The 7 Best Chianti Wine Tours From Florence (Reviews For 2025)
Tuscany is one of the most beautiful regions in the world, with its rolling hills adorned with beautiful vineyards and historic estates, top-notch cuisine, and of course, wine.
Tuscany’s Chianti region is known for its renowned Sangiovese grapes and craftsmanship that create its bold and sophisticated wines. If you’re looking to indulge in tastings at prestigious wineries, look no further than a proper tour of the region.
I’ve gone ahead and detailed the 7 top Chianti wine tours from Florence available, that are well worth your time and money. Let’s get started!
Best Chianti Wine Tasting Tours From Florence
| Small Group Wine Tasting Tour to Tuscany From Florence | Full Day Private Tour to Chianti Wine Region from Florence | Chianti Wine and Food Tasting Safari From Florence | |
|---|---|---|---|
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| Meeting Location: | Piazzale Montelungo, Firenze | Hotel pickup and drop-off | Biblioteca Nazionale in Piazza dei Cavalleggeri |
| Tour Length: | 4.5 hours | 8 hours | 10 hours |
| Start Time(s): | 2:30 PM | 9:00 AM | 9:00 AM |
| What’s Included: | Transportation by air-conditioned minibus, driver/guide, guided visit to 2 wine estates, tasting of different wines and olive oils | 8 hours chauffeur driven hire, Free time in Greve in Chianti, Montefioralle and Panzano in Chianti (suggested itinerary), Bottled water, Wi-Fi | Transportation, Wine cellar tour, Tour guide, Tasting of 8 wines, Extra virgin olive oil tasting, Cheese tasting, Cured meats, Traditional Tuscan lunch |
Our 7 Top Picks For The Best Chianti Wine Tours From Florence:
- Small Group Wine Tasting Tour to Tuscany From Florence
- Full Day Private Tour to Chianti Wine Region from Florence
- Chianti Wine and Food Tasting Safari From Florence
- Chianti Wine Tastings at Sunset Day Trip from Florence
- Chianti Wine Tour from Florence
- Chianti Wine Tour in Tuscany from Florence
- Private Half-Day Tour from Florence to Chianti Wine Region
Chianti Wine Tasting from Florence Tour Reviews
1. Small Group Wine Tasting Tour to Tuscany From Florence
What You Should Know About This Tour:
- Where You Will Meet: Piazzale Montelungo, Firenze
- Tour Length: 4.5 hours
- Start Time(s): 2:30 PM
- What’s Included: Transportation by air-conditioned minibus, driver/guide, guided visit to 2 wine estates, tasting of different wines and olive oils
What to Expect on the Tour
Florence is certainly a magnificent city, but if you’re looking to escape the hustle and bustle for a few hours and enjoy the storied Chianti wine region, this is the perfect chance to do so.
The Small Group Wine Tasting Tour to Tuscany from Florence involves a knowledgeable guide/driver to tell you all about the history of the area in a fun and entertaining way aboard a comfortable, air-conditioned minibus.
By the time you arrive to the first wine estate, you’ll already have a good background knowledge of how wine came to be so important to Italy.
At the first estate, you’ll get to try not only 3 phenomenal wines, but some of their own freshly-pressed olive oil (with tasty bread!) as well!
second estate has you traveling down into old cellars to learn about their winemaking traditions, and it’s here where you’ll sample their wines and olive oils. Not only that, but you’ll try them alongside artisanal cheeses, salamis, and bruschetta!
What Makes This Tour Great
Why go visit a nice restaurant when you could go all-out and enjoy delicious food and wine on this tour? This well-organized experience took us to 2 fantastic wineries: one that was smaller and had more of a family vibe, where the second one felt bigger and more “corporate”.
It was a great learning opportunity to see both, seeing the different ways they operate as well as the different techniques and traditions incorporated.
The olive oils and savory salamis along with the soft cheeses and cold cuts on fresh bread were just heavenly! Paired nicely with different wines, every mouthful was a full spectrum of well-rounded flavors.
It’s evident that everything was produced right on the farm, as the freshness and strong flavors were unmatched with anything I tried elsewhere!
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
2. Full Day Private Tour to Chianti Wine Region from Florence
What You Should Know About This Tour:
- Where You Will Meet: Hotel pickup and drop-off included
- Tour Length: 8 hours
- Start Time(s): 9:00 AM
- What’s Included: 8 hours chauffeur driven hire, Free time in Greve in Chianti, Montefioralle and Panzano in Chianti (suggested itinerary), Bottled water, Wi-Fi
What to Expect on the Tour
How would you like to have your own, personal chauffeur to drive you around wherever you want, including some of the best hidden gems and renowned spots in Tuscany? From charming villas and rolling hills to majestic castles and wine bars, you get to explore at your leisure.
This experience is all about tailoring the stops to suit your interests, and you’ll work together with your guide to discover just exactly what will work best for you and your group.
Add on the optional wine tour and enjoy the views and glasses from a beautiful wine estate that overlooks the iconic Chianti hills.
I highly recommend taking this tour, as one of the local wine producers will personally give you a tour of the vineyards and share some of the secrets to producing their unique red wines!
What Makes This Tour Great
This tour is amazing – even more so if you’re looking just to travel with your partner, friend, or small group of people. Our guide was a local, and the passion they have for where they’re from is palpable and contagious.
We were picked up right from our hotel, heading out to Sienna and San Gimignano to explore the art and architecture before trying magnificent Tuscan dishes accompanied by 5 different wine tastings.
If you are nervous about having to plan an itinerary yourself, don’t be. You can request your guide to plan everything for you, or simply offer recommendations based on your own interests.
I can’t say enough things about this magical day filled with seeing indescribable natural and manmade beauty, complemented by one of the best tarty cherry, balsamic-y Chiantis I’ve ever had. If you’re looking to feel like a VIP, this is the tour for you!
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
3. Chianti Wine and Food Tasting Safari From Florence
What You Should Know About This Tour:
- Where You Will Meet: Biblioteca Nazionale in Piazza dei Cavalleggeri
- Tour Length: 10 hours
- Start Time(s): 9:00 AM
- What’s Included: Transportation by 4WD customized, air-conditioned vehicle, Wine cellar tour, Tour guide, Tasting of 8 wines, Extra virgin olive oil tasting, Cheese tasting, Cured meats, Traditional Tuscan lunch
What to Expect on the Tour
Leave the hustle of Florence behind you as you hop on a custom 4WD vehicle, heading to Monti del Chianti with a local expert to guide you!
Bouncing along the off-the-beaten-path routes complete with rustic farms and rolling hills, you’ll get to see some of the most quintessentially “Tuscan” places. Start off with a visit to a beautiful historic winery and try 3 distinctive wines, artfully paired with fresh local cheeses and olive oils!
This is just a precursor to a delicious traditional lunch at a fantastic Tuscan eatery with amazing panoramic views and top-notch service.
After exploring some of the best food Tuscany has to offer, you’ll make your way to another esteemed vinyard, learning their Chianti Classico secrets while sampling award-winning wines. There’s no tour quite like this one!
What Makes This Tour Great
First of all, it’s not every day that you get to go on a wine tour with a guide who is an actual Sommelier! That instantly elevated our experience, with them explaining the ins-and-outs of wine, the right way to taste wine, different notes and flavor profiles.
There were so many fun pieces of information I never would’ve gotten otherwise. The customized 4WD vehicle was very comfortable and undoubtedly a unique way to see the region, as well!
Our driver did a fantastic job at driving over the relatively uneven terrain, so we got everywhere quickly and safely. The first winery was quite impressive and we learned it was owned by one of the country’s aristocratic families.
I had 3 phenomenal wines expertly paired with local cheeses and olive oils before touring the historic wine cellars and olive mill, complete with underground tunnels!
After, we had a great Tuscan meal with some of the best views of the region before visiting a Chianto Classico wine estate where I tried innovative wines and more traditional Chiantis.
My favorite was a bit smokey, with a hint of dried herbs and strawberry (yes, I bought 2 bottles). It was a wonderful day full of discovery in many forms, and I’ll be sure to go on this tour again.
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
4. Chianti Wine Tastings at Sunset Day Trip from Florence
What You Should Know About This Tour:
- Where You Will Meet: Piazza dei Cavalleggeri, 50122 Firenze
- Tour Length: 5 hours
- Start Time(s): 2:00, 3:00 & 4:00 PM
- What’s Included: Comfortable air-conditioned car or minivan – max 8 persons, Expert English-speaking driver, Visit to 2 Typical wine estates and wine tastings, Vineyards tour, Typical italian appetizer, Dinner in restaurant available for those who choose the option
What to Expect on the Tour
We all know that timing is everything, and while Tuscany is beautiful at any hour, this tour lets you experience it at undoubtedly the loveliest time of day.
It’s one of the shorter tours, making it perfect for those who want to experience a lot while still accommodating other plans in their schedule. Despite being more compact, it does a great job of combining nature, history, amazing architecture, and of course, wine!
Oh, and if you’re looking to taste some of the best Chianti Classicos and other Super Tuscans, this should be on your list! Oh, and the tasting takes place during the golden hour before the sun sets, enveloping the entire region in hues of gold and honey.
You’ll also get to make a stop at the beautiful village of Badia a Passignano for more photos and a little tour!
What Makes This Tour Great
Blending the essence of Tuscany with the magic of Golden Hour with an unforgettable wine-tasting tour, the Chianti Wine Tastings at Sunset Day Trip from Florence is the perfect reprieve from a busy city vibe.
The air-conditioned minivan was very comfortable with plenty of room and big windows for appreciating the scenic Via Chiantigiana route, filled with cypress trees, little medieval towns, and many more sights.
Our stop in Greve-in-Chianti was amazing, filled with castles, medieval wine estates, and plenty of fascinating stories to keep us hooked!
I learned a good amount about different production methods from other tours, but this one was special in that the wineries we toured focused more on traditional methods that have been around for hundreds of years.
I tried an incredible Chianti Classico with a light body, bit of smokiness, and tart cherry/balsamic tasting notes that I fell in love with, though everything I tasted was wonderful.
With the family-run estates and the small group size, it was a very intimate experience, and the dinner with breathtaking views was unforgettable!
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
5. Chianti Wine Tour from Florence
What You Should Know About This Tour:
- Where You Will Meet: Piazzale Montelungo, Firenze
- Tour Length: 5 hours
- Start Time(s): 8:30 AM
- What’s Included: Transport by G.T. air-conditioned coach, Licensed Tour Leader, Wine-expert guided visit during vineyards and cellar tours, Tasting of 3 or 4 different kind of organic wines in each winery with typical products, Possibility to buy Wine, balsamic vinegar, extra virgin olive oil and typical Tuscan food
What to Expect on the Tour
If it’s your first time in Italy, do yourself a favor and check this tour out for a taste of all that Tuscany has to offer. The Chianti Wine Tour from Florence will take you on an excursion through different types of iconic local wines, from the wine cellars to the vineyards.
Led by a local wine expert, you’ll learn all about the most renowned Tuscan wines and the differences between the Chianti Classico, Chianti Riserva, and Super Tuscans.
What Makes This Tour Great
This tour is full of information, and took us behind the scenes to visit local winemakers and hear all about their secrets to success while exploring the cellars. It’s definitely a more cozy experience that felt like we were visiting a good friend who just happened to make great wine.
After tasting 4 different wines, we got to enjoy e delicious meal that consisted of local produce, like bruschetta, olive oil, pecorino cheese, balsamic vinegar, and more.
While I already knew that Super Tuscans are made from the same Sangiovese grape as the Chianti Classico and Riserva, I learned a few new interesting facts, like how there are even some rarer white Super Tuscans out there!
I even had the chance to purchase some bottles, which I did not pass up! Combined with the interesting history of Florence our guide shared with us along the way, this tour was wonderful value for what we received.
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
6. Chianti Wine Tour in Tuscany from Florence
What You Should Know About This Tour:
- Where You Will Meet: Via Curtatone, 9, 50123 Firenze
- Tour Length: 8 hours
- Start Time(s): 9:00 AM
- What’s Included: Lunch, round-trip transportation from Florence, winery visits and tastings
What to Expect on the Tour
Not only will you get to sample and learn about some of the best wine Italy has to offer on this tour – you’ll get to explore a stunning medieval hillop town filled with cool towers, houses, churches, and much more!
With charming cobblestone streets and renowned landmarks, it’s a great way to immerse yourself in rich Italian history while learning about the art of winemaking.
Head down into an old local wine cellar in San Gimignano, where you’ll enjoy tastings of their own olive oil and fine wines that have been refined for countless years.
After that, head deeper into the countryside with a prestigious winery visit complete with an ample sampling of 9 different wines and a lunch consisting of 3 delicious courses.
It’s a wonderful way to get a good picture of the flavors of Tuscany, both in food and beverage form. With easy transportation to and from Florence, this small-group tour is as convenient as it gets!
What Makes This Tour Great
This tour was memorable in so many ways, but ultimately, it felt like we had a longtime friend taking us around to the very best sites to see in Tuscany. Our guide was friendly, funny, and full of knowledge, and he made us all feel so important.
The traveling between each stop was scenic and relaxing, making it that much more enjoyable, considering it is one of the longer tours of its kind.
We visited 2 different wineries, and our guide did a great job of knowing when to take the reins and when to leave us to the winemakers for great discussions and learning opportunities.
The first winery offered us plenty of snacks and wine tastings, while the second one offered us a guided wine tour, tasting, and a full lunch. To wrap it all up, we went to the Piazzale Michelangelo for simply breathtaking views over Florence.
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
7. Private Half-Day Tour from Florence to Chianti Wine Region
What You Should Know About This Tour:
- Where You Will Meet: Hotel pickup and drop-off included
- Tour Length: 4 hours
- Start Time(s): 9:00 AM, 2:30 PM
- What’s Included: Mercedes vehicle, Speaking driver, Free time in the Chianti wine region, Bottled water, Wi Fi
What to Expect on the Tour
While the small-group tours on this guide have been great, if you’re really looking for something special, check out the Private Half-Day Tour from Florence to Chianti Wine Region.
It’s literally all about your personal driver-guide there to serve and help you and your private part! It’s the perfect romantic outing, fun day trip with friends, or even if you’re going as a solo traveler!
You get to make a visit to a reputable local winery and taste their best wines (own expense) before having plent of free time in the quaint village of Greve.
You can either choose the winery you’d like to visit or your guide can make a recommendation for you, based on your interests. With a comfortable Mercedes vehicle to take us around and roundtrip transportation, it literally couldn’t have been easier to get around!
What Makes This Tour Great
Something that turns many off from going on tours is that they think it’s going to be a hassle. This tour makes everything such a breeze, with a private driver/guide who picks you up and drops you off at your accommodations.
They clearly knew exactly where to go, taking us through neverending vineyards and winding roads, stopping for particularly beautiful photo ops along the way.
After the great winery tasting I went on, we headed to the beautiful Greve, where I had the rest of the time to explore, checking out the amazing cafes, restaurants, and boutique shops there.
Aside from the bottles I bought at the winery, I found plenty of cute and unique souvenirs in Greve, so make sure to check out their stores! My guide was full of great recommendations, so don’t hesitate to ask!
Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time
FAQs About Chianti Wine Tours From Florence
How far is Chianti from Florence?
The Chianti region starts about 20 miles south of Florence and should take roughly 30-60 minutes depending on which part of Chianti you’re visiting. Closer areas like Greve in Chianti taking about 30 minutes and the more distant locations like Radda or Castellina can take up to an hour.
What's the difference between Chianti and Chianti Classico?
Chianti Classico is the original, historic heart of the Chianti region, marked by the black rooster (Gallo Nero) symbol on bottles. There are stricter regulations and is considered higher quality. Regular Chianti comes from a larger area with more relaxed rules. Most premium tours focus on Chianti Classico wineries.
How long do Chianti wine tours from Florence typically last?
Most tours are full-day experiences lasting 6-8 hours, including travel time. Half-day tours (4-5 hours) are also available and typically visit 1-2 wineries. Some luxury tours extend to 9-10 hours with additional activities like cooking classes or extended lunches.
How many wineries will I visit on a typical Chianti tour?
Standard tours visit 2-3 wineries, allowing sufficient time at each location for tastings, tours, and sometimes cellar visits. Some tours focus on fewer wineries (1-2) for more in-depth experiences, while others may include up to 4 stops for a broader sampling.
What's included in a typical Chianti wine tour from Florence?
Most tours include transportation from Florence, winery visit fees, guided wine tastings (usually 3-5 wines per winery), tour guide services, and often lunch at a winery or local restaurant. Premium tours may include olive oil tastings, vineyard walks, or visits to medieval villages like San Gimignano.
How much do Chianti wine tours cost?
Prices typically range from:
- $70-120 for group tours with basic inclusions
- $150-250 for tours with premium wineries and lunch
- $300-600+ for private tours or luxury experiences Factors affecting price include group size, meal quality, winery exclusivity, and additional activities.
What types of wine will I taste on Chianti tours?
Primarily Sangiovese-based red wines including Chianti Classico, Chianti Classico Riserva, and often Super Tuscans (premium blends). Some tours also include white wines like Vernaccia di San Gimignano and dessert wines like Vin Santo. Expect to taste 8-15 different wines throughout the day.
Do I need wine knowledge to enjoy Chianti tours?
Not at all. Tours welcome all levels from complete beginners to wine experts. Guides and winery staff are experienced in explaining wine basics, production methods, and tasting techniques to guests with varying knowledge levels.
Is lunch included in Chianti wine tours?
Most full-day tours do include lunch. Whether it is at a winery or a local trattoria. Lunch usually include traditional Tuscan cuisine paired with local wines. Many wine tours offer picnic-style lunches in scenic vineyard settings.
Should I book Chianti wine tours in advance?
Yes, especially during high season (April-October) and weekends. Popular tours, particularly small-group options and visits to prestigious wineries, often sell out days or weeks ahead.
What should I wear on a Chianti wine tour?
Smart casual attire is appropriate. Comfortable walking shoes are essential as you’ll walk through vineyards and possibly medieval villages with cobblestone streets. Layers are recommended as cellar temperatures are cool even in summer, and Tuscan weather can change.
Are Chianti wine tours suitable for children?
Most wine tours are designed for adults due to their focus on wine tastings. Some private tours can accommodate families with advance notice, and many wineries have beautiful grounds for children to explore, though they can’t participate in the tastings.
Can I buy wine during the tour?
Yes, all wineries offer direct sales, often at better prices than retail stores. Most tour operators accommodate reasonable purchases for transport back to Florence. Many wineries offer international shipping services for sending wine home.
What's the best time of year for Chianti wine tours?
Tours operate year-round, each season offering different experiences:
- Spring (March-May): Mild weather, green vineyards, fewer crowds
- Summer (June-August): Warm weather, lush landscapes, peak season
- Fall (September-November): Harvest activities, changing colors, ideal weather
- Winter (December-February): Fewer tourists, cozy tastings, some wineries may have limited hours
Do tours include visits to medieval villages?
Almost all tours to this region combine wine tastings with visits to picturesque medieval towns like San Gimignano, Greve in Chianti, Radda, or Castellina with photo opportunities between winery visits.
What if I don't drink wine?
The scenery that makes up the Tuscan countryside along with medieval villages and food components make tours enjoyable for non-wine drinkers. Most wineries offer other beverages plus you learning about the wine making process is interesting.
What Types of Wine are Made in Chianti?
Chianti is well known for its wines and are primarily made from the Sangiovese grape. You will have the opportunity to try most of these on a wine tour.
Chianti Classico: This is the most traditional and well-known type of wine from the region. It’s main characteristics are it’s deep ruby red color, balanced acidity with notes of red fruits, herbs and sometimes a bit of earthiness.
Chianti Riserva: The Riserva has a longer aging which gives it a more complex taste. It usually has a dark fruit flavor with earthy notes and a smoother flavor.
Chianti Superiore: This wine is made under strict regulations. It has a higher alcohol content and more concentrated flavors compared to regular Chianti and could be compared to a port.
Chianti DOCG: This designation means the wine meets very specific quality controls. It must be made with at least 80% Sangiovese grapes with the remaining blend being other local varieties.
Chiantis are typically dry with a high acid content and firm tannins. This makes them a good choice for Italian foods like tomato-based sauces, meats and cheese.
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The Small Group Wine Tasting Tour to Tuscany From Florence is our Editors Choice for the best Chianti wine tour
Katarina Jelks is a professionally trained sommelier from Hawaii. She received her Wine & Management Diploma from Le Cordon Bleu in Paris. Her experience working across the wine industry, in locations all around the world (France, Australia, New Zealand, the US & more), has resulted in a global perspective. She loves sharing her passion with others and helping them to chase their thirst for interesting wine and great food.