery you will get back to Florence with a whole new level of knowledge about the Chianti region and its famous wines.

Chianti wine tasting in a Chianti winery

What's included

Wineries and wine tasting

Taste 4 wines

Prosecco Wine

Wine and olive oil tasting and snacks with typical italian cured meat


Free Wi-Fi on-board

Air conditioning

Transportation in air-conditioned Mercedes coach


All travel taxes and fees included

English speaking driver

Local English-speaking driver/guide with excellent knowledge of the destination

Champagne and prosecco wine

A bottle of prosecco wine and bottled water in each car

Hotel pickup

Free hotel pickup and drop-off (if located in ZTL Zone A, no Airbnb)


iPad mini with pre-marked points of interest, Wi-Fi and mobile data to bring with you during visits


Access to restricted traffic areas in all the towns

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