Wine tourism in Chianti Classico

Wine Tourism in Chianti Classico: destination information, how to move in Chianti Classico, Top Wine Experiences, Itineraries and Tours, Tips and Secrets 

Let's explore the charm of "Chianti Classico." Beyond a mere label, this area has always been considered the ultimate wine destination to visit in Italy. When you think about Italy, you envision beautiful hills, premium wines, and captivating landscapes. This is Chianti Classico.

Chianti Classico boasts stunning landscapes of rolling hills, lush forests and old abbeys, dotted with well-kept vineyards and beautiful olive groves. It embodies the harmonious blend of natural splendor and human ingenuity, guaranteeing a prominent place on any discerning traveler's Italian itinerary.

Whether you’re organizing a trip through Tuscany or it’s a stop on the way from North to South and vice versa, passing through the provinces of Florence and Siena is definitely a must. Well, Chianti Classico is incorporated around these two provinces!

When curating unique tours or searching for unforgettable experiences, make sure that Chianti Classico features prominently. Ready to book a Wine Experience? Skip this guide and start your search for Chianti Classico experiences available on winedering.com.

The Destination: Chianti Classico


Chianti Classico is indeed situated in the heart of Tuscany, earning it the nickname "ancient heart" of the region. The specific area of Chianti Classico DOCG spans between the provinces of Florence and Siena, encompassing the full territories of:

  • Castellina in Chianti: Located approximately 50 minutes south of Florence, this village boasts a charming little borgo that still maintains the quadrilateral shape of its ancient medieval fortification.

  • Gaiole In Chianti: Founded around 1300, Gaiole was established as a merchant town serving the many castles dotting its surroundings. Situated 12 miles east of Castellina in Chianti, it holds historical significance.

  • Greve in Chianti: Positioned closest to the city of Florence, Greve is just 18 miles south of Florence along the scenic "Chianti Road." It’s a paradise for food lovers, offering delightful culinary experiences.

  • Radda in Chianti: One of our favorite gems in Italy, Radda is a classic, beautiful medieval village that adds to the allure of the Chianti Classico region.

Chianti Classico also partly includes other villages such as Barberino Tavernelle, situated at the heart of Val d’Elsa and Val di Pesa. This splendid area presents a landscape of lush greenery, dotted with vineyards and olive groves. Castelnuovo Berardenga is notable for its tranquil ambiance and the genuine experience of Tuscan life. Poggibonsi, a classic Tuscan town, is abundant in culture, art, and tradition. Last but not least, there's a charming medieval village nestled atop a hill, the first town you encounter in the Chianti region when approaching from the north; it’s San Casciano in Val di Pesa.

With a total of 70,000 hectares (around 170,000 acres), this small stretch of land boasts more than 130 wineries officially opened to welcome travelers. But how can you find the best, most authentic wine tasting for your customers looking for the experience of a lifetime? Thanks to Winedering.com, you’ll be able to search, find, and book the best, most authentic, and unique wine experiences in less than 2 minutes.

Before booking, let’s see how to reach and visit the Chianti Classico region.

Did you know? "Chianti Classico" is not "Chianti"!

Chianti Classico and Chianti are both celebrated wines from Tuscany, but the two appellations are separate and independent. Chianti is quite large, with seven subzones, and it is produced in a broader area that extends beyond the borders of Chianti Classico. 

Chianti Classico, on the other hand, is a much smaller wine area, known as the heartland of Chianti wines. It's important to note that since 2010, it has been forbidden to make Chianti wines within the Chianti Classico wine region.

How To Reach Chianti Classico

When planning a trip to the Chianti Classico region, consider two main travel routes and methods.

You can easily include Chianti Classico in a North-to-South journey across Italy. For example, if you're traveling from Milan or Bologna to Rome, Florence acts as the entry point to Chianti Classico. On a typical 10- or 12-day Italian itinerary that covers major cities like Venice, Milan, and Rome, Florence—and by extension, Chianti Classico—sits centrally located, making it a must-visit spot in your travel plans.

Alternatively, you can opt for a comprehensive tour of central Italy or Tuscany, with Florence as your starting point. From Florence, you can embark on a captivating exploration of the region, either basing yourself in the city itself or in a charming villa nestled in the serene Tuscan countryside.

Here are the optimal routes to reach the Chianti Classico.

Flights

Land at Florence Airport for easy access to the Chianti Classico region. Upon arrival, you can opt for a taxi ride to Florence or choose to rent a car to begin your journey.

Alternatively, consider flying into Bologna Airport. The newly installed monorail connects the airport to the city center in just 5 minutes, making it easy to transfer to the train station. From there, you can catch a high-speed train that will take you to Florence in under 45 minutes.

Car / Ncc

You also have the flexibility to include a stop in Florence or the surrounding countryside while traveling between northern and southern Italy. Many wineries are challenging to reach via normal public transportation, so cars or private drivers are essential in this area, especially if you’re not staying in the city center but in the beautiful Tuscan countryside.

Train

Enjoy efficient travel via high-speed train connections offered by TRENITALIA and ITALO, providing direct access to the heart of Florence's city center. Additionally, remember that Florence and Siena can be reached by regional trains in just 1 hour and 30 minutes.

How To Move in Chianti Classico

Whether you're looking to briefly experience a renowned winery or you have more time and want to dive deeper into the wine culture and heritage of the area, here are our top recommendations for winedering through the Chianti Classico wine destination.

The region boasts numerous wineries scattered across its rolling hills, offering stunning landscapes as you travel to each location. But let’s start with the "unexpected" wine tasting idea.

Wine tasting in town

We begin our suggestions with wine tastings in Florence or wine tastings in Siena. Yes, you can discover the world of Chianti Classico from Florence or Siena without leaving the cities.

For Siena, we recommend a winery located only 8 km / 5 miles from the city center. La Lastra winery offers a special 3-hour experience with a light lunch and 4 wines tasted. You can either call a cab or also walk or bike from the city center.

For Florence, you can enjoy a special wine tasting experience in the heart of a Renaissance Palace, discovering the heritage of Tuscan wineries. Alternatively, if you prefer to stay very close to the city center, you can also simply join a 1-hour tasting facing Pontevecchio bridge, immersing yourself in the heart of Florence.

Bike in Chianti Classico

The most sustainable way  is represented by  biking  or using  e-bikes Chianti Classico  is famous for a historic bike competition called “ The Eroica ,” a cycling event that takes place around the area, especially in  Gaiole in Chianti . Participants ride through the so-called “strade bianche” (white roads) using vintage bikes and attire. The Eroica has gained worldwide fame, and today thousands of customers and travelers seek tours and bike experiences in the Chianti Classico area.

Check this tour to get an idea

Car rental in Chianti Classico

For more independent travelersrenting a car is an excellent option. While it might not be the most common choice for vineyard visits, it remains the fastest way to explore wineries and enjoy the landscape at your own pace throughout the Chianti Classico area. Ensure you have a reliable 5G connection or download offline maps, as the signal can be weak along the hilly roads. The biggest advantage of self-guided tours is the ability to pre-plan your day and set your own pace while visiting the wineries

Private drivers

The most comfortable, yet the most expensive, way to discover Chianti Classico is by arranging an NCC/private transportation service. NCC stands for “Noleggio con Conducente,” which translates to car rental with a personal driver, providing a chauffeur at your disposal.

NCC services are available to accommodate your schedule, offering pickups and drop-offs at your desired locations. Their rates are determined by a combination of time and distance, and often, prices are predetermined based on the specific tour you choose.

Our best partners at Winedering are 01GROUP (you can send them an email for a quotation at quotes@01.group mentioning “winedering request”) or DISPO, which helps you receive live quotations for minivans or private cars. NCC services are very useful for both half and full-day wine tours in Chianti Classico with pick-up in Florence or Siena. They allow you to relax, enjoy the view, and taste wine without any worries.

Our suggestion is to depart and return to the same location to get a cheaper quotation. However, if you’re organizing a transfer day from Florence to Rome or from Rome to Florence, you can absolutely rely on the NCC service (expect a somewhat considerable expense). Personal chauffeurs also mean private services in terms of transportation.

Enjoy a group. Save Money and live a great experience

If you're not inclined to ride a bike or drive a car but still wish to avoid high transfer costs, you can join some pre-arranged departures. There are amazing day tours from Florence, such as the Half-day Chianti Classico wine tour, which includes transportation and visits to two wineries. Similarly, there's a delightful half-day tour from Siena departing in the afternoon, offering a beautiful 5-hour experience showcasing castles and wineries.

Alternative ways

One of our best and most intriguing alternative ways to enjoy the Chianti Classico area from Florence is by booking a special Vintage FIAT 500 tour with lunch included

Alternatively, you may want to experience a unique and adventurous SIDECAR tour from Florence, which allows you to visit a winery in Chianti Classico and enjoy a special lunch while riding up and down these outstanding hills!

Please note: When booking a group tour, it may be difficult to obtain the specific name of the winery in advance, as it may change each time based on availability. You'll be booking a special experience that could differ from another traveler's.

Last but not least, do not visit Chianti Classico with public transportation. There are regions in Italy where you can partially use public transportation to go visit wineries, but Chianti Classico is definitely not one of them.

Wine & Food in Chianti Classico

Chianti Classico logo

The symbol of Chianti Classico is the "Gallo Nero" or Black Rooster. It's a distinctive emblem found on the neck of the bottles indicating that the wine is produced in the Chianti Classico region according to its regulations and standards. If you want to taste a Chianti Classico wine, make sure it has the symbol of the black rooster!

Wines

Chianti Classico means red wine. The main grape variety of the region is Sangiovese.

How do you make a Chianti Classico DOCG? You need to use at least 80% Sangiovese grapes, while the remaining 20% can be made up of other grape varieties, whether native or international.

Only red wines produced in the oldest area of Chianti can be called Chianti Classico DOCG. When you taste or buy Chianti Classico during your visits, remember that:

  1. Chianti Classico “vintage” must be aged for at least 12 months.

  2. Chianti Classico "Riserva" must age for at least 24 months from the harvest (3 in the bottle).

  3. Chianti Classico “Gran Selezione” must age for at least 30 months.

Food

Chianti Classico, renowned for its robust character and complex profile, perfectly matches the rustic and hearty dishes of Tuscany. These pairings not only please the palate but also immerse you in the local culture and heritage, making wine tasting experiences even more unique.

Cured Meats

In many wineries you can find the Prosciutto di Cinta Senese, a delicacy derived from a native Tuscan pig breed

Crostini Toppings

Simple yet flavorful, crostini are a must have in many wineries in Chianti Classico. They can be Topped with liver paté or tomato and basil and they take a light yet flavorful start for every tasting

Ribollita and Zuppa Toscana

Another very classic meal that you can have during a tasting, especially in winter, The earthiness of black cabbage, beans, and other vegetables in these soups complement the earthy tones of Chianti Classico

Pici with Wild Boar Ragù

One of the most known local product, Pici are a thick, hand-rolled pasta, served with a hearty wild boar ragù

Chianina Steak

A grilled Chianina steak—an ancient Tuscan breed famous for its flavorful and tender meat—is a must which harmonizes with the structured tannins of Chianti Classico

Peposo alla fornacina

This peppery Tuscan beef stew, slow-cooked in Chianti wine, not only uses the wine as an ingredient but also pairs splendidly with it

Let’s not forget olive oil!
An autonomous cultivation that dates back to the Etruscan period, olive was gradually supplanted by vineyards. However, since the 1970s, it has again sparked the interest of numerous entrepreneurs, and today there thousands of hectares of olive oil cultivation. In almost every winery on Winedering.com in Chianti Classico, you’ll find a local olive oil production that you’ll also get the chance to taste.

Top 5 Wine & Food Experiences

Here are our top 5 recommendations for wine and food experiences, carefully selected by Winedering, the world's most popular wine and food experiences marketplace. These experiences, booked by thousands of customers, are the ones we highly recommend for creating unforgettable moments.

Light lunch experience at Savignola Paolina

Discover the all-female legacy of Savignola Paolina, a historic gem in Greve in Chianti, just an hour south of Florence. Enjoy a delightful tasting adventure with four wines paired with the estate’s renowned olive oil and delectable appetizers, followed by a homemade local dish. Tours of the winery can be arranged before or after the meal. Reachable by car or private transfer, this experience is available daily from April to November, starting at noon. Reviews highlight the beautiful setting, quality food and wine, and welcoming staff, ensuring a memorable visit.

  • Rating: 4,9/5

  • Experience type: light lunch and visit to the vineyard

  • Ideal for: families, friends, group

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Chianti Classico Wine tasting at Castello di Selvole

Step into history at Castello di Selvole, a medieval fortress turned winery in Vagliagli, 14 miles from Siena. Enjoy a tasting of Vintage, Riserva, and Grand Selection wines, starting with a tour of the historic aging cellar. Savor local treats like cold cuts, artisanal cheeses, and traditional Tuscan crostini. Reachable by car or private transfer, this experience is available daily, year-round, from 11 a.m. to 5:30 p.m. Glowing reviews praise the picturesque setting, delicious food and wine, and friendly staff, making it a memorable and highly recommended visit.

  • Rating: 4,9/5

  • Experience type: Wine tasting and tour paired with cold cuts

  • Ideal for: Couples, friends, families, small groups

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Food and wine pairing at Casanuova di Ama

Family-run since 1967, Casanuova di Ama in Gaiole in Chianti offers an immersive experience into Tuscany's culinary heritage. Taste a variety of wines, including vinsanto, spumante, and grappa, paired with dishes capturing the essence of the region's flavors. Nestled between Florence and Siena, the winery provides panoramic views and enchanting vineyards. Visitors praise the delicious food, knowledgeable staff, and the true immersion into Tuscany's culinary traditions, making it a highly recommended visit.

  • Rating: 5/5

  • Experience type: Full food and wine experience

  • Ideal for: Couples, friends,groups

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Tasting and tour at Castello di Radda

Castello di Radda, a historic Tuscan castle, offers a captivating glimpse into centuries-old winemaking traditions. Enjoy a tasting of three exquisite wines and a Vermouth Rosato, accompanied by savory snacks. Enhance your experience with local cold cuts or cheeses. Nestled in the rolling hills near Radda in Chianti, the castle provides breathtaking views and picturesque vineyards. Reachable by car or private transfer, the experience is available Monday to Friday, year-round, from 10 a.m. to 4:30 p.m.

  • Rating: 4,8/5

  • Experience type: Wine tasting and castle tour in small groups

  • Ideal forCouples, friends, small groups (up to 12 people), families, solo travelers

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Exclusive lunch with a winery tour and tasting at Panzanello

Panzanello, a tranquil retreat in the Tuscan countryside, offers a comprehensive wine experience near Greve in Chianti. Enjoy a vineyard walk, learn about the production process, and taste five exquisite wines, including Chianti Classico and Super Tuscan, paired with Tuscan bread and local specialties. Located 22 miles south of Florence and 26 miles north of Siena, the winery is best reached by car or private transfer. Available Monday through Saturday, year-round except December, with tours every hour between 11 a.m. and 2 p.m.

  • Rating: 4,9/5

  • Experience type: Exclusive lunch, cellar visit and tasting

  • Ideal forCouples, friends, small groups (up to 10 people)

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Itineraries and Wine Tours in Chianti Classico

If you're in need of inspiration for your next trip or want to make adjustments to your existing reservation in Tuscany, take a look at our top 3 itineraries suggested by Winedering for the stunning Chianti Classico wine region. The Winedering team has carefully curated these tours to meet specific criteria:

Effortless travel

Direct train routes and short taxi or car rides make navigation simple

Scenic views

The journeys offers picturesque landscapes, perfect for photography enthusiasts

Authentic experiences

Enjoy an intimate look at traditional winemaking in one of Italy's most renowned wine region

Booking in advance

Easy to book trains, private drivers, and winery visits and tastings in advance to ensure availability.

Tour #1: Day trip from Florence to Siena by public transportation with tasting and lunch included

Experience an enchanting escape into the heart of Chianti Classico with a day trip from Florence to the picturesque La Lastra Winery. This itinerary is designed for those staying in Florence who seek a convenient and enriching wine experience traveling by public transportation. The tour includes scenic train rides, a guided winery tour, and a delightful lunch paired with wines.

9 am

Depart from Florence to Siena via train; make sure to arrive at Firenze Santa Maria Novella 15 min. earlier. 

Cost: Approximately €11 per person, one way. Duration: About 1 hour and 30 minutes. Arrival in Siena.

11 am
/
2.30 pm

Arrival in Siena and transfer to La lastra Winery

Arrival at La Lastra Winery. This engaging tour includes a walk through the vineyards, an insight into the winemaking process, and a tasting session featuring the winery's finest selections with light lunch.

3 pm
/
5 pm 

Transfer to the train station in Siena, train to Florence and arrival by 5.30 pm at Florence train station.

Tour #2: Full day wine escape from Florence exploring Chianti Classico

Live a memorable journey through the heart of Tuscany with a visit to two exceptional wineries in the Chianti Classico region. This tour highlights the diversity of Tuscan wine estates, featuring a historic castle winery and a winery known for its female leadership, offering a blend of tradition and innovation.

9 am

Leave Florence and head towards the scenic Chianti Classico area. The drive itself is a visual delight, showcasing rolling hills and verdant vineyards.

11 am
/
3.30 pm

Arrive at  Castello di Selvole , renowned for its majestic setting and rich history. Enjoy a guided tour of the estate, learning about traditional winemaking techniques.

Tasting Session: Sample three of the estate's finest wines, each showcasing the unique terroir and heritage of the region.

Duration: About 1 hour and 45 minutes.

12:45 PM: Depart from Castello di Selvole. The journey will take  approximately 50 minutes drive  to reach the second winery,  Savignola Paolina.

1:30 PM: Pa rticipate in an in-depth tour and a more extended tasting session, understanding the innovative approaches to winemaking, but before that you’ll enjoy a great light lunch

Duration: 2 hours.

3.45 pm
/
5 pm 

Depart  from Savignola Paolina,

5:00 PM: Expected arrival back in Florence.

Total Duration: Approximately 8 hours.

Tour #3: Exclusive Half-Day Wine Tour from Siena to Chianti Classico

Embark on a luxurious half-day journey from the historic city of Siena into the heart of Chianti Classico. This tour combines culinary excellence with an intimate exploration of Tuscan winemaking, featuring a sumptuous lunch at Panzanello followed by a visit to Casanuova di Ama. You will discover intricate wine-making processes and indulge in tastings of acclaimed wines, all paired with regional Tuscan delicacies.

11 am

Depart from Siena, setting out on a scenic 50-minute drive to your first destination, enveloped by the picturesque landscapes of Chianti.

12 pm
/
5 pm

Arrive at  Panzanello  for an exclusive lunch experience. Enjoy a guided tasting of five selected wines, expertly paired with a gourmet meal that highlights local flavors and ingredients..

Duration: Approximately 3 hours. 

3:00 PM: Depart from Panzanello. Enjoy a leisurely 30-minute drive through the iconic Radda in Chianti, with an optional stop upon request for additional exploration or photo opportunities.

Second Winery Visit: Casanuova di Ama,  known for its intimate setting and exceptional wine selection. You'll  dive into a curated wine tasting, discovering the nuances of each variety served alongside traditional Tuscan snacks.

Duration: About 1.5 hours

5.30 pm 
/
6.30 pm 

Depart Casanuova di Ama for the return journey to Siena by 6.30 pm

Total Duration: Approximately 7 hours and 15 minutes.

Enjoy your Wine Experiences in Chianti Classico

With detailed itineraries and insider tips, your adventure through Chianti Classico will be both seamless and enriching.

Remember to take your time, enjoy the stunning views, and soak in the warm hospitality of the local winemakers and residents. Here's to many memorable wine experiences in the heart of Tuscany, that you can easily book online on Winedering.com, the best online wine tourism marketplace worldwide. 

Buon viaggio and cheers to your Chianti Classico adventure!

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