🍷 The 7 Best Chianti Wine Tours From Florence [2024 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!

Be sure to see our reviews of Full Day Tuscany Day Trips, Florence Wine Tours and Cinque Terre Tours.

Best Chianti Wine Tours From Florence

Quick answer: the 7 best rated chianti wine tours for 2024.

  • Best Adventure Tour: Chianti Safari – Tuscan Villas, Cheese, Wine and Lunch from Florence
  • Best Half-Day Tour: Private Half-Day Chianti Tour & Wine Tasting From Florence
  • Best Small Group Tour: Small Group Chianti at Sunset Wine Tasting Tour from Florence
  • Best Private Tour: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
  • Best Value Tour: Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries and Much More
  • Best Luxury Tour: Private Chianti Wine Tour Leaving from Florence
  • Best Budget Tour: Chianti Vineyards Escape from Florence with Two Wine Tastings

Chianti Wine Tour Reviews

1. best adventure tour: chianti safari: tuscan villas, cheese, wine and lunch from florence.

  • 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.

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, other florence experiences you may enjoy:, 2. best half-day tour: private half-day chianti tour & wine tasting from florence.

  • Duration: 4 hours
  • Departure: Hotel pickup and drop-off included
  • Departure Time: 2:45 PM
  • Includes:   English speaking driver, p rivate vehicle at your disposal for a maximum of 4 hours, h istorical 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.

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 13 th 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.

Search For Other Top Rated Florence Experiences You May Enjoy:

3. best small group tour: small group chianti at sunset wine tasting tour from florence.

  • 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.

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.

4. Best Private Tour: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

  • Duration: 8 hours
  • 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.

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 13 th -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 13 th -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.

5. Best Value Tour: Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries

  • Duration: 7 hours
  • Departure: Via Curtatone, 9, 50123 Firenze FI
  • 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.

After, head over to San Gimignano where you’ll venture through the medieval architecture and stop at the 13 th -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.

6. Best Luxury Tour: Private Chianti Wine Tour Leaving from Florence

  • Departure: Check with tour operator
  • 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.

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.

7. Best Budget Tour: Chianti Vineyards Escape from Florence with Two Wine Tastings

  • 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.

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!

Planning Your Chianti Wine Tour From Florence

Can you do a chianti wine tour from florence.

A wine tour in Chianti from Florence is a great idea if you looking to spend a day exploring the beautiful Tuscan countryside and taste some of the world’s most delicious wines.

The trip to Chianti from Florence is part of the experience itself. As you leave Florence and start seeing the picturesque hills of Tuscany and taking in the stunning scenery you will know why you came here! The rolling hills are covered in lush vineyards, olive groves and medieval towns that are frozen in time.

You’ll want to visit some of the region’s incredible wineries. Chianti is famous for its wine of course, especially its red wine made from the Sangiovese grape.

There are so many wineries it’s hard to know where to start! Each has unique wines and a tour you can do. Some of my personal favorites include Castello di Verrazzano , Fattoria di Montemaggio , and Castello di Brolio .

Of course Chianti is more than just wine. Make sure you take some time to explore the towns and villages that dot the landscape. Greve in Chianti is a particularly lovely town. It has a bustling market square and some fantastic restaurants serving up local specialties like wild boar ragù and pappa al pomodoro. Once you fall in love with the food, you should take a Tuscan cooking class in Florence .

Of course you can’t visit Chianti without taking in the breathtaking views. One of the best places to do this is from the Castello di Brolio. This medieval castle has been transformed into a winery and one of the most unique in Tuscany.

What Can I See on a Wine Tour in Chianti? (With a Sample Itinerary)

Chianti is in the heart of Tuscany is well known for its vineyards, medieval villages and of course its Chianti wine. If you only have one day to explore you can still see plenty!

9:00 am – Start with a visit to the Castello di Brolio it’s a magnificent castle that has been owned by the Ricasoli family since the 12th century. Take a quick tour of the castle and the vineyard. You’ll also have the opportunity to taste some of the Ricasoli family’s award-winning wines.

11:00 am – Next, head to the charming town of Greve in Chianti. Check out the market and look for some souvenirs. Greve has some fantastic restaurants, try stop for a bite to eat. Try La Cantina del Gallo Nero for some delicious local cuisine.

1:00 pm – After lunch, drive to the Fattoria di Montemaggio, a family-run winery that produces some of the best organic wines in Chianti. Here you can take a tour of the vineyard and learn about how they make their wines.

3:00 pm – Head to the hilltop town of Radda in Chianti, which boasts stunning views of the surrounding countryside. Take a stroll through the town’s narrow streets and visit the Museo del Chianti.  It houses an interesting collection of artifacts related to the history of the region’s wine.

5:00 pm – End your day with a visit to the Castello di Verrazzano, a beautiful castle that dates back to the 12th century. Take a tour of the castle and its wine cellars, then do a tasting of their award winning wines.

There are so many things to see and do in Chianti that you could spend several days exploring the region. This one day itinerary will give you a small taste of Chianti.

What is the Best Way to do a Chianti Wine Tour From Florence?

Guided tour : The most convenient way is by taking a guided tour. We recommend the Private Tour in Siena, San Gimagnano and Chianti Day Trip from Florence . However there are many tour operators offering day trips to Chianti and they typically include transportation, wine tasting and a visit to a few hilltop towns.

Drive : You can rent a car and drive through the winding roads of Chianti. Be sure to bring a map and a good GPS. The roads can be quite confusing and are not well marked. Keep in mind the wine tastings might make driving back to Florence a bit challenging. Be careful you don’t indulge too much!

Bike or Vespa : If you’re feeling adventurous, you can take a Vespa tour around the vineyards or rent a bicycle and explore the region on two wheels.

No matter how you choose to explore the region, you should end your day trip with a delicious meal at a local restaurant. Chianti is famous for more than its wine there are plenty of restaurants to try! If you have the opportunity go to the Bistecca Alla Fiorentina!

Tour Guides

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

Robert Baker

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17 Best Chianti Wine Tours from Florence to Discover the Heart of Tuscany

Best Chianti Wine Tours from Florence

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Chianti, one of the most famous wine regions in Italy , is a Bucket List listicle included in millions of travelers’ dreams! Spend the day swirling, tasting and savoring white, reds, rosés and other blends (including the famous Chianti Classico) at the wineries outside of Florence .

Don’t miss the best Chianti wine tours from Florence  and check our top3 recommendations: the highest-rated tour, a full-day excursion through the picturesque Chianti region, and an enchanting experience combining Chianti wine tasting with the thrill of horseback riding through the scenic landscapes.

Travel tip: While you’re in this part of Italia and looking for things to do in Florence , check out some of the other best day trips from Florence .

Want to dive straight in? Browse our catalog now!

  • Chianti Wine Tours From Florence

1 – Wineries Tour with Food & Wine Tasting

Florence_ Chianti Wineries Tour with Food and Wine Tasting

Rating: ⭐️ 4.5/5 ( 4728 reviews )

“The tour led by Jacob and driven by Claudio was an exceptional experience from start to finish…The combination of their expertise created a perfect blend for a memorable day. I highly recommend this tour for anyone seeking a delightful and educational wine-tasting adventure.” Eduardo, Getyourguide

One for the history buffs: while some wine expeditions simply cart travelers from A to B, Ciaoflorence Tours & Travel ’s tour focuses on the details at every stop. A hands-on experience from the get-go, at the two wineries, you have plenty of time to meet the winemakers, chat and walk through the vineyards without feeling rushed.

Learn about the history of each estate, what goes into the wine-making process (including titbits like what materials are selected to make the barrels) and also what types of wine they manufacture.

You are served four glasses at the first and three glasses at the second, both coupled with food pairings of cheese, bread, salumi and olive oils.

  • check offer
  • Expert live multilingual tour guide
  • Guided wine tasting
  • The departure point is a 5 to 10-minute walk from the Santa Maria Novella train station)
  • Includes round-trip transport to and from Florence in an AC bus or minivan
  • Doesn’t include hotel pick-up and drop-off, so you will need to meet at the departure point and go from here
  • The onboard commentary might be multilingual depending on group participants
  • For large groups you will be split into two for the winery tours and travel journeys
  • If booking as a large group, it's recommended to make one singular booking to ensure you all travel together on the same bus

Led by a passionate and super knowledgeable local guide the entire time (and not just a driver), they love sharing stories and history on the region and landmarks that you pass by throughout the day. Learn in-depth details at the wineries as you explore the facilities, have one-on-one conversations with the wine producers and hear the secrets that set their vines apart from the rest.

2 – 1-Day Tour of Chianti Classico, Montalcino & Montepulciano

1-Day Tour of Chianti Classico, Montalcino & Montepulciano

Rating: ⭐️ 4.5/5 ( 1866 reviews )

“Everything was amazing!!! Friendly staff thank you very much for all!!! Change nothing!” Gibertoni, Headout

Did you know that the Tuscan countryside comprises multiple micro-wine regions and is not only the Chianti part? During this comprehensive day tour, explore the other famous wine-producing areas, such as Montepulciano and Montalcino, passing through picturesque Val d’Orcia as well.

Your first stop is Chianti, breaking to sample DOCG Chianti wine and for food pairings. Journey further along to Montalcino in the heart of Val d’Orcia, indulging in a two-course lunch in the most mesmerizing setting, paired with vino like Rosso di Montalcino, Brunello, and Supertuscan. Your last wine-tasting stop is in Montepulciano, entering ancient cellars where you can enjoy a glass (or two) of the famous Noble wine.

  • English-speaking driver
  • Guided wine and olive oil tasting
  • Includes transfers by luxury minivan
  • Your driver adds commentary on the roads but is not an official tour guide on Italian history or art
  • All meals and wine tastings are inclusive
  • Tours are limited to 8 pax and requires a minimum of 4 passengers to join

How good does a glass of vin santo (Tuscan dessert wine), bread with extra virgin olive oil and lavender honey sound? Heavily focusing on the vino side of things, every destination on this itinerary has been carefully selected to show you the best of the best of Tuscany’s wine production! After about 10 glasses of wine throughout the day, arrive back in Florence feeling ultra merry!

3 – Chianti winery, horseback ride, visit S.Gimignano & Tuscan lunch

Horseback ride, visit to S.Gimignano, tuscan lunch, wine tasting, Chianti winery

Rating: ⭐️ 5/5 ( 267 reviews )

“My friends and I had the best day ever! The day was perfectly planned and the food and wine at the winery was amazing! So happy we booked it and would definitely recommend!” Sophia, Viator

One for the dreamers, romantics and horse whisperers; imagine trotting through verdant vineyards and rows of olive trees on horseback ? Headed up by Chianti Wine Tour  in and around gorgeous San Gimignano, it’s a beautiful way to explore this part of the Toscana countryside, lapping up the Chianti region’s breathtaking scenes of endless rolling hills.

A three-course lunch awaits you at a local restaurant in San Gimignano, partnered with your wine-tasting class. A ticket to the San Gimignano1300 museum is included for a glimpse of what this hilltop medieval town and its outlying landscapes looked like thousands of years ago!

  • Informative English-speaking tour guide
  • English and Italian
  • The horseback ride itself is 1.5 hours
  • The tour is suitable for all ages, but only children over six years old can ride (must be taller than 1.1 meters)
  • Before you ride enjoy a mandatory pre-ride horse riding orientation and get geared up with helmets, etc
  • If you aren’t up for it, swap out this time for a farm tour instead
  • Round-trip transfers in a comfy AC 8-seater minivan are included
  • Buy and ship local products back home from the wineries you visit
  • This excursion is wheelchair accessible
  • Infant seats are available
  • Tour size is limited to small groups of 8 pax

Speaking from personal experience, San Gimignano was one of our favorite destinations in all of Tuscany and is a goosebump-inducing moment as you enter through the stoned walls. Combining all the activities and the areas that you visit during this excursion, it’s truly idyllic for those on a honeymoon!

4 – Chianti Half Day Wine Tasting Tour

Chianti Half Day Wine Tasting Tour

Rating: ⭐️ 4.5/5 ( 2062 reviews )

“It was excellent. Really enjoyed it. the Two wineries that they selected were just perfect. You’ll find perfect spots for some pictures.” Devanshu, Headout

Calling all serious wine connoisseurs: dive straight into Chianti’s wine scene with a half-day adventure through Tuscany’s undulating hillsides covered in vineyards. Two well-known wineries are included on this itinerary, with ample time at each to wander through the estate and become educated on the process of wine production. For example, visit Fattoria Lornano and Casale dello Sparviero (both located near Chianti’s Castellina).

See first-hand how the grapes are grown, harvested and finally, bottled, enjoying time in the cellar at both locales for wine tastings and snacks of cold cuts. Topple it off with a final stop in Monteriggioni — a tiny fortified medieval town perched on top of a hillock.

  • Expert multilingual guide
  • English, Spanish Italian, Portuguese, French, Chinese, and Japanese
  • Round-trip transfers in an air-conditioned GT coach included
  • The tour is inclusive of all tastings, both food and wine
  • Add on extras like snacks for the ride
  • There is an option to extend the tour, visiting Siena afterward for dinner

Most of your time is spent at the various vineyards, and so you really feel as if you’re getting your fill of a wine-centric experience. We love the personalized tours through the cellars, led by experts in the field. Also, stopping by magical Monteriggioni in Siena is the perfect way to end the day! The town is small enough to walk in just 10 to 15 minutes tops.

5 – Tuscan Villas with Vineyards, Cheese, Wine & Lunch

Rating: ⭐️ 5/5 ( 2975 reviews )

“The wineries were incredible, the tours of cellars and gardens were super fun, the food was amazing, and the wine selection was so good! This tour is very thoughtfully planned and it was a once in a lifetime experience. Honestly, no words to describe it, just do yourself a favor and book the tour!” Raissa, Viator

Enjoy the road less traveled with Walkabout Florence Tours ’ wine and food 4×4 venture through the Tuscan countryside — and for anyone joining this tour, arrive hungry and thirsty! Wine estates, historic villas and antiquated cellars are the highlights, pulling over at each for vino tastings, food pairings and a traditional Italian feast!

At the first winery, go on a guided tour of its age-old cellars and sample different blends paired with olive oils and cured meats. Next, navigate your way to an olive mill, exploring the estate’s underground tunnels and garden. A three-course lunch is served at a traditional Tuscan wine restaurant; then it’s off to your final destination for the day’s last three wine and cheese pairings!

  • No participants under 18; this is a lovely adults-only option if you’re here on a romantic vacation
  • Includes transport in an AC 4x4 vehicle
  • Inclusive of food, olive oil and wine tastings
  • No vegetarian options available, nor catering for specific dietary requirements
  • Group tours are limited to 26 pax

This is one for adventurous souls, swapping out mundane tour buses for an epic off-road 4×4 vehicle! This means your route differs slightly from the usual; able to travel dirt roads you cannot in a car, for example. It’s jam-packed with food and wine offers, from your lunch of fresh pasta to the glasses of Chianti Classico.

6 – Private Tour: Chianti Winery, Montefioralle & Greve

Chianti Wine Tour from Florence

Rating: ⭐️ 4.5/5 ( 618 reviews )

“The journey to Chianti was lovely. Enjoyed the wine tasting and trying the olive oil.” Serena, Headout

One part of the region sure not to miss is Greve, considered the first introduction to the famed Chianti stretch! Doused in fancy wine estates, historical wineries, and neighbors like ancient Montefioralle on the horizon, it’s one scenic beauty! Perfect for those after Florence private tours .

Uncover it all during Tuscansafari ’s intimate journey to castles, countrysides, medieval towns and local shops selling mouth-watering produce. First, visit 11th-century Montefioralle, then Greve (pre-organize wine and olive oil tastings here if you wish) ,and then the wine action begins at a nearby winery!Walk away with new facts, such as what goes into growing Sangiovese grapes used to make the bottles you’re drinking!

  • Driver guide
  • Choose between a morning or afternoon expedition
  • Includes round-trip transport in an AC minivan to either the designated meeting point or alternatively, opt to pre-arrange with the operator a hotel pick-up
  • Wine tastings included
  • If you require infant seats, please make a note when booking online (in the Special Requirements box)
  • This is a private tour for your group only

Two towns, tastings of all sorts and to top it off, an informative (and passionate) experience at a classic Chianti winery, leave this Tuscan venture with hearts full. You have enough time in Montefioralle and Greve to walk around for a bit, pop into the stores (there’s a super cute shop in Greve for handcrafted home and kitchen goodies) or enjoy a quick espresso!

7 – Small Group Tour with Lunch and Tastings

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Rating: ⭐️ 5/5 ( 526 reviews )

“This was an excellent tour, one of the best we’ve ever taken. The wineries were great, all very well prepared with well-informed guides and great tastings. The scenery was of course incredible and the drive was not too long. Or tour guide, Leo was amazing, he took the tour to the next level.” Rick, Viator

Winery tours and tastings, shopping and visits to Tuscan villages, what more could you ask for in a day trip out in the countryside? Prestige Rent presents three gorgeous wineries to discover in the heart of Chianti!Travel 30 minutes outside Florence to your first stop: Fattoria di San Michele a Torri.

The 370-hectare winery is famed for its olive oil production and of course, vino, and you will indulge in tastings of both. Jump off at Greve in Chianti with about half an hour to check out the small town (on Saturday mornings, there’s a sweet little local market). Lunch consisting of Tuscan specialties is set up at Casa Emma, but not before touring the groves and grounds. The day concludes at family-run Villa Poggio Torselli (a winery boasting the most stunning garden!).

  • Professional and informative English-speaking driver and guide to lead you through the experience
  • Expert guided tour at the wine cellars
  • Please be at the meeting point no later than 8.45 AM
  • Includes transport in an AC vehicle with onboard wifi
  • You will have to climb a few cellar steps
  • A vegetarian menu is available upon request
  • If you need to store any luggage, you can do so safely on the bus during winery visits
  • Groups are capped at 25 pax
  • No participants under 12 years old, including infants

Honestly, Villa Poggio Torselli (the final wine estate) is breathtaking and epitomizes Renaissance fantasies! The estate focuses on producing unique products from the region, like Sangiovese grapes. For the curious ones, throughout the day try wines like Chianti Classico, Riserva and Super Tuscans. On the menu it’s handmade pasta, cured hams and salami, local cheeses, bruschetta and dessert.

8 – Wine Tour with Lunch, Visit to S.Gimignano & Organic Wineries

Chianti Wineries Tour with Tuscan Lunch and San Gimignano

Rating: ⭐️ 5/5 ( 635 reviews )

“The wine was delicious and so was the food. We highly recommend this tour to anyone looking to explore the Tuscan wine country. So glad we chose this tour over the other options!” Francesca, Viator

If you’re in search of the best Chianti wine tours from Florence offering something slightly different from the rest, the Chianti Wine Tour is the way to go! Journey through the region littered with olive groves, grape vineyards and local farms, traveling to magical San Gimignano, where the bulk of this excursion happens.

Just over an hour from the capital city, this medieval landscape is like nowhere else! Surrounding the centuries-old ramparts are a handful of vineyards forming part of the Routes of Wine. You visit two wineries, and the San Gimignano area is known for its Vernaccia di San Gimignano DOCG, San Gimignano Rosso DOC and I.G.T. Toscana wines.

  • Live onboard commentary
  • Guided wine tours at vineyards
  • Guided tour of San Gimignano
  • Includes round-trip transport
  • Wine tastings and lunch are included
  • Vegetarian options are available but make a note at booking time, and the same goes for all specific dietary requirements
  • Group tours are limited to 16 participants
  • You can book this as a private tour

Step back in time in San Gimignano, and this tour also includes time inside the untouched village. Here, visit the world gelato champion, Gelateria Dondoli (trust us, the wait in line is so totally worth it) and you will also inspect the SanGimigano1300 museum.

Tip: make sure to explore the town’s side alleys for the prettiest pictures!

9 – Small Group – 2 Wineries & Meat Feast with Dario Cecchini

SMALL GROUP Chianti 2 wineries & meat feast with Dario Cecchini

Rating: ⭐️ 5/5 ( 161 reviews )

“Fabulous tour, informative guide beautiful wines, and the scenery was spectacular, I recommend. Lunch was also superb it’s a must do.” Linda, Viator

Keeping things extra intimate, cruise to family-run estates in Val di Pesa and Greve with Grape Tours , preparing yourselves for a meat-rich feast at a famous eighth-generation butcher!

Nestled behind a stoney farmhouse and ascending the hill is the first set of vineyards you’ll investigate, belonging to Casa Erta – Fattoria Corzano e Paterno. Once wine tastings and cellar room visits are complete, it’s time to satisfy your bellies at internationally-renowned Antica Macelleria Cecchini, where globally acclaimed butcher Dario Cecchini treats you to a meaty extravaganza! The expedition concludes in Greve, breaking for a brisk gander around the teeny iconic Chianti town!

  • Local tour guide
  • This is a small group tour capped at 8 pax
  • Please arrive at the departure point 15 minutes before the set starting time
  • 10 wine tastings and lunch are included
  • The minimum age to participate in this excursion is 18 years old

If you’re on honeymoon or traveling with your family, this is a fantastic option, with tours limited to small groups. The Casa Erta property dates back centuries and the olive oil and cheese-producing farm operated through generations. Nothing beats conversations with the family, who know the lay of the land like the back of their hand!

10 – Vintage Tour on a Fiat 500 With Lunch & Visit to a Winery

Vintage tour on a Fiat 500 in the Chianti area with lunch and visit to a winery

Rating: ⭐️ 4/5 ( 3 reviews )

“If in town you have to do this, amazing.” Anonymous, Musement

Feel like a pukka local as you veer around the Chianti region … in a vintage Fiat 500 ! A brand born and bred in Italia some 120 years ago, it doesn’t get more authentic than this!

Cruise from one picturesque town to the next, driving the hilly roads where antiquated villas and castellos, centuries-old wineries and farmhouses line either side. At the winery, walk through the groves, learn more about the manufacturing processes (and history of the estate) and sample its fine blends inside the tasting room. Relish in a light lunch afterward, and then this Tour and Travel Services SA tour heads back to Florence.

  • Professional tour escort
  • English, Spanish and Italian
  • If you are vegetarian, there is a menu available for you on request
  • A pick-up service is available from Villa Costanza, Scandicci, Florence
  • To drive the manual (stick shift) Fiat 500 yourself if you have a valid driver’s license
  • Only those over 18 are allowed to drive (the minimum driving age according to Italian law)
  • Cars fit four people only
  • Overall price includes third-party insurance for civil liability, driver insurance, fuel and taxes
  • You will need to do a pre-authorization on your credit card (as a guarantee), and this will be canceled when you return with the vehicle later

Drive around the Chianti countryside with the wind blowing through your hair thanks to the Fiat 500’s (super cute) classic sunroof! This is optional, but it is super cool — especially on blistering hot summer days. If you had your heart set on riding a scooter but aren’t licensed/experienced, this is an excellent next-best option, especially when talking about a bona fide Italian ride!

11 – Off Road Wine Tour

Off Road Wine Tour in Chianti from Florence

Rating: ⭐️ 5/5 ( 15 reviews )

“Trip was fantastic. Our guides were great and shared many great stories. The 3 wineries we went to were amazing. Each very different but all with a great product. We loved trying the fresh olive oils at each as well.” Erin, Viator

If time is of the essence, get your complete fix (all 15 glasses worth) of wine tastings in a couple of hours thanks to Tuscany Private Tour ! Plus, hit the roads in a vintage Land Rover for extra excitement. Appreciate a tour of the cellars at Rocca Delle Macie — one of Tuscany’s more contemporary setups.

After seven tastings here, next is family-operated Podere La Piaggia. Enjoy a traditional lunch and four tastings, including some grappa. Get acquainted with this cellar’s history, and hear how they manufacture olive oil and honey.

The day finishes at La Castellina — one of the official Squarcialupi Ancient Estates — with three glasses of vino as a wind-down.

  • Local expert driver/guide
  • English, Italian, Spanish
  • Lunch is included as well as all wine tastings and any other alcoholic beverages
  • A vegetarian option is available, and you must specify when booking

Clocking in three wineries, this private expedition gives its participants an all-rounded experience, each of the estates differing slightly in character. It feels ultra-personal on all fronts, and because it’s just your group of people, get in all your questions worth! Also enjoy some time to check out Castellina in Chianti.

12 – Tuscany E-Bike Tour with lunch and tastings

Tuscany E-Bike Tour_ from Florence to Chianti with lunch and tastings

Rating: ⭐️ 4.5/5 ( 181 reviews )

“We’re were lucky to have Giovanna (a sommelier) explain how to taste wines like the pros! She was a delight with an enthusiastic personality.” Yoland, Viator

Stay close but still see enough of the Chianti countryside and all it’s wonderful little wineries, twisting tree-lined roads and feelings of yonder years during Florencetown ‘s E-Bike expedition !

Enjoy the fruits of the locals’ labor at an olive oil mill farm and a boutique winery along the Anello del Rinascimento biking route! Leave behind the busy, making your way through Impruneta town with the approaching Chianti hillsides. Get clued up on the production process of extra virgin olive oil extraction and growing methods at Diadema Wine & EVO. Treat your palettes to the vino variations from the historical agricultural estate of the Bartolini Baldelli family!

  • Professional tour guide
  • Please arrive at the meeting point 15 minutes before the set departure time
  • There are quite a few hills to conquer (Chianti is naturally hilly)
  • Helmets and a water bottle are included
  • Participants should have a moderate fitness level and you must have good riding skills
  • Only tour goers over 13 years old (and taller than 1.65 meters) can join this e-bike adventure
  • A vegetarian menu is available; just let them know in advance
  • Third-party insurance for civil liability is included
  • The group is limited to 10 pax

Heading out of Florence, the day begins with a sweeping view over the city from the iconic Piazzale Michelangelo — the perfect tone to kick things off! Also, because you’re powered by an electric bicycle, this means minimal effort is required, and the bike does most of the work!

13 – Wine Tour with Lunch Open Top Van Max 6 pax

Chianti Wine Tour with Tuscan Lunch Open Top Van Max 6 pax

Rating: ⭐️ 5/5 ( 71 reviews )

“10/10 would recommend! The whole day was so fun, the wineries were beautiful and family run. We had the best time!! Driving through the countryside was so enjoyable.” Haley, Viator

Any photography enthusiasts out there? Spend the day under the Tuscan sun, with rays glistening all around you and the tips of wispy trees giving you a head tickle as you journey around Chianti in an open-roof minivan!

Your first indulgences are at a Castellina winery, Poggio Amorelli, stopping for an hour’s worth of wine tastings. Exercise it off with a meander around Greve in Chianti, snapping pics of the ancient buildings and picturesque corners around Piazza Matteotti. Cruising past endless rows of Chianti Classico vineyards, arrive at Luiano Winery for specialty wines accompanied by a tasting menu for lunch in the cellar. Your Happy in Tuscany tour also includes a visit to the magnificent fortified village of Montefioralle.

Thanks to the car’s design you have more open and unlimited space for photo-taking (especially on a drive-by). We personally love that this tour centers around the Greve in the Chianti area as you really feel the essence of Chianti here. Visiting the Montefioralle hamlet is quite something, and if ever you are staying over in Greve, you can walk from town to town.

14 – Vineyards Tours in Private Luxury Van

Chianti Vineyards Tours in Private Luxury Van from Florence

Rating: ⭐️ 5/5 ( 13 reviews )

“After the first winery, we made more stops to small towns with beautiful views and shopping. Next vineyard was truly an experience. Wine tasting excellent and the owner very entertaining. The entire day was filled with amazing wine, food, and service from Simone.” Valerie, Viator

If you prefer to be the captain of your own agenda and don’t really enjoy guided group tours, Chianti Drivers ’ private excursion is perfect! That’s not to say there isn’t a predetermined route if you’d prefer…

Shop, eat and drink your way through Greve in Chianti, visiting the famed Antica Macelleria Falorni butcher deli.Pit stop for photo ops at a former castle, Castello di Montefioralle. Learn all about the grape-growing methods and manual harvesting and production practices at BROGIONI SAS, sampling Chianti Classico. Choose between an extensive wine tasting at Casa Emma, or if your stomachs call, line them with a Tuscan lunch and vino pairings in their vineyards.

  • Expert English-speaking driver
  • This is a private tour for your group only (transport seats seven passengers)
  • You have the option to set out your own itinerary or go with the predetermined flow
  • Includes roundtrip transfers in a luxury minivan
  • Free onboard wifi is available, but please make this request when booking
  • Lunch and wine tastings aren’t included in the total tour price
  • Wine tastings range from €15 to €25 per person
  • Lunch is typically between €40 and €60 per person

This one is perfect if you want to hire a private car vibe for the day but are hesitant to. With a designated driver at the wheel, board a luxury minivan and decide for yourselves where you’d like to go and what you want to do for the day out in the Chianti countryside. Your driver will take you there!

15 – Quad Tour ATV Adventure – Lunch and Wine Tasting

Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Rating: ⭐️ 5/5 ( 30 reviews )

“We had a great time. Lots of fun. ATV was easy to use for all of us and we were really able to take in the beautiful countryside, old castle and winery. Our host went above and beyond expectations to ensure an unforgettable experience.” Sherrie, Viator

Adventure-seekers, how riveting does voyaging through Chianti and its vineyards and olive groves in an ATV wheeler sound? Join Happy in Tuscany on an exciting venture whizzing along the Chianti Road behind the wheel of a quad bike , or if you don’t have the chutzpah for it, let one of the pros take control!

After your adrenaline fix, unwind with some shopping and food samplings in Montefioralle (officially listed as one of the most beautiful towns in Italy) and Greve. Then sit back, relax and enjoy a classic Tuscan lunch and six wine pairings at Fattoria di Luiano, each vino specifically chosen to compliment the food.

  • Quad training guide
  • Guided tour of Montefioralle
  • Lunch and wine tastings are included
  • Intro lesson is inclusive
  • All gear, such as helmets and the quad bike rental included
  • Please wear closed shoes on the ATVs
  • Drivers need to have a valid driver’s license (bring along)
  • Tours are limited to 4 pax
  • Not suitable for travelers with back problems

If you’ve never ridden or driven a quad before, no worries. Before the day kicks off, you will receive a brief lesson on how to drive and work the four-wheeler. We also love this tour in particular because it’s a mixture of so many fun things and idyllic highlights epitomizing what Chianti is all about!

16 – Private Full-Day Siena & Chianti Classico Wine Experience

PRIVATE Full-Day Siena and Chianti Classico Wine Experience

Rating: ⭐️ 5/5 ( 17 reviews )

“We then went into the rolling hills of Chianti and made many stops at tiny towns. The countryside was beautiful. Alex was able to tell us a lot of history and details about the buildings. Our last stop we were able to sample several wines while the kids had ice cream.” Don, Viator

If you’re seeking unforgettable things to do in Tuscany , Chianti and Siena are two of the most popular regions, and UNIQUETUSCANY private tours combine the best of both worlds in one day! Photograph gothic architecture in Siena with time to sightsee its must-see landmarks.

Make your way along the SS222 road through Strada in Chianti and scope out the castles in Castellina. Time to tantalize those taste buds at the luxurious Tenuta Casanova wine estate with a scrumptious lunch amid its organic farm — think classic Caprese salad and bruschetta for starters, wild boar lasagna for mains and gelato for dessert.

Each course is topped with years-aged balsamic from the vinegar cellar and paired with a carefully selected glass of craft vino from the wine cellar.

  • English-speaking licensed driver
  • Includes round-trip transfers in an AC Mercedes Minivan with onboard wifi
  • Food samples at the Falorni butcher are inclusive
  • Food and wine tastings are not included
  • Wine tastings range from €20 to €30 per person
  • Lunch is between €45 to €60 per person
  • Vegetarian and gluten-free lunch is available upon request
  • Please let the tour operator know prior of any food allergies

Ideal for travelers with limited time but hearts set on discovering both iconic destinations; this extensive full-day option traverses ancient cities, centuries-old wineries and iconic roads so pretty they belong on the front of a postcard! Also, the food fiesta at Tenuta Casanova is next-level! Other stops on the itinerary also include Greve and Panzano in Chianti.

17 – Cianti Wine Tastings at Sunset Day Trip

Chianti Wine Tastings at Sunset Day Trip from Florence

Rating: ⭐️ 4.5/5 ( 106 reviews )

“Our wine tour went above and beyond our expectations. Not only do you enjoy the best wines in the world, but you enjoy the company of beautiful and welcoming people as well.” Ryan, Viator

Toscana is beautiful at any given hour, but there’s something truly surreal about seeing the countryside at sunset. Leave behind Florence in the late afternoon along the Chiantigiana scenic route, beelining for Greve in Chianti, passing rolling hills laden with vineyards, groves, Cypress trees and farmsteads.

The ACCORD Italy Smart Tours & Experiences  tour is timed perfectly so that the wine-tasting part takes place at Golden Hour, sipping on the likes of Chianti Classico Vintage, Chianti Classico Riserva and Super Tuscan wines at a family-operated vineyard near Montefioralle.

Investigate behind the scenes, learning how this winery employs traditional production methods and with tour time in the cellar. Pull over in Badia a Passignano for an awe-inspiring sunset moment (and photographs)!

  • Travel by either an AC car or minivan
  • Choose to add on dinner at a Tuscan restaurant for an extra cost
  • Infants are allowed but must sit on adults laps during the drives
  • Tours are capped at 8 pax

We’re big fans of the charcuterie board at the winery, filled with all sorts of yummies like Tuscan Pecorino cheese with truffle oil, classic Tuscan bread and cold cuts. The cherry? Choose from a selection of Tuscan dessert specialties! Wine snobs: this experience includes two separate tastings comprising five sauvignon and rosé wines produced from Syrah grapes.

How to book Chianti wine tours from Florence?

This is wine country and one of the best places to visit in Italy ; endless companies offer Chianti wine tours! Available online, there are many travel websites advertising the various tours, each one with its own discounts and special extras. Prices may vary from one website to the next. Using our search engine, conveniently compare the different reviews, offers and prices.

  • Chianti wine tours from Florence

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Simple modern wine investing

Wine consistently outperforms other alternative assets. vinovest makes wine investment easy., 10 exciting chianti wine tasting tours (best wineries & wines).

A wine tasting tour among lush olive groves and vineyards in the beautiful Tuscan countryside of Chianti would be a perfect escape, right?

Which Chianti winery should you visit? Which are the wines that you must taste?

Let’s explore the 10 most exciting Chianti wine tasting tours you should go to, and the brilliant wine bottles you should get hold of !

Further reading

  • Here's all you need to know about the Chianti Wine region and it's wines.
  • And, here's how to describe Wine Flavors while tasting wine.

This Article Contains:

10 brilliant chianti wineries to explore in 2024 (and their best wines).

  • Castello di Brolio 
  • Castello di Fonterutoli
  • Castello di Ama
  • Antinori nel Chianti Classico
  • Castello di Monsanto
  • Castello di Radda
  • Castello di Verrazzano
  • Tenute Niccolai

Let’s begin our Chianti wine tour.

The Chianti wine region of central Tuscany consists of:

  • Chianti Classico DOCG
  • Chianti DOCG , which includes Chianti Rufina, Montalbano, Colli Fiorentini, Colli Aretini, Colli Senesi, Montespertoli, and Colline Pisane

The star of this Italian wine region is the Sangiovese grape . Winemakers also use red grape varieties like Canaiolo, Colorino, and Cabernet Sauvignon and white grapes (not allowed for Chianti Classico) like Malvasia or Trebbiano in the blend.

Let’s explore the top 10 wineries. Be sure to book ahead as most tours require reservations.

1. Castello di Brolio, Gaiole

Castello-di-Brolio.jpg

Located in Gaiole in the Chianti Classico wine region, the Barone Ricasoli Castello di Brolio is a top destination for Chianti wine enthusiasts.

It offers tours of its breathtaking vineyards, winery, and Brolio Castle where you can taste its finest wines straight from the wine cellar.

Besides its signature Sangiovese grape wine, Castello di Brolio makes Grappa (grape-based pomace brandy) and extra virgin olive oil.

Best Wines:

  • 1931 Barone Ricasoli Castello di Brolio Gran Selezione ($492)
  • 1942 Barone Ricasoli Castello di Brolio Vin Santo del Chianti Classico ($633)

2. Castello di Fonterutoli, Castellina

Castello-di-Fonterutoli.jpg

Castello di Fonterutoli is situated in Castellina in Chianti Classico, bordering Monteriggioni.

This estate offers winery and wine tasting experiences, including a guided tour of its impressive cellar.

It produces a variety of Chianti Classico wine styles, Grappa, and extra virgin olive oil.

  • 1980 Mazzei Castello di Fonterutoli Gran Selezione ($199)
  • 1981 Mazzei Castello di Fonterutoli 'Concerto' Toscana IGT ($176)

3. Castello di Ama, Gaiole

Castello-di-Ama.jpg

Castello di Ama has five vineyards spread around the village of Ama, located in Gaiole within the Chianti Classico wine region.

The winery offers a wine tour experience that includes wine tasting and a walk in the quaint village.

It offers a wide range of wines, including Pinot Noir , Chardonnay , Vin Santo (Italian dessert wine ), and Chianti wine.

  • 2006 Castello di Ama Vigneto La Casuccia ($301)
  • 1981 Castello di Ama Vigneto Bellavista ($726)

4. Antinori nel Chianti Classico, Val di Pesa

Antinori-nel-Chianti-Classico.jpg

This Chianti wine estate is owned by Marchesi Antinori , a crucial player in the Super Tuscan revolution.

Located in San Casciano in Val di Pesa of the Chianti Classico area in Tuscany, this Chianti winery offers curated wine tour packages that include wine tasting, vineyard visits, and a cellar tour.

Marchesi Antinori (unrelated to Marchesi di Frescobaldi in Chianti Rufina) have several estates in the Chianti wine region, including Montalcino and Montepulciano . Their wine offerings include Chianti wine, Brunello di Montalcino wine, Vin Santo, and Super Tuscan wines.

  • 1970 Tenuta Tignanello 'Marchese Antinori' Riserva ($389)
  • 1971 Marchesi Antinori Tignanello Toscana IGT ($556)

5. Castello di Monsanto, Castellina

Castello-di-Monsanto.jpg

Located northwest of Castellina in Chianti, this winery is famous for its prestigious Chianti wine and historic cellar.

Its wine tours include an introduction to Chianti Classico, the phases of production, and a tasting of their signature wines.

  • 1982 Castello di Monsanto Il Poggio ($437)
  • 1964 Castello di Monsanto Chianti Classico Riserva DOCG ($633)

6. Felsina, Castelnuovo Berardenga

Felsina.jpg

Situated at the southeast edge of Chianti Classico, Felsina is renowned for its famous red wine.

The winery produces a range of Chianti Classico wine bottles (including Reserva and Gran Selezione) and a few Super Tuscan wines.

It offers a cellar tour and wine tasting in its beautiful vineyard.

  • 1983 Felsina Berardenga Chianti Classico DOCG ($130)
  • 1987 Felsina Berardenga Fontalloro Toscana IGT ($174)

7. Castello di Radda, Radda

Castello-di-Radda.jpg

Located in Radda in Chianti Classico, this estate offers a cellar and winery tour in its enchanting wine tasting tours.

This charming winery produces the “Guss” Super Tuscan wine, and extra virgin olive oil.

  • 2011 Gussalli Beretta Castello di Radda 'Guss' Toscana IGT ($66)
  • 2010 Gussalli Beretta Castello di Radda Chianti Classico Riserva DOCG ($48)

8. Fontodi, Panzano

Fontodi.jpg

A certified organic estate , Fontodi is located in Panzano in the Chianti area of the Tuscan countryside.

It offers private tours of the estate’s winery, vineyard, wine cellar, and olive groves through Tenute di Pecille, a holiday estate run by the owners of Fontodi.

  • 1990 Fontodi Vigna del Sorbo ($177)
  • 1985 Fontodi Flaccianello della Pieve Colli della Toscana Centrale IGT ($349)

9. Castello di Verrazzano, Greve

Castello-di-Verrazzano.jpg

A jewel of Greve in Chianti, Castello di Verrazzano produces a variety of Tuscan wines.

It offers packages for Chianti wine tasting, which include a vineyard, cellar, and winery tour.

  • 1990 Castello di Verrazzano 'Sassello' ($561)
  • 2008 Castello di Verrazzano Bottiglia Particolare Toscana IGT ($87)

10. Tenute Niccolai, Colli Senesi

Tenute-Niccolai.jpg

This winery is located in the southernmost Chianti area that encompasses famous wine regions like Montepulciano, Montalcino, and San Gimignano. 

The estate offers wine tasting tours and guided visits to its modern wine cellar and oil mill in San Gimignano.

  • 2001 Tenute Niccolai Podere Bellarina-Palagetto Brunello di Montalcino DOCG ($145)
  • 2019 Tenute Niccolai Palagetto Chianti Colli Senesi DOCG ($17)

Experience Chianti Wine Tasting Tours & Invest in the Exotic Wines!

chianti-wine-tasting-1.jpg

A Chianti wine tour will undoubtedly make for a phenomenal wine tasting experience. Tasting brilliant wine from the Chianti region will leave you wanting more!

If you want to invest in these fine wines, you should do it through a reliable wine investing platform like Vinovest .

Vinovest offers you a safe, modern way to easily add Chianti or other red wine bottles to your collection.

Elaine Lau

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Explore the historic ambiance of the Castello di Tornano wine shop. Renovated from ancient dungeons, it offers a captivating environment for wine enthusiasts in Tuscany

Lunch, Wines and Delights

Lunch, Wines and Delights

Delightful dining experience in Tuscany wine region: lunch paired with wine tasting at "La Vedetta di Tornano" restaurant

IGT Wine Tasting at Castello di Tornano

IGT Wine Tasting at Castello di Tornano

Immerse yourself in the winemaking heritage and historical charm of Castello di Tornano's wine shop, located in the beautiful Tuscany wine region

Chianti Wine Tours Offered by Local Guides

Secret Food Tours Florence

Secret Food Tours Florence

Region

We'll introduce you to the real Florence, away from the tourist traps and the museums, where you...

Vespa Tour in Chianti area from Florence

Vespa Tour in Chianti area from Florence

Enjoy a Special Wine Tasting and Tour in Chianti Wine Region

Val d'Orcia Original wine tour from Siena

Val d'Orcia Original wine tour from Siena

Full Day of Culture in Chianti, Tuscany

Val d'Orcia Original Wine Tour from Florence

Val d'Orcia Original Wine Tour from Florence

Guided Full Day Tour of Culture and Wine in Tuscany

Siena, San Gimignano and Pisa with Lunch

Siena, San Gimignano and Pisa with Lunch

Wine Tour with Visit to Leaning Tower of Pisa in Tuscany

San Gimignano, Siena & Chianti

San Gimignano, Siena & Chianti

Enjoy a full-day tour of Tuscany wine regions

San Gimignano, Chianti & Montalcino from Siena

San Gimignano, Chianti & Montalcino from Siena

Full Day Guided Wine Tour in Tuscany

Safari Chianti Experience

Safari Chianti Experience

Quality Wine Tasting in Chianti, Tuscany

Pizza and Tiramisù Making Class

Pizza and Tiramisù Making Class

Become A Part of A Culinary Adventure in Chianti : Master the Art of Pizza and Tiramisù

Fiat 500: Vintage Tour on Chianti Roads from Siena

Fiat 500: Vintage Tour on Chianti Roads from Siena

Scenic Tour in Tuscany

Fiat 500: Vintage Tour on Chianti Roads from Florence

Fiat 500: Vintage Tour on Chianti Roads from Florence

Guided Wine Tour of the Tuscan Countryside

Dinner in the Chianti Vineyards from Siena

Dinner in the Chianti Vineyards from Siena

A Magical Fusion of Wine and Dine in Chianti, Tuscany

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Best cities to visit in chianti, italy.

Arezzo

Chianti Wine Map

Frequently asked questions.

The most frequently asked questions by our visitors

How to reach wine tastings and tours in Chianti?

The best season to experience wine tasting tours in chianti, what to taste in chianti.

  • One-two-year-old Chianti is distinguished by a transparent ruby color, a fruity aroma. It is highly acidic and has a decorated taste. The grapes for it are collected from 8 sub-regions of Chianti.
  • Chianti Classico is made only from Sangiovese, which has been successfully cultivated here for thousands of years. The grapes are grown only in the historical area of Chianti Classico. Aging for 7 months in a bottle is a mandatory period. This wine has a full-bodied complex taste and a long aging period. Its dark red color with purple shades is fascinating, and the berry-violet aroma is unique.
  • Chianti Classico Riserva is a high-quality wine made from grapes with a reduced yield. Aging in the bottle for at least 3 years. The Riserva category today accounts for 20% of the total Chianti production. This is a thick pomegranate-colored wine with the aroma of spices and wild berries, a subtle velvety taste.

What is typical wine tasting tour in Chianti like?

What to visit in chianti, what is the best way to drink chianti, design your perfect wine holiday in chianti, personalize your wine experiences with our team of experts..

There are a wealth of personalized wine tastings and tours in Chianti, Italy to pick from; we're here to assist you! We provide a peek into the wineries and vineyards of local producers in Chianti at WineTourism.com . Throughout the wine area, you can partake in a variety of enticing wine-tasting activities in Chianti. Our map of wine tastings and tours in Chianti will show you where each wine experience is located. We hope you get a glimpse into the fascinating world of wine by participating in reputed Chianti wine tours and excursions throughout the region.

Wine Tasting At Campochiareti

Which places provide the best wine tastings and tours for families with kids?

  • Cincinelli Marco
  • Fattoria Montepescini
  • Fattoria di Petrognano

Which places provide the best wine tours for groups?

  • Fattoria Uccelliera
  • Poderi Arcangelo
  • Pietraserena

Where to eat in Chianti?

  • Fattoria Di Montemorli
  • Fattoria La Striscia

What dishes pair well with Chianti?

What cheese goes well with chianti, what travellers says about chianti wine tours.

Martin

Read more about Chianti

Get more information about Chianti wine subregion located in Tuscany , Italy . Explore other nearby subregions, like Chianti Classico and San Gimignano to discover tips and suggestions for your next trip.

Discover more experiences in Chianti

Check out the best Wine Tasting & Tours in Tuscany . If you are looking for more nearby wineries to choose from, visit the Wineries in Chianti page.

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The best wine tours from Siena, Italy: Explore the Chianti region

Siena is an excellent base if you’d like to explore the iconic Chianti wine region. The city is compact, has plenty of hotels, and is an ideal starting point for wine tastings in Tuscany. Its proximity to numerous estates will help you immerse yourself with ease in the century-long tradition of Italian winemaking. Moreover, you’ll also visit Tuscany’s highlights through the best wine tours from Siena : from picturesque villages to breathtaking landscapes, everything will unroll out of your window.

Therefore, in this article, I handpicked several Chianti wine tours from Siena , together with descriptions and prices. Since I visited the region a couple of times, I preferred to split the article into two sections. In the first section, you’ll discover dedicated tours focusing exclusively on wine. On the other hand, if you are more interested in exploring this side of Tuscany and just sipping a glass of wine, the second section will be closer to your interests.

So, let’s start with the best Chianti wine tours from Siena, Italy, and see what you can expect from them.

Table of Contents

*Some of the links are affiliate links. It means that if you purchase something, I might earn a small commission at no additional cost to you.

The best wine tours from Siena for wine lovers

As I already wrote, in this section, you will find wine tours dealing exclusively with visits to wineries. While you’ll see the Tuscan landscape unfolding out of the window, the goal here is to taste as much local wine as possible. There’s not that much exploration of towns or villages, and everything is about Chianti wine. However, the experience is rewarding, and you’ll get a great overview of the grapes and wines of the area.

Wine tour in Chianti

This is one of the most affordable Tuscany wine tours from Siena ; therefore, if you’re on a tight budget, make sure to check it out. However, please keep in mind that transfer is not included in this tour. That said, you’ll have to visit the winery on your own.

So, this Chianti wine tour from Siena will let you explore a small, family-run organic winery. You’ll learn everything about organic winemaking, and you’ll taste Chianti Classico wines in the place they’re produced. Apart from learning the place’s history, you’ll have a walking tour through the vineyards, and you’ll visit the cellar. There, you can try all five wines of the estate accompanied by cheese and meat. And, of course, you can buy wine bottles at the tour’s end.

For people traveling to Tuscany on a budget, this is probably the best option for experiencing the region’s products and traditions up close.

Duration : 2 hours .

Price : from 39,99 euros .

How to book : Book here the Total Immersion in Chianti .

Romantic dinner in the Chianti Vineyards

That’s one of the most romantic wine tours from Siena you can book right now. Having a dinner with the Tuscan landscape on your feet is something unique, and this tour will bring you to a farm where you will initially participate in winetasting. Then, after a quick stop at the estate’s chapel, you’ll head for a candle-lit dinner under the stars.

The dinner consists of a four-course menu with traditional recipes from the area. You’ll taste pappa al Pomodoro or ribollita, meat, and seasonal organic vegetables. After enjoying several glasses of local wine and a dessert, you’ll return to Siena.

Duration : 4 hours .

Price : from 95 euros .

How to book : Book the Chianti dinner here .

Brunello di Montalcino wine tour

This Brunello wine tour from Siena will take you to the iconic town of Montalcino. Montalcino is one of the most beautiful places in Tuscany and is home to famous wineries. A minivan will pick you up from your accommodation in Siena and drive you back after the tour ends.

The Brunello di Montalcino is a world-famous wine. On this tour, you’ll stop in two wineries where you can try the Brunello, learn about its history, and explore the facilities of the wine estates. I find the price reasonable, especially if you consider what this wine tour offers and also its duration.

On a side note, I must admit that the Brunello di Montalcino was my favorite wine when I visited Tuscany.

Duration : 5,5 hours .

Price : from 119 euros per person .

How to book : Book the Brunello di Montalcino tour here .

Educational tour and wine tasting in Siena

If your journey’s goal is to learn everything about Italian wine, here’s an excellent guided tour for you. The Educational Wine Tour takes place on a farm in Siena, so it’s straightforward to reach. A wine expert will guide you through the wine cycle and explain the vineyard’s complexity and procedures to you. That’s a very rewarding tour if you’d like to learn everything about Chianti wine while tasting it.

Afterward, you’ll uncover the secrets of the cellar and learn about all the processes that take place there. A deeper understanding of the Chianti winemaking tradition is at the core of this tour and feels like a journey to flavors and tastes. Of course, after this wine masterclass , you’ll enjoy delicious food accompanied by wine.

Duration : 3 hours .

Price : from 85 euros .

How to book : Book the educational tour here .

The best Chianti wine tours from Siena for explorers

The second section of this wine tour guide is for people who prefer exploring the towns and villages. While visiting a winery or a wine estate is included in every trip in this section, the focus is mainly on the places. After visiting one or more towns/villages, you’ll also stop at a winery for a glass (or two) of high-quality Chianti wine. However, these day trips mainly explore the region, and wine drinking is a nice plus.

These day trips are ideal for first-time visitors to Tuscany because they include visits to famous locations, background information, unbeatable countryside images, and, of course, Chianti wine tastings.

Chianti and Castle tour by minivan

This half-day trip will drive you through parts of the Tuscan landscape. The wine tour starts from Siena and brings you to two wineries. There’s a strong focus on high-quality wine tasting , and you’ll learn about the local grape varieties: Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon. On your way, you’ll also stop at ancient churches and castles, where you can discover how life unfolded in the region.

This is a small group tour, and the minivan can accommodate up to 8 people. Therefore, book your place in advance to secure your seat(s).

Duration : 5 hours .

Price : from 85 euros per person .

How to book : Book here the Chianti and Castle tour .

Brunello di Montalcino full-day tour

This day trip starts from Siena, and it’s a perfect option if you’d like to spend time in nature . However, please note that the organizer won’t pick you up from your Siena hotel. Instead, you’ll have to meet them at a designated point in Siena. The city is compact, and this won’t be a problem; however, keep in mind that you should arrive on time for the tour.

Since this is a day trip, part of the experience is all about the stunning landscape of Tuscany. The guide will drive you through the ancient Siena-Montalcino road, and your first stop will be at a local winery. There you’ll taste the renowned Brunello di Montalcino. Then, you’ll visit the beautiful hill town of Montalcino, where you can explore its fortress and walk around it. If you’re up for some more wine, you can taste it at local wine bars.

The day trip will then take you to the Benedictine Abbey of Sant’Antimo, where you’ll have lunch at a family-run winery. Finally, late in the afternoon, a third winery awaits you. In this final stop of the tour, you’ll learn about the aging process in oak barrels, and you’ll taste the wines before heading back to Siena.

Duration : 9 hours .

Price : from 180 euros per person .

How to book : Book the full-day tour to Montalcino here .

Pienza, Montalcino, and Montepulciano wine tour from Siena

This day trip is somewhat similar to the above tour but even more extended in duration. It will take you to three Tuscan gems . I mainly add this tour here because you’ll be able to see one of the most stunning locations of the Renaissance: Pienza . I wrote extensively about it in my Pienza travel guide , so check it out if you decide to take this wine tour from Siena.

So, this is one of the finest wine tours from Siena, and it’s available in several languages. Make sure to choose yours during the booking process. The tour departs from a meeting point in Siena, and you’ll visit first Montalcino, where you’ll taste local wines. Then, you continue to Pienza, the jewel of Tuscany located in the Val d’Orcia. Finally, the tour finishes at Montepulciano, where you’ll also enjoy a Chianti wine tasting.

In my opinion, that’s the best wine tour in Siena because it combines three of the most famous winemaking locations in Chianti. Seeing, understanding, and enjoying local wine at a slow pace will offer you a memorable experience.

Duration : ~11 hours .

Price : from 95 euros per person .

How to book : Book the Montalcino, Pienza, and Montepulciano tour here .

San Gimignano, Montalcino & Wine Tasting

That’s one more excellent wine tour from Siena. You will visit the medieval town of San Gimignano , one of the most iconic locations in Tuscany. The city is famous for its towers: people often refer to it as Medieval Manhattan. A UNESCO World Heritage Site , San Gimignano is a must-see on your Tuscany road trip . If you’d like to learn more about the medieval city, you can also read my San Gimignano travel guide here .

On this tour, you’ll have plenty of time to explore Italy’s world-famous medieval town. San Gimignano is known for the Vernaccia, a white wine produced only in this area. Then, you’ll head over to Monteriggioni, an ancient fortress mentioned in Dante’s Inferno. There, you’ll also visit a winery where you’ll have lunch and taste Chianti wines. Finally, you’ll visit Montalcino, where you can also taste local products and Brunello wine.

If you’re on a tight schedule, this tour is a great option for visiting both San Gimignano and Montalcino. I believe both places are must-sees, and visiting them in one strike is fantastic.

Price : from 140 euros .

How to book : Book the San Gimignano & Montalcino tour here .

Vespa & Chianti tour in the Tuscan hills

I doubt it gets more Italian than this. This wine tour from Siena will let you spend time driving a Vespa on the picturesque roads of Tuscany . You’ll visit numerous small villages in the Tuscan countryside, and you’ll stop on a famous farm for a Chianti wine tasting paired with a delicious lunch.

If you don’t feel comfortable driving a Vespa, don’t worry: you can ride with one of the guides. It’s a truly unique experience in the marvelous Italian landscapes.

Duration : 7,5 hours .

Price : 129 euros .

How to book : Book the Vespa & Chianti here .

Bonus : You can book a similar tour with a Fiat 500 instead of a Vespa. Everything is identical on this tour, but instead of a Vespa, you’ll drive an old-fashioned Fiat 500. Apparently, if you’re not up for driving yourself, one of the tour guides will drive the car, and you can just enjoy the region’s beauty.

The best wine tours from Siena: Final Thoughts

While Florence is the absolute highlight of the region, Siena enjoys a strategic location in Tuscany. Some of the best Chianti wineries are close to the city, and the Siena wines are among the best you can drink in Italy. Every Tuscany wine tour from Siena will expose you to the region’s beauty and will let you immerse yourself in local tastes and aromas. Exploring a region while sipping a glass of local wine is one of the nicest things to do while traveling.

Moreover, most wine tours from Siena to Chianti follow different paths, and if you decide on various wine tastings, you’ll have an even better impression of the area. Seeing iconic towns and enjoying the area’s famous wines is a must-do experience if you’re visiting Italy’s most beautiful region.

So, that’s it with the Chianti wine tours in Siena and the best wineries near the city. Let me know in the comments if you plan to visit Siena, Italy, and if you have already booked a wine tour.

More about Italy : Where to stay in Siena with a car , Arezzo , San Marino , Florence Facts

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Last Updated on March 28, 2024 by George Pavlopoulos

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chianti wine tour reddit

9 HOURS TOUR

Explore charming Tuscan villages and taste some of the best Chianti wine in the world.

No wine tour quite captures the essence of Chianti like the Full Immersion tour. With visits to San Gimignano, Siena, Greve in Chianti, and a local wine estate, you'll enjoy a comprehensive experience in one of the most fascinating areas of Tuscany. This is a land renowned for its wine and picturesque countryside, where olive groves alternate with vineyards, in a landscape dotted with Romanesque parish churches, farmhouses, villas and castles of rare beauty.

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San Gimignano: Explore the city famous for its many towers, astonishing Medieval architecture and taste the best ice cream in the world!

Siena: Discover Italy's Historic Gem

Winery: Enjoy a wine tasting at one of the best wineries in town

Greve in Chianti: Discover the gateway to the Chianti region in Tuscany

Truescany - San Gimignano - 1

  • Why You’ll love this tour

You will get to explore the wonderful landscape of Tuscany while you are touring through the Chianti region. Apart from that, chianti is most well-known for its wine. There are numerous vineyards in this area whose wine is served in the finest restaurants around the globe. You will not only get to enjoy the beautiful landscape of Tuscany but also taste the best wine in the world, right at the source.

Highest average rating based on over 2.000 reviews

We booked the Private tour by luxury car and visited San Gimignano, Sienna and then went to a small vineyard for a private tour, tasting menu lunch and then back to Florence. Andrea was our driver and he was amazing. He really made the tour special with his wonderful personality, information about what we were seeing, where to go, and punctuality. This is the only way to see the Tuscany countryside. The weather was gorgeous and the vineyard was amazing. The food was delicious and we ordered a case of wine to be shipped back to America. My husband and I went on our honeymoon but it would be great for a couples group as well.

We start from your pick-up point at 07:45 am and then drive for 1 hour and 10 minutes to reach the city of San Gimignano.

At 09:15 am, we are ready to visit San Gimignano, a beautiful walled city. San Gimignano is a town that is oozing with history and charm. It’s well-known for its delicious ice cream and impressive stone towers. These towers were built during medieval times and served as a form of defense. Of the 72 towers that once stood, 14 remain today – a testament to their strength and durability. In 1990, the town’s center was declared a UNESCO World Heritage site. Forget about all of your worries for a moment and savor a delicious ice cream when visiting San Gimignano. This city is known for having some of the best ice creams in Italy, so you’ll be sure to enjoy your sweet treat. Let the creamy goodness Melt in your mouth and transport you to a world of pure bliss.

At 10.15 am we’ll begin our journey to reach Siena. The drive will take about 45 minutes. With its harmonious medieval architecture and idyllic backdrop of arable fields and rolling hills, it’s no wonder that Siena has been able to maintain its unique charm for centuries. When you visit Siena, you feel as though you are stepping back in time to a place where the only thing that matters is the present moment. Siena is a city rich in art and history, with many treasures to be found both in its museums and on its streets. Piazza del Campo is one of the most famous and beautiful squares in Italy, and every year it plays host to the Palio delle Contrade, a spectacular horse race that is not to be missed.

We bet that you’re starving after all that exploring. It’s 1.20 pm and it’s time to have some homemade pasta for lunch, accompanied by different wines and side dishes. Many locals buy their wines from the winery we are going to visit because of its delicious flavors. You will have the opportunity to sample some of their best wines while enjoying a breathtaking view of the Tuscan countryside. Tuscan wines are not only of excellent quality, but the experience of visiting the cellars, vineyards, and production facilities is an education in and of itself. You will learn how to tell the quality of a wine, as well as secrets for choosing the right wine to enhance your meal. In addition to enjoying some homemade pasta, a variety of local meats, cheeses, and bread, you will also have the opportunity to taste extra virgin olive oil and other Tuscan specialties.

At 3:30 pm, we’ll drive for 20 minutes towards Greve in Chianti. Visitors to Greve can’t help but feel transported to another time as they explore the picturesque square and learn about its fascinating history. It’s hard to believe that this space has been a central part of the town for centuries, and it’s even more amazing to think about all the people who have passed through it over the years. With its miles of Chianti Classico vineyards and renowned butchers, Greve offers a feast for the senses. Every turn in the road reveals a new breathtaking vista, making it the perfect place to snap some photos.

We will be heading towards Florence at around 4:20 pm and arriving there at approximately 5:00 pm but before we take you to your accommodations, we’ll make a special stop: Piazzale Michelangelo, a stunning panoramic view spot in Florence. From this elevated terrace, you can see all of Florence’s top attractions without any of the city’s traffic. This is a must-see spot for tourists and locals alike who want to take in the beauty of Florence. From here, you can really appreciate all that the city has to offer. The large square is home to a replica of Michelangelo’s David in bronze.

  • What’s Included and what's not
  • Pickup details

As part of our commitment to providing a stress-free and comfortable experience for our guests, we offer pick-up at your location within the downtown area of Florence for our private tours. If you are unsure whether your location falls within this area, please let us know in the dedicated section at the time of booking and we will be happy to assist you. Our goal is to ensure that your tour with us is seamless and enjoyable from start to finish.

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Stroller accessible

Infant seats available

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  • If you cancel less than 8 days before the experience’s start time, the amount you paid will not be refunded. 
  • Any changes made less than 8 days before the experience’s start time will not be accepted.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
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  • Exclusive 10% Off at Tino Bistrò : Enjoy the best american brunch mixed to italian classics in the world's most beautiful city at our family bistrò restaurant.
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Fabio our driver was excellent and the tour included a visit to San Gimignano and Siena which are both beautiful medieval towns.

A wonderful way to see San Gimignano, Siena and a wine tasting all in one afternoon. Our driver Fabio was excellent !!! Beautiful views from a comfortable Mercedes. This company is very well run and easy to navigate the informative website.

We had such a great day with Leonardo! He took us to a spot overlooking Florence and we got such wonderful photos of the city. On to Tuscany. SAN Gimignano and the very best gelato. It rained on us in Siena, but still a terrific town to see. Had lunch there. Finished the day at a winery whose name I cannot remember. Such a great day! I would highly recommend I Just Drive (Now Truescany)

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WinePros

A Beginner’s Guide to Chianti Wine (2023)

Chianti Wine Guide Featured

What Is Chianti?

Chianti is a dry red wine of the Sangiovese grape variety, from Tuscany, central Italy, Chianti is one of the most renowned Italian wine-making zones. More specifically, Chianti lies between Siena and Florence and produces up to 20 million gallons of wine (75 million liters) every year, more than any other Italian wine region.

Historically, the Grand Duke Cosimo Medici III founded the first exclusive Chianti zone in 1716. Likewise, during the late 19th Century Barone Ricasoli of Castello di Brolio winery, laid the foundations of the modern Chianti style. The highest regarded wine-making zone in Chianti is the Chianti Classico zone. Within the Classico zone, the best area of Chianti production seems to be the Chianti hills, codified in the 1700s. Chianti Classico bottles are decorated with the iconic black rooster ( gallo nero ) seal when sold in Europe.

The Chianti Classico Gran Selezione has been the highest quality level in the Classico zone since 2013. Qualifying for this prestigious classification is challenging, as there are two prerequisites. First, the Chianti grapes must be sourced from the Domaine, and second, the wine should have aged for at least 30 months, three of which in the bottle. Afterward, a special tasting committee must approve the wine.

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Except for the Chianti Classico Gran Selezione, there is also the lower-tier Chianti Riserva classification. The criteria for Riserva focus on aging rather than supply and grape quality. Chianti Riserva wines age for at least 24 months before release.

The next best Chianti wine making zone is the Chianti Rùfina. Together with other six sub-zones, such as Chianti Colli Fiorentini, Chianti Colli Aretini near Florence, Chianti Colli Senesi in Siena, and Chianti Montespertoli, Chianti Montalbano, Chianti Colline Pisane, Chianti Rùfina is situated within the Chianti boundary. These wines are allowed to use the name of the sub-zone or be released simply as Chianti.

The Chianti characteristics are defined by black and red fruit elements, savory notes, such as meat and leather, herbs, and baking spice. At the same time, Chianti shows fine-grained tannins and a really refreshing medium-high acidity.

As a final note, there are Chianti wines made from white grapes, too, but they are not very common. These wines are from wine grapes cultivated within the Chianti zone. Due to regulations, they must be labeled as Colli della Toscana Centrale IGT, Toscana IGT, or Alta Valle della Greve if the grapes are grown in the Greve Valley. In this review, though, we are going to explore red Chianti only.

What Color Is Chianti?

Let’s now take a look at Chianti color. The Sangiovese vine bears large bunches of thin-skinned grapes. These have a blue-purplish tone and are spectacular. As with most grapes, Sangiovese is a member of the Vitis vinifera variety of the Eurasian grape species. During berry ripening the grapes become hard to the touch, with colors ranging from red to purple, and soft blue. At this point, the grapes fill with water and swell, increasing their sugar levels and flavors. At the same time, the acids levels become lower, and color pigments appear.

What Does Chianti Mean?

The first known use of the word Chianti took place in 1833, in the meaning of a dry red wine from the Tuscany region of Italy. The name of the wine derives from the Chianti mountainous area, which produces Chianti wine.

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How to Pronounce Chianti?

Chianti wine is a popular wine style, and, as such, learning how to pronounce it correctly is of pivotal importance. Besides, pronouncing the name of this wine saves you from embarrassment when participating in wine competitions. There are many helpful resources online on how to pronounce Chianti in both audio and video formats. Chianti has three syllables, with the emphasis falling on the second syllable. Phonetically, the Chianti pronunciation looks like this:

kee-yaan-tee

Where Does Chianti Come From?

Chianti comes from the Chianti region of Tuscany. Chianti is located in the foothills of the Apennines between Siena, Florence, and Pisa. As mentioned above, Chianti covers a wide area and is divided into multiple sub-zones. Tuscany stretches down the western coast of central Italy. And it is divided into three regions: the Chianti region (in the north), the valleys and hills (in the south), and a flat coastal plain.

Just south of the Po Valley, the Apennine Mountains, which run the length of the Italian Peninsula, dominate Tuscany. The mountain range is beneficial to the Sangiovese vines, as the climatic conditions in Chianti and Tuscany are hot. For this reason, winemakers plant the grapes in the hills and valleys of the Apennines at a high altitude. In this way, they receive a well-needed moderating influence. Likewise, coastal regions benefit from cooling sea breezes, with vines being relieved from heat stress.

Italy has numerous native grape varieties and produces top-quality wines in different styles. It is a region that has been making and enjoying wine for at least a thousand years. More importantly, Italy promotes the value of the terroir above that of the winemaker which ensures consistently excellent wines.

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What Kind of Wine Is Chianti?

Chianti is crafted to be a medium-bodied, very acidic, ruby-red wine with cherry, berry, leather, and earth flavors. The wine also features high tannins, which contribute to its velvety texture and dry taste. Chianti is unpretentious and a favorite of wine enthusiasts. Strive to sip it at formal events or during a casual Sunday barbecue. On that note, Chianti Gran Selezione is served in fine dining establishments, so if you ever come across such a bottle, open it only on very special occasions.

Keep in mind that since 1996, Chianti wine must contain a minimum of 70% Sangiovese grapes. This percentage rises to 80% for the Classico classification and above. The local varieties of Calorino and Canaiolo are permitted in the blend, too, as are the international varieties Syrah, Merlot, and Cabernet Sauvignon. On top of this, the 1996 regulation enabled producers to label single-varietal Sangiovese Chianti wine. Using Malvasia or Trebbiano Toscano white grapes has been prohibited since 2006.

Is Chianti Dry or Sweet?

There is some misconception about whether Chianti is dry or off-dry. Sometimes the red fruit flavors taste sweet and juicy. However, a Chianti, whether tannic or fruity, will always be a dry red wine. On the contrary, a Vin Santo, also made by Chianti winemakers, is a characteristic sweet wine. Similarly, Malvasia and Trebbiano Toscano grapes are dried for months in the attic to enable the sugars to concentrate.

The longer they are left to dry, the more intense the resulting sugar contact will be, leading to a rich wine with nut and honey notes. As such, Malvasia and Trebbiano Toscano produce typical off-dry to medium-sweet wines. It is crucial to separate the plush cherry flavors from the wine’s sweetness level, as, by doing so, we define the best Chianti style for our tastes.

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What Does Chianti Taste Like?

Typical Chianti tasting notes include red fruits, like cherry and raspberry, herbs, game, and sweet tobacco. To understand the Chianti aroma, conjure up images of preserved sour Amarena cherries, dried oregano, and dried salami. On the palate, flavors of game, thyme, and cinnamon spice dominate the mouth. Hints of espresso coffee blend with smoke and leather, too, as the Chianti taste is bold, dynamic, and complex. Tasting some tartness and stiffness is not surprising, as Sangiovese produces wines with a high tannic structure.

Chianti is highly acidic. In fact, the racy acidity is responsible for imparting a refreshing sensation, balancing the tart, slightly spicy, and herbaceous elements out perfectly. A few notes about Chianti Classico and Chianti Riserva: Chianti Classico is cherry-laden, with gripping tannins and balanced acidity. On the other hand, Chianti Riserva is full-bodied, structured, with subtle acidity and silky tannins. It has undergone oak maturation for at least 2 years and shows a fine texture of black cherries, chocolate, and floral notes.

How to Serve Chianti?

There are many ways to serve Chianti wine. Light-bodied Chianti, for instance, can be served chilled for the best taste. The cold temperature decreases the pronounced acidity and creates a softer finish and a better aftertaste. The best temperature to serve Chianti is 55-60°F (12-15°C). That said, even if the wine is a little cooler or warmer, don’t fret, as it will still be delicious.

Sommeliers suggest standard red wine glasses or tulip-shaped glasses when serving Chianti, as, due to their tall shape, they provide the wine more direct contact with air. That said, the typical red wine glasses are large enough to aerate the wine, too. The small opening and the tapered shape enable the aromas and the flavors to concentrate for additional taste.

Decanting Chianti is not mandatory, but a good Chianti bottle will benefit from extra aeration, nonetheless. For example, if you attempt to drink Chianti straight from a bottle, it may feel too acidic.

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Suitable for Long-Term Storage

Chianti Classico is a high-quality wine and can reach great maturity. Generally, it withstands maturation for up to 10 years from the date of purchase. Meanwhile, Chianti Riserva develops even greater maturity, as it lasts 15 years or more in the bottle. But Chianti Gran Selezione is designed to stand the test of time. It should keep developing even after the 20-year mark.

Maturing a Chianti is relatively simple. Firstly, store it in a room with consistent temperatures (50-60°F or 10-15°C) and a portion of humidity. A cellar, for example, would be ideal for bottle maturation. Additionally, direct sunlight or artificial light must be avoided, as they cause damage to the wine. Strong light changes the compounds of the wine, harming its flavor, aromas, and characteristics. Sometimes, even the color becomes unappealing. The resulting wine is commonly known as lightstruck.

How Long Should Chianti Breathe?

Chianti ranges from light to medium to full-bodied, depending on its classification. It could be served with little to no aeration or left in the bottle to breathe for 30 minutes to an hour. If you opt to decant it, choose a ship’s decanter for the best results. While decanting, remember to keep the wine at the correct temperature, though.

What Food to Pair With Chianti?

The savory flavors, coarse tannin, and high acidity of Chianti make a divine match with several dishes and cuisines. When comes to Chianti food pairing, the wine’s high acidity cuts through oily and fatty foods. As such, the dusty tannin makes Chianti wonderful to pair with courses rich in olive oil, tomato, or meat, such as pastissada de caval (opt for beef if horse meat sounds too extreme) and risotto all’Amarone. The wine tastes great with slow-cooked beef ragú pasta, roasted wild boar leg, and venison meatloaf, too. If you do not feel like cooking, go for traditional pizza, as pizza is excellent with Sangiovese.

Chianti Cheese Pairing

Chianti accompanies delicious cheeses from sheep’s and cow’s milk, including Pecorino Toscano and Grana Padano. There are endless combinations. Try the wine with Fontina or Provolone for a sharp taste, for instance. But the best cheese pairing with Chianti is aged Parmigiano-Reggiano. As a nutty, firm cheese, Parmigiano-Reggiano works well with the pronounced fruitiness and smokiness of Chianti, which balances the cheese’s salty texture.

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How Much Alcohol Does Chianti Have?

The amount of alcohol in Chianti depends on the Chianti style. That said, on average, the Chianti alcohol content is in the range of 12 to 13.5% ABV. Check the label on the bottle before purchasing to be more, and remember to drink in moderation.

How Many Calories Are There in Chianti?

Bear in mind that alcohol has calories! Almost every wine, including white, may have residual sugar up to 15%. The carbs in Chianti wine range from 4 to 7 per glass, and the calories are approximately 124 to 137 per serving. Wine fans on a diet do not need to worry about their wine consumption. They can decide how much to drink at lunch or dinner, thinking about their fitness. Besides, a glass of high-quality wine, such as a Chianti Riserva, brings brightness to the day, especially when consumed at mealtime with family.

What Is the Best Chianti Wine?

Check our selection of 10 Best Chianti Wines Under $20 . I am sure you will love the wines we picked for you.

Chianti is fantastic. It smells and tastes like Italy. Without Sangiovese, though, it wouldn’t be as high-quality of a wine as it is. Sangiovese is Chianti’s heart. With flavors of cherry and plum, racy acidity, and a translucent ruby-red hue, Chianti is intriguing. Accents of baking spices and herbs also confer an earthy note to this dry red, as they combine harmonically with the velvety tannins for a mouthwatering result. When sipping Chianti, don’t rush things. Enjoy it slowly, as in Tuscany, the journey matters more than the destination. Perfetto!

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Chianti Road Trip – A scenic drive on the Chiantigiana Road

A Chianti Road trip will give you the opportunity to enjoy one of Tuscany’s most charming landscapes . And a drive along the Chiantigiana Road  ( SR222 ) that winds its way amongst rolling hills and silvery olive groves, is one of the most magnificent of them all.

Along this route, the colours of the countryside are magnificent in every season. In spring poppies and lilies dot the fields. In summer the vineyards are at their peak, and by autumn they start to paint the landscape with every shade of orange and red. You’ll savour all the different shades of green too. The silvery green of the olive trees , the intense and vivid green of the grass and the vines in summer, and the darker shades of the woods.

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Chianti Road Trip itinerary – Greve in Chianti to Panzano. In search of the best meat in Tuscany.

This itinerary starts in Greve in Chianti , the gateway to the Chianti region . It has a delightful main square surrounded by porticos and pottery shops. A stop at the Antica Macelleria Falorni is a must. Even if you don’t buy anything it’s worthwhile poking your head in, for this is the Gucci of butchers.

A short detour will lead to the tiny hamlet of Montefioralle , perched on a hill, 3 km. from Greve. Leave the car in the parking just outside the wall (piazza Santo Stefano) and walk the narrow cobbled streets of this small borgo that started its life as a castle. Get the camera ready for some very picturesque scenes .

⇒ Top tips on How to Plan a Road Trip to Tuscany .

Montefioralle

After that carry on your Chianti road trip along the SR222 (Chiantigiana Road) to Panzano . This small town is the perfect place to have lunch . Here the renowned Dante-quoting butcher (so called by the New York Times the world’s most famous butcher) Cecchini has a wonderful shop. Above it there’s a Tuscan style fast food place or try his restaurant called ‘Solo Ciccia’. Afterwards you can walk off your lunch on the way to the Church of Santa Maria . Then it’s back to the car for a relaxing drive to Radda in Chianti .

⇒ Discover 10 Charming small towns to visit in Tuscany .

top 10 destinations in tuscany

Radda in Chianti to Brolio Castle – Chianti magic at its best

The SP2 offers a 13 km. drive to Radda in Chianti that has some awe-inspiring views . The winding road passes through lush vineyards and olive groves in preparation for the most attractive of Chianti small towns, Radda. As you approach it, you’ll see the town on your right, peacefully perched on its hill, surrounded by a sea of green. Its position is truly spectacular .

Atmospheric Radda will welcome you with its Medieval walkway and main square , where the Palazzo del Podestà displays its coats of arms and elegant arches. This palace had been the headquarters of the Chianti League , a military-political organisation that controlled this territory under Florence rule, for over four centuries. Opposite there’s the Neo-Romanesque Church of San Niccolò.

⇒ Find out about 20 Experiences in Tuscany that will make your trip truly special !

radda in chianti

As you drive south along the SP2 and SP484 towards Brolio Castle , the landscape changes. You’ll see fewer houses and pass though some thick woods . At the time of our trip, in April, we saw many hoopoes , which are usually a rare sight.

When you spot the Brolio Castle , up on the hill, surrounded by high cypress trees and imposing walls, you can easily imagine another side of Chianti. For centuries it was not the idyllic region dedicated to the good life that we experience today, but a land of war and powerful lords . For a stunning view , visit the castle’s gardens. From up there you dominate the valleys and enjoy the million shades of green that this region has in its colour palette. Then it’s time to leave the castle and carry on along the SP484 .

Find out the best places to visit in Chianti , and the Top things to do in this wonderful region .

chianti road trip

San Gusmè and dinner in Castellina in Chianti

A stop in the diminutive walled village of San Gusmè is a treat. Almost lost in an ocean of vineyards, this is a place where time truly seems to have stopped . You’ll find a stone square, few inhabitants and plenty of peace and quiet. San Gusmè is located 29 km. north east of Siena .

For a perfect finish to your Chianti Road trip , head back to Radda and take the SR429 to Castellina in Chianti . Here you can have a special dinner or wine tasting under the atmospheric via delle Volte, a Medieval stone walkway. This attractive small town is alive with enoteche and shops. It’s a real food and wine paradise .

TIME: ONE DAY – 90 km.

=> Top 10 Towns to visit in the Chianti region

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If you like the idea of a driving holiday in Tuscany , you’ll find plenty of scenic routes to choose from. This One Day Itinerary explores the Less Travelled Part of the Chianti .

⇒ For more suggestions for your trip, check out the 10 top destinations in the region .

⇒ Here’s some itineraries you might find interesting , and a 4 day road trip to the Maremma .

chianti road trip

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COMMENTS

  1. Trip to Chianti : r/wine

    Chianti Classico is a sub-region denoting the older area where Chianti wine was made. Greve where you staying is right in the middle of that. So the wine you'll be having is most likely to be "Chianti Classico". It's a geeky but to my mind important distinction from broader Chianti. explanation here in this video.

  2. Wineries to visit in Chianti? : r/wine

    I'm planning to visit a winery or two in September in the Chianti Classico area. Would somebody here have any recommendations? Optimally looking for something that provides both a nice on-site experience as well as a high class product (I would be happy to acquire a case or two and put them aside and revisit them over the next couple of decades).

  3. 2 or 3 wineries in Chianti : r/wine

    Get the Reddit app Scan this QR code to download the app now. Or check it out in the app stores ... A place to share all the latest happenings in the world of wine. The beverage, not the software. ... Edited Post with more details: Hi All, I will have only one full day in Chianti next month; and I am very overwhelmed with the amount of wineries ...

  4. Seeking Recommendations for Chianti Tour (and Other Excursions ...

    Your best bet would be to hire a driver to take you there. Look up NCC Firenze to find drivers. Wine tours will generally go to max 2 places. Also, visits generally have to be booked, most wineries in chianti area don't have open door tastings. Let them know you want to buy and your driver will be able to make reservations.

  5. Places to stay in Chianti for 3 days : r/ItalyTravel

    Casanova di Pescille in San Gimignano. It's a small 8 room bed and breakfast on a vineyard with a Michelin star restaurant on the vineyard. They also offer a cooking class at the bed and breakfast which was amazing. San Gimignano has many vineyards to visit to wine taste and it's only a 30 minute drive to Siena. 2.

  6. Seeking Recommendations for Chianti Tour (and Other Excursions ...

    I've been reading a wine book that highly recommends visiting Avignonesi, Badia a Coltibuono, Barone Ricasoli, Castellare di Castellina, Castello Banfi, Castello di Volpaia, Consorzio Brunello di Montalcino, Consorzio Chianti Classico, Fattoria di Felsina, Marchesi Antinori, Ruffino, and Villa Cafaggio.

  7. The 7 Best Chianti Wine Tours From Florence [2024 Reviews]

    Quick Answer: The 7 Best Rated Chianti Wine Tours For 2024. Best Adventure Tour: Chianti Safari - Tuscan Villas, Cheese, Wine and Lunch from Florence. Best Half-Day Tour: Private Half-Day Chianti Tour & Wine Tasting From Florence. Best Small Group Tour: Small Group Chianti at Sunset Wine Tasting Tour from Florence.

  8. 17 Best Chianti Wine Tours from Florence to Discover the Heart of

    1 - Wineries Tour with Food & Wine Tasting. 2 - 1-Day Tour of Chianti Classico, Montalcino & Montepulciano. 3 - Chianti winery, horseback ride, visit S.Gimignano & Tuscan lunch. 4 - Chianti Half Day Wine Tasting Tour. 5 - Tuscan Villas with Vineyards, Cheese, Wine & Lunch. 6 - Private Tour: Chianti Winery, Montefioralle & Greve.

  9. Siena/San Gimignano day excursion from Florence : r/ItalyTravel

    Did a small chianti wine tour with a company called fun in Tuscany. Totally worth the 130€ per person and didn't feel overly touristy since it was in groups of 8. It included 2 wineries a stop in san gimignano and the michelangelo square. Also included all food!

  10. Staying in Chianti region in October

    But October is still a good time for truffle tasting. Also Greve in Chianti has a big wine tasting store that is good value. You can wander around and try stuff, and if anything really takes your fancy you can visit the vineyard later. Greve is a cute town as well. And I third the Dario suggestion above.

  11. THE TOP 10 Wine Tasting Tours in Chianti (w/Prices)

    Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour. 29. Explore the Tuscan countryside while in port in Livorno with a 9-hour private wine tour. Led by an expert guide, take a scenic drive into the heart of the Chianti wine region to learn about the winemaking process and sample local blends.

  12. 10 Exciting Chianti Wine Tasting Tours (Best Wineries & Wines)

    Its wine tours include an introduction to Chianti Classico, the phases of production, and a tasting of their signature wines. Best Wines: 1982 Castello di Monsanto Il Poggio ($437) 1964 Castello di Monsanto Chianti Classico Riserva DOCG ($633) 6. Felsina, Castelnuovo Berardenga.

  13. 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks

    15 Best Chianti Wine Tasting Tours from Florence. 1. Small-Group Wine Tasting Experience in the Tuscan Countryside. ★ RATING: 5/5 Stars | TOUR LENGTH: 4 hours 45 minutes | Book now. This Small-Group Wine Tasting Experience in the Tuscan Countryside is a jewel for those who cherish intimate and immersive experiences.

  14. 10 best wine tours & tastings in Chianti Wine Region 2024

    Val d'Orcia Original wine tour from Siena. Region: Chianti, Tuscany, Italy. Guide: Mirko. Full Day of Culture in Chianti, Tuscany. €52.50 - €95.00 Book now.

  15. The best wine tours from Siena, Italy: Explore the Chianti region

    The best Chianti wine tours from Siena for explorers. Chianti and Castle tour by minivan. Brunello di Montalcino full-day tour. Pienza, Montalcino, and Montepulciano wine tour from Siena. San Gimignano, Montalcino & Wine Tasting. Vespa & Chianti tour in the Tuscan hills. The best wine tours from Siena: Final Thoughts.

  16. Chianti Full Immersion Tour

    No wine tour quite captures the essence of Chianti like the Full Immersion tour. With visits to San Gimignano, Siena, Greve in Chianti, and a local wine estate, you'll enjoy a comprehensive experience in one of the most fascinating areas of Tuscany. This is a land renowned for its wine and picturesque countryside, where olive groves alternate ...

  17. Wine Tasting in Chianti, Tuscany

    A light lunch followed of local cheese, salami cured meats and the exquisite home-produced olive oil. We tasted three delicious wines; a Chianti Classico Riserva, a Chianti Classico and a Rose - Pink Ponentino Tuscano. Free wine tasting is possible in the farm shop every day from Monday to Sunday - 10.00am to 7.00pm.

  18. Chianti Half-Day Wine Tour From Florence 2024

    Sample the most revered Tuscan wines, learn the characteristics of each blend and hear the winemakers' secrets. Chianti wine tasting tour from Florence, led by a professional tour escort and a wine-expert guide. Enjoy tastings of regional wine and traditional food. Explore the wine cellars where prestigious Tuscan wine is left to mature.

  19. A Beginner's Guide to Chianti Wine (2023)

    Maturing a Chianti is relatively simple. Firstly, store it in a room with consistent temperatures (50-60°F or 10-15°C) and a portion of humidity. A cellar, for example, would be ideal for bottle maturation. Additionally, direct sunlight or artificial light must be avoided, as they cause damage to the wine.

  20. Chianti Road trip

    For a perfect finish to your Chianti Road trip, head back to Radda and take the SR429 to Castellina in Chianti. Here you can have a special dinner or wine tasting under the atmospheric via delle Volte, a Medieval stone walkway. This attractive small town is alive with enoteche and shops. It's a real food and wine paradise. TIME: ONE DAY ...

  21. 2024 Chianti Half Day Wine Tour from Florence

    Florence (Villa Costanza) 50018 Scandicci, Metropolitan City of Florence, Italy. Meet our staff at Villa Costanza, in front of 'The Florence Gate' Cafetteria. Reach the meeting point getting on T1.3 tramway to Villa Costanza (the stop will be at the terminus). The ride is 20 min from center and you can choose the nearest stop to hop on.

  22. Home Page

    Discover Exquisite Tours in Florence and Chianti with Chianti Adventures. Skip to content +1 (888) 779-1743 ... I've been on wine tours in the states but... read more Ambassador319517 February 16, 2023. Quick Links: Home; Our Tours; Contact; Our Offices: Via Alessandro Manzoni, 40, 20121 Milano MI, Italy ...

  23. One-day driving Itinerary Chianti: Navigating the best of Chianti

    The distance between Strada in Chianti and Greve in Chianti: 15 minutes, with a few tight curves. A quick side trip from Greve could include a stop to Montefioralle, an ancient medieval castle. This small fortress from the 12th century is one of the oldest towns in Chianti and well preserves its original look. Viticcio Winery for a wine tasting.