The 7 Best Chianti Wine Tours From Florence [2022 Reviews]

Whether you’re a fan of Chianti wine or simply know of it due to its notoriety in a certain film, if you’re in Florence we highly recommend you check out where it originates from.

The famous dry, red wine can only be produced in this region of central Tuscany, with its cool hills and rich soil. While you could definitely rent a car and explore it on your own, if you want to maximize the experience we recommend a tour.

We’ve done the research for you, bringing you tours that are worth your time and money yet are varied enough that you have a nice selection to choose from.

If that sounds like fun to you, then check out these awesome Chianti wine tours!

Best Chianti Wine Tours From Florence

 Chianti Safari: Tuscan Villas, Cheese, Wine & LunchPrivate Half-Day Chianti Tour & Wine Tasting From FlorenceSmall Group Chianti at Sunset Wine Tasting Tour from Florence
editors choice
Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from FlorencePrivate Half-Day Chianti Tour & Wine Tasting From Florence
Small Group Chianti at Sunset Wine Tasting Tour from Florence
Departure Point:Piazza dei Cavalleggeri, 50122 Firenze FIHotel pickup and drop-off includedPiazza dei Cavalleggeri, 50122 Firenze FI
Departure Time:9:00 AM2:45 PM4:00 PM
Duration:9 hours4 hours4.5 hours
Includes:Transport by air-conditioned 4x4 vehicle, professional guide, 9 samples of wine, 2 samples of olive oil, food tastings, lunchGuide, private vehicle at your disposal for a maximum of 4 hours, historical Chianti winery visit with wine tasting of five fine wines w/ local snacksCar or minivan - max 8 persons, expert guide, visit to a typical wine estate and wine tasting, 4 wines, oil, cheese with marmalade, chocolate vineyard tour

Tour Information & Booking

Tour Information & Booking

Tour Information & Booking


Quick Answer: The 7 Best Rated Chianti Wine Tours For 2022

  1. Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence
  2. Private Half-Day Chianti Tour & Wine Tasting From Florence
  3. Small Group Chianti at Sunset Wine Tasting Tour from Florence
  4. Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
  5. Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries and Much More
  6. Private Chianti Wine Tour Leaving from Florence
  7. Chianti Vineyards Escape from Florence with Two Wine Tastings

Chianti Wine Tour Reviews

1. Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence

Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence

Tour Highlights:

  • Duration: 9 hours
  • Departure: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy or hotel pickup and drop-off
  • Departure Time: 9:00 AM
  • Includes: Transport by air-conditioned 4×4 vehicle, professional guide, 9 samples of wine, 2 samples of olive oil, food tastings, lunch

Let’s start things off on the right foot with the Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence. Who thought that safaris and off-roading would work so perfectly with cheese and wine?

This tour is so seamlessly-organized and melds adventure with relaxation and appreciation for the finer things in life wonderfully.

Start out by meeting your guide and the rest of your group at 9:00 am in the center of Firenze in the Piazzi dei Cavalleggeri. You’ll then be escorted onto the awesome 4×4 minibus that’s impossible to miss!

This bus is made for fun, yet ensures you’re comfortable with air conditioning, spacious seats, and large windows.

Why use a 4×4 vehicle?

Because you’re going to go off-roading, meaning you’ll get to see parts of Chianti that the vast majority of visitors don’t.

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Stop first at Villa le Corti, owned by one of the most prominent Italian families. This gorgeous estate is located over a hillside and offers incredible views, but the real star of the show is the wine tasting!

Taste 3 of their wines meticulously paired with cured meats and 2 types of olive oils after taking a guided tour of their legendary wine cellars and olive mill by means of underground tunnels.

Next up it’s time to really buckle up and get ready for 4×4 fun over ancient woodland and those iconic Tuscan hills until arriving at Località Rignana where you’ll try even more tasty food and wine!

With your personable, knowledgeable tour you’ll be able to learn a lot in a way that’s unpretentious and welcoming.

Travel further into the hills and enjoy the vast countryside as you head to a smaller, more quaint winery called “Poggio Torselli”. By new means is this breathtaking place tiny, however!

These premium Tuscan ateliers will teach you all about their ancient traditions combined with innovation result in their award-winning wines.

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


2. Private Half-Day Chianti Tour & Wine Tasting From Florence

Private Half-Day Chianti Tour & Wine Tasting From Florence

Tour Highlights:

  • Duration: 4 hours
  • Departure: Hotel pickup and drop-off included
  • Departure Time: 2:45 PM
  • Includes: English speaking driver, private vehicle at your disposal for a maximum of 4 hours, historical Chianti winery visit with wine tasting of five fine wines accompanied by local snacks

There are plenty of fantastic tours available on our guide, but not everyone has the availability for a full-day option. If that sounds like your situation, then check this next tour out.

The From Florence: Private Half-Day Chianti Tour & Wine Tasting is a 4-hour adventure that will take you through the beautiful Tuscan countryside and into some of the most respected vineyards in the world.

Limited to just 7 participants, this is a very small group tour where you’ll get plenty of one-on-one time with the guides and be able to ask any questions you may have.

This tour starts off by your guide/driver picking you up at your hotel in a private vehicle. The vehicles are always comfortable, with air-conditioning and plenty of room to stretch.

As you head along your journey, your driver will offer an introduction and educational commentary about each location and attraction that you pass.

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The Montecchio winery is your first stop, where you’ll learn about their delicious Chianti Classico red wines. This historic estate is beautiful on its own, but you’ll get to try 5 amazing wines, including one first made back in the 13th century as a white wine!

Aside from your tour of the winery, you’ll also get to see plenty of thick woods, olive groves, medieval villages, Roman churches, classic farmhouses, and much more.

It’s hard to believe that so much majesty can be fit into a 4-hour tour, but thanks to supreme organization and obvious care for their customers, they manage to pull it off.

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


#3 Small Group Chianti at Sunset Wine Tasting Tour from Florence

Small Group Chianti at Sunset Wine Tasting Tour from Florence

Tour Highlights:

  • Duration: 4.5 hours
  • Departure: Piazza dei Cavalleggeri, 50122 Firenze FI
  • Departure Time: 4:00 PM
  • Includes: Comfortable air-conditioned car or minivan – max 8 persons, expert English-speaking driver, visit to a typical wine estate and wine tasting, 4 wines, oil, cheese with marmalade, chocolate vineyard tour, dinner in restaurant is an available option

Next, we have the Small Group Chianti at Sunset Wine Tasting Tour from Florence. If you have a busy schedule during the daytime or are looking for another shorter tour, this is one to keep on your list.

Lasting 4.5 hours, you’ll try and learn about plenty of top-rated wines and tour through the Tuscan countryside.

In the afternoon, you’ll meet your driver/guide at the Piazza dei Cavalleggeri in the heart of Firenze which is easily accessible from anywhere in the city.

Set off in a comfortable vehicle and head along one of the most beautiful routes in the world: the Via Chiantigiana scenic route lined with cypress trees, extensive vineyards, medieval villages, and more. The first stop along the way is one of those medieval villages called Greve-in-Chianti.

Known for its triangular-shaped square, it was used as a meeting spot and location of their Saturday market for literally hundreds of years.

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Stroll around these classic streets and marvel at the lovely construction, and local boutique shops. Head towards the main destination, taking a photo stop at Montefioralle.

Once you arrive to the vineyard, you’ll learn about their traditional techniques in their cellars, trying 4 of their top wines including the Chianti Classico and other “Super Tuscans”.

These tastings are so that they line up perfectly with the golden hour right before sunset, so you can snack on some delicious bruschetta and cheese while watching the light set over the vineyards.

After you get back in the vehicle, you’ll have time to stop in the charming village of Badia a Passignano for more photo ops, and learn all about its interesting history.

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


#4 Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

Tour Highlights:

  • Duration: 8 hours
  • Departure: Hotel pickup and drop-off included
  • Departure Time: 9:30 AM
  • Includes: Private luxury minivan, bottled water, onboard Wi-Fi (on request at reservation)

Next, we have another crowd favorite: the Private Tour in Siena, San Gimagnano and Chianti Day Trip from Florence.

This 8-hour tour is one of the most comprehensive of its kind, where you’ll see some of the most beautiful highlights of Tuscany.

This private tour allows for you to see more than the average traveler, and have your guide to yourself to ask questions and focus on what interests you most.

Start the tour off by meeting your guide at your hotel lobby around 9:30 am. You’ll then be escorted into the air-conditioned vehicle for the day, which will vary depending on the size of your group.

If you’re just going with a significant other or a couple family members, you may just go in a car or SUV while larger groups may go in a minivan.

Your first destination of the day is Siena, which is ever-popular due to its stunningly well-preserved medieval architecture which has earned it a UNESCO World Heritage title.

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Rich in history and art, you’ll get to see some of its most famous landmarks such as the conch-shaped Piazza del Campo and 13th-century cathedral. Aside from that, take time to browse around the local shops or enjoy some local dishes at one of their many restaurants.

Next up is Castello Monteriggioni: a 13th-century walled city perfectly preserved, making you feel like you’ve been transported back to the Middle Ages. Here, you and your group will stroll around after lunch at one of the delicious local restaurants.

There’s an option to also have lunch at a farm or winery at Castellina In Chianti instead of extra time in these villages, where you can partake in wine tastings.

Then, your guide will lead you around the walled medieval town of San Gimignano located on rolling hilltops. Also known for its well-preserved architecture, their skyline is unlike any other in the world with tower houses emerging from said hills.

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


#5 Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries

Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries and Much More

Tour Highlights:

  • Duration: 7 hours
  • Departure: Via Curtatone, 9, 50123 Firenze FI
  • Departure Time: 9:00 AM
  • Includes: Transport by air-conditioned confortable minivan Lunch Wine tastings A visit of two wineries Wine cellar and vineyards tour Live commentary on board A guided visit of San Gimignano A visit of Michelangelo Square

If you’re looking for a tour that will fit into a tighter budget, we’ve just the thing. The Chianti Wine Tour with Lunch, Visit S. Gimignano, Organic Wineries is a full-day tour that will show you all around the Chianti wine region.

This is a fantastic way to get to know the area more in-depth without having to spend multiple days there. Start off by meeting your guide at 9 am in front of Café Gamberini in the center of Firenze, where you’ll board a spacious minivan.

These minivans are very comfortable, with air-conditioning, plenty of leg room, and large windows to offer unobstructed views of the beautiful Tuscan countryside.

Once you arrive at Fattoria Poggio Alloro, you’ll be taken on a fascinating guided tour of their cellars where you’ll learn about how they make theirs. Later, try a wine tasting of 4 to 5 wines with olives, cheeses, bruschetta, and more.

Then, try their extra virgin olive oil and learn about what makes a good one before heading out to pet some of the animals on their farm.

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After, head over to San Gimignano where you’ll venture through the medieval architecture and stop at the 13th-century little museum, main squares, and learn about its history. Then, try some of the world-class gelato while taking in amazing 360 views of this iconic place.

Once at Tenuta Torciano, you’ll focus more on the traditional chianti wine, how they make it, and what makes it so special. After, enjoy a tasty 3-course meal with guided wine tastings of around 8 different types.

We particularly enjoyed trying their 30-year aged balsamic vinegar and extra virgin olive oil! We can’t forget the Piazzale Michelangelo, which is undoubtedly one of the most breathtaking places in all of Europe.

Overlooking the infamous renaissance city of Florence, you’ll see a replica of Michelangelo’s Statue of David located in the center of the square.

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


#6 Private Chianti Wine Tour Leaving from Florence

Private Chianti Wine Tour Leaving from Florence

Tour Highlights:

  • Duration: 8 hours
  • Departure: Check with tour operator
  • Departure Time: 9:00 AM
  • Includes: Transportation on comfortable Mercedes Vclass minivan, fuel surcharge, 1 Wine tasting, driver/guide, private tour

Next up, is the Private Chianti Wine Tour Leaving from Florence. This is one of the best tours for wine lovers, as you’ll be spending the day heading through the Tuscan hills to medieval villages and legendary wineries.

If you have an entire day available, do yourself a favor and sign up for this educational, beautiful excursion!

This tour starts out at 9:00 am, where you’ll be picked up from your hotel or other accommodations. Focusing on comfort and luxury, transport will take place in a Mercedes V-Class minivan, with large windows for viewing and a smooth ride.

Take a short ride over to the countryside, until you reach the medieval village, Montefioralle. Come down the hill to Greve in Chianti, which is known for its triangular-shaped square that’s been used for important local events for hundreds of years.

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Named for the river that runs through it, this lively market town is filled with fun shops and famous for being the capital of Chianti wine. The driver will take you to the central square, where you can explore it all!

Next, pass through the small village of Panzano, where you’ll visit a winery and have a guided visit of their cellars and vineyards. After, the owner will offer a tasting of their 3 most popular wines. If you’d like, you can choose to eat a relaxing lunch at that winery or at one of the best trattoria’s nearby.

Rocca di Castellina in Chianti is another must-see, where you’ll take some time for a relaxing stroll and let that delicious food digest.

There are some great wine shops here, though you’ll also be seeing another winery in town where you can compare and contrast their wines with the others you tried earlier in the day.

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


#7 Chianti Vineyards Escape from Florence with Two Wine Tastings

Chianti Vineyards Escape from Florence with Two Wine Tastings

Tour Highlights:

  • Duration: 5 hours
  • Departure: Piazzale Montelungo, Firenze FI
  • Departure Time: 8:30 AM & 2:30 PM
  • Includes: Round-trip journey by fully-fitted GT coach, multilingual escort, visits to two different wine estates with tours of wine cellars and vineyards, sampling of up to 3-4 Chianti wines at each winery, extra-virgin olive oil and balsamic vinegar

We wouldn’t be able to bring you the best tours while leaving out our next tour. The Chianti Vineyards Escape from Florence with Two Wine Tastings is simply incomparable if you’re looking for a budget-friendly option.

This is one of those “best bang for your buck” tours where you can escape the noisy city and learn all about traditional Chianti wines.

This 5-hour tour is also great if you have plans earlier in the day. Meet your guide at Piazzale Montelungo kiosk at the bus terminal. You’ll then board a luxe, fully-fitted GT coach and travel in style out to Tuscany’s rolling hills.

As you guys drive on, your guide will offer fascinating commentary on the history of the area, Chianti wine, and some fun anecdotes.

You’ll then arrive to your first rustic wine estate located right in the heart of the famous wine region. The first is a more quaint family winery, where the owner will tour you around the vineyards and cellars.

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As you walk and explore, you’ll learn about how they came to be one of the most prominent producers of Chianti wine and what sets them apart from the competition before partaking in a wine tasting.

The next estate is much larger, though both are located on serene hilltops for top-notch views. Here, learn about their wine and compare them to the other vineyard’s as you try 5 different types.

We really enjoyed the pairing with local products like extra virgin olive oil, balsamic, and an array of cheeses. Then, you can take time to walk around the majestic landscape and bring along a glass of wine to accompany you on your stroll!

 

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


Your Guide to Florence & Chianti Italy

Best Wine Tours in Chianti

If you’re planning a vacation to Florence, Italy you should know what airport you’ll be flying into, the best accommodations available, what restaurants to stop by, and more. In this travel guide, we give you all the information you’ll need to get started planning your vacation. Have you been to Florence and want to suggest a tourist stop or restaurant? Comment below!

Airports & Entry

There is a small airport in Florence, the Florence Peretola. It was previously known as Amerigo Vespucci Airport. However, you will most likely fly into the Galileo Galilei International Airport in Pisa. This is a much larger airport so long-distance, foreign flights are most likely to land here.

Your passport will need to be valid for at least six months past your intended date of departure. If you’re planning on an extended stay, you can stay in Italy for up to 90 days without the need for a visa, so long as your passport is valid.

Planning Tips

Visiting Florence can be a once-in-a-lifetime experience. However, it’s important to plan and prepare for your trip properly. Here, we have our top 5 tips for those planning a trip to Florence, Italy. Have you visited and have a tip of your own? Leave it in the comments down below!

Tip #1: Don’t be Afraid to Spit

When wine tasting in Italy, it is common for the taster to swish the wine around in their mouth to get the full profile of flavors, and then spit the wine out. This is so that you can taste many more wines without becoming intoxicated. It may feel a bit uncomfortable to spit out your drink in public, but it’s actually the cultural norm for this country.

Tip #2: Eat Light

You’ll find that even entrees featuring meat and pasta are smaller in portion size than what we see here in the US. Most of the time, meals consist of lighter fare including crostini, cured meat, and cheeses. Do not be surprised at the smaller portions of heavy meals and the abundance of lighter snacks.

Tip #3: Explore Florence on Foot

Not only is walking the preferred method of getting around in Florence, but it is also the easiest. While you may be walking with many other tourists, walking allows you to see more of the city. It may even take longer to wait for a taxi or bus than it would to walk to your destination. You will also most likely be walking at many of the attractions. Be sure to bring a pair or two of comfortable walking shoes.

Tip #4: Prioritize Your List

It would take months, if not years, to visit and explore every museum, gallery, eatery, and other important location within the city of Florence. Be sure to prioritize the list of places you’d like to see based on the length of time you’re spending here. Many of the attractions have estimated wait times based on the time of year and time of day you are visiting. This makes it easier to plan out your sightseeing.

Tip #6: Explore The Surrounding Cities

Venice is only a few hours northeast of Florence. This famous beautiful city is a must see! You must see the incomparable St Marks Basilica and take a gondola ride though its canals. There is so much to see and do there it needs to be on your list of places to see.

Tip #5: Take Those 500 Steps

The Cathedral in Florence, called the Duomo, is the 4th-largest cathedral in the world. It took nearly 2 centuries to complete. Be sure to save at least one day to explore it. If you’d like to reach the highest point in Florence by hiking the 463 steps to the cathedral’s cupola, you’ll need to make a reservation. However, you won’t be disappointed.

Restaurants & Eating Out

It seems even the food vendors at every corner and in front of every attraction have some of the best food available. These vendors also make it very quick to grab a bite to eat while on your way from one destination to another.

If you’re looking for some of the best gelato in Florence, you want to check out Carapina. The flavors of gelato available will change based on the season, and the number of choices is limited on purpose, but if you’ve ever thought of trying gelato with either olive oil or parmesan, this is the place.

The Borgo san Jacopo is one of the most exclusive restaurants in Florence. There are just four tables on a small terrace, but this terrace offers breathtaking views of the Ponte Vecchio. The star chef, Peter Brunel, offers mouthwatering entrées. Save room for the purple potato sorbet with various toppings, including gold leaf, for dessert.

A popular stop for many tourists is La Menagere. La Menagere is home to both a café and cocktail bar, but you’ll also find beautiful bouquets in the flower shop as well as quality Italian homeware in the store. Dinner entrées can include everything from spaghetti with squid to beef with pears.

Nightlife & Entertainment

While it’s common to stop for a cocktail in the evening before turning in, nightlife in Florence is relatively calm. In fact, one of their most popular bars offers cappuccino and pastries in the morning, a light lunch in the afternoon, and a buffet dinner as well as cocktails in the evening. This bar, known as Caffe degli Artigiani, is in the center of the artisan district.

The La Casa del Vino is a popular wine bar near the center of town. If you’re looking to try some of the top wines in the area of Tuscany or even find some less common wines from all over the country, you’ll want to stop by. To go with the extensive wine list, there is a menu of light snacks that includes meats, cheeses, crostini, and salads.

Getting Around

Getting around by car in the city of Florence is nearly impossible. Much of the city is off-limits to drivers. Of those streets that are drivable, many are narrow and might even be one-way. If traveling by car is necessary, you’ll want to take a taxi. However, taxis are quite expensive. The best way to get around Florence is on foot. In fact, it’s possible to walk from one side of the city to the other in less than an hour. If your feet are getting tired or you have a longer distance to travel, a bus system is available. You can find tickets at local convenience stores.

Accommodations

If the city of Florence had a theme, it would be luxury. From the historical sites to the most modern hotels, from street food vendors to well-known eateries, Florence is the epitome of luxury. If you’d like to experience that firsthand, be sure to research your accommodations. If you’re familiar with the Four Seasons brand, you may know what to expect from the Four Seasons Florence.

However, Florence is home to some very unique accommodations as well. The Palazzo Vecchietti features just 12 bedrooms and suites along with two apartments. Each is named after famous Italian artists. This 16th-century Palazzo has been turned into a luxury bed-and-breakfast of sorts, with meals being served in a common area on the top floor. A luxury Florence hotel with more of a retro feel is the Continentale.
Weather

You may want to avoid July and August when planning a trip to Florence. January is usually the coldest month with temperatures in the low 40s, Fahrenheit. While the average temperature in July is in the mid-70s Fahrenheit, the humidity can make it feel unbearably warm. The best times to travel to Florence are in the spring and fall.
Attractions

You’ll find the attractions in Florence mostly based on the history and food of the region. While the Statue of David is arguably one of the most popular sights to see in Florence, getting in to see Michelangelo’s famous artwork can take some time. Lines are usually very long, but it’s worth it.

You may also want to stop at Piazzale Michelangiolo, a terrace overlooking the city. The skyline of Florence seen from this terrace is the same often seen on postcards. Late afternoon or early evening are ideal times to visit as the crowds have died down.

There is no shortage of museums to visit while in Florence. Gucci Museo, or the Gucci Museum, is quite fun and a bit different than most other museums in the area. An archeological museum, the Museo Archeologico, features much of the regional history prior to the Medicis. The Galleria dell’ Accademia is home to the Statue of David and other popular exhibits such as several Stradivarius violins and famous paintings.

Enjoying the Wine That Makes Florence Famous

While one of the most popular tourist activities in Florence is wine tasting, be sure not to miss out on the beauty and history of the city itself. Florence may be a small city compared to some, but the experiences had during even a short vacation here will last a lifetime.

If you’re headed to Florence, what are you looking forward to the most? Let us know!

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The Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch is our Editors Choice for the best Chianti wine tour from Florence

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Robert Baker

Robert is a content writer and editor at World Guides to Travel where he shares his love for the great outdoors. He also writes in-depth travel blogs for other websites around the world. Robert is passionate about the environment and uses his writing to educate people about the advantages and importance of sustainable living. Robert enjoys creative writing. In 2009, his children’s novel Sally Hemings & the Good Associates won the Children’s Fiction section of the You Write On Book of the Year Award.
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