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15 Best Tuscany Wine Tours

Tuscany is one of Italy’s most evocative destinations. This region, home to rolling countryside and dotted with antique farmhouses, is famous for being the home of the Renaissance, the beautiful ornate cities of Florence and Siena, and, of course, beautiful art.

But there’s one thing Tuscany is famous for above all else – wine. The area is one of the world’s most notable wine regions, home to the Sangiovese grape, where world-class DOCG wines such as Brunello di Montalcino, Chianti Classico, and Vernaccia di San Gimignano, to name just a few, hail from.

The vineyards which line the hills are alive with activity and waiting for you to visit and discover more about this beautiful region and its delicious fine wines. We’ve put together a post of the 15 best Tuscany wine tours, not only to help you make the most of your trip but to tantalize your taste buds and educate your palette about some of the finest wines Europe has to offer.

1. From Florence: Full-Day Tuscan Wine Tour with Lunch

From Florence: Full-Day Tuscan Wine Tour with Lunch

Enjoy round trip transportation from the beautiful Renaissance city of Florence to two Tuscan wine producers on this exciting 10-hour tour.

First, you’ll get a guided tour of the historical village of Montalcino, where Brunello is made. You’ll visit the cellars and see barrels full of wine that must remain casked for five years before they’re put on sale to the public. You’ll have the opportunity for a tasting too.

Then, it’s a delicious lunch before heading to the second winery of the day, this one in the beautiful Val d’Orcia. As well as wine, you’ll get a taste of locally grown olive oil, before being driven back to Florence.

2. Siena: Half-Day Vineyard Tour with Lunch

Siena: Half-Day Vineyard Tour With Lunch

Don’t miss this incredible tour to the vineyards of Siena, a beautiful city where the historic center is a UNESCO World Heritage site.

You’ll visit a famous estate where Chianti Classico is produced and have the opportunity to wander through the vineyards and descend into the historical cellar.

Then, onto the best part: a traditional lunch made up of local and seasonal ingredients, accompanied by a tasting of four wines and four olive oils.

For foodies and wine buffs, this tour is an absolute must.

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3. Brunello di Montalcino Full-Day Wine Tour with Tastings

Brunello di Montalcino Full-Day Wine Tour

This eight-hour trip combines seeing the best of the gorgeous Tuscan countryside with tasting one of the most refined Tuscan wines – Brunello di Montalcino.

You’ll explore the hills of Montalcino, the village where one of Italy’s most prestigious wines was created from an experiment in the late 19th century. Throughout the day, you’ll visit three wineries, each one offering you a taste of their take on Brunello.

The history of the region will also be showcased on your tour; you’ll visit a Benedictine Abbey and have free time in Montalcino, where you can scale the fortress walls. All that wine tasting means you’ll need to line your stomach – luckily, there’s a traditional lunch at the second winery, where you’ll also have a chance to visit the family-run farm.

4. San Gimignano Private Dinner with Wine Tasting

San Gimignano Private Dinner with Wine Tasting

If you see San Gimingano from afar and squint, you could be forgiven for thinking it’s New York. This extraordinary town is one of the most famous symbols of Tuscany; it’s four towers and medieval walls dominate the skyline of the rolling hills around it.

It also happens to be the perfect place to experience Tuscan gastronomy and wine. Your special dinner will be in a private room at one of the town’s wineries, where you’ll sample a traditional, seasonal menu prepared with the freshest ingredients, accompanied by carefully selected wine pairings.

You’ll be guided through the night by an excellent sommelier, who’ll be on hand to answer all your questions about the wine and food.

5. Sassicaia, Ornellaia and the Coastal Wines

Sassicaia, Ornellaia And The Coastal Wines

Take full advantage of being picked up and dropped off on the doorstep of your accommodation in an air-conditioned minivan on this luxurious 10-hour tour, where you’ll have the opportunity to learn about and taste some of the finest wines of the Tyrrhenian coast, including Sassicaia, Ornellaia, and Masseto.

Your helpful and knowledgeable guide will lead the excursion, which sees you take a guided tour of the Fornacelle winery before stopping for a delicious lunch at the Enoteca Tognoni in Bolgheri.

After lunch, it’s time for another visit to a winery, complete with tasting, before heading back to your accommodation in complete comfort.

6. Montepulciano Wine Tasting and Cellar Tour

Montepulciano Wine Tasting and Cellar Tour

Not to be confused with Montepulciano d’Abruzzo – the name of a grape rather than a wine – Montepulciano is a medieval village in the province of Siena, where five different fine wines are produced.

You’ll get a chance to head down into the wine cellar, where you’ll see the quality wood which is used to age Montepulciano’s red wines.

Of course, you don’t have to enjoy the wine on its own. You’ll be presented with a plate of delicious local cheese, cold cuts of meat, and rustic bread, all ready to have locally produced olive oil drizzled over it.

7. Tuscan Hills 5-Hour Tasting Tour from Florence

Wine Tasting - Tuscan Hills

This is an enjoyable tour which starts at the doorstep of your accommodation in Florence, where you’ll be picked up by an air-conditioned minivan and accompanied by an expert local guide who will answer any questions you have throughout the day.

On this informative and fun tour, your first stop will be the village of San Casciano, where you’ll try honey made by a local beekeeper, as well as extra virgin olive oil, and, of course, organic wine.

The afternoon will be a truly unforgettable experience; you’ll be welcomed like an old friend by a local farmer and taste the products that they produce and sell.

Round the day off with a comfortable journey back to your hotel.

8. Montalcino, Pienza & Montepulciano Food Tour from Siena

Montalcino, Pienza & Montepulciano Food Tour From Siena

Siena is undeniably beautiful, but everyone needs a break from city life every once in a while. This tour is the perfect opportunity for that break, with a whole day in the Tuscan hills and the Val d’Orcia, strolling through the cobbled streets of quaint villages and tasting the delicious food and wine on offer.

In Montalcino, you’ll explore a wine cellar and see the medieval fortress before marveling at the architecture of Pienza, famed for its pecorino cheese. Your tour will end in Montepulciano, where you’ll have some time to yourself to discover the city before you head back to Siena.

9. Siena, S. Gimignano & Monteriggioni with Wine & Food Tasting

Siena, S. Gimignano & Monteriggioni With Wine & Food Tasting

Any Assassin’s Creed fan will already be very familiar with San Gimignano and Monteriggioni, but for those who don’t spend their time gaming, they’ll still be enchanted by two of Italy’s best-preserved medieval towns.

You’ll have free time to explore San Gimignano and its famous towers in the morning, before heading to UNESCO World Heritage city Siena. You’ll have lunch in Siena, although it’s not included in the tour price. In the afternoon, you’ll continue to the village of Monteriggioni.

After some free time there, you’ll get to a winery in Chianti in the evening. An indulgent end to the day will see you sampling four different wines and balsamic vinegars.

10. Florence: Dinner and Wine Tasting in a Tuscan Villa

Dinner and Wine Tasting in a Tuscan Villa

Pick up from your accommodation isn’t necessary for this tour, as it’s a stone’s throw away from the awe-inspiring renaissance center of Florence. It will feel miles away though, with a tranquil atmosphere and panoramic views of the city.

Settle down to a four-course meal of traditional Tuscan fare in the villa’s garden, complete with olive groves and vineyards.

Not only will you be able to enjoy a fine meal, but you’ll also learn about the process of making wine from a local producer, as well as sampling four different wines and visiting the cellars where they are produced.

11. San Quirico Winery: Traditional Winery Tour

San Quirico Winery

A tour that’s kind on the pocket, this whirlwind 45-minute tour lets you get to know the San Gimignano winery as you wander through the vineyards, before or after being introduced to the process of vinification.

Of course, it wouldn’t be a wine tour without a tasting; the San Quirico tour gives you the chance to sample three of the winery’s organic offerings. Not only will you be presented with a glass of wine, it’ll be accompanied with a delicious side of organic bruschetta.

This tour is a great chance to learn more about a local wine producer. Don’t miss it.

12. Florence: 60-Minute Wine Tasting Tour

Florence: 60-Minute Wine Tasting Tour

Yes, it’s great getting out of the city and seeing the Tuscan countryside, but sometimes you don’t want to spend a lot of time getting to and from places. If that’s you, this is the perfect tour – you don’t even need to leave Florence.

This hour-long tour is held in an Enoteca right in the center of Florence, bringing the best wines from the surrounding areas straight to you, as well as some local cheeses, cured meats, and olive oils thrown in for good measure.

No need to worry about crowds; this tour is limited to small groups so you’ll get the chance for plenty of interaction with your sommelier guide.

13. VIP Small-Group SuperTuscan Wine Tour from Florence

VIP Small-Group SuperTuscan Wine Tour

Super Tuscan wines are a relatively new type of wine (they originated in the 1930s), which consist of locally grown grapes like Sangiovese, which are blended with grapes from other wine producing regions across the world, creating tastes like no other.

Take an air-conditioned minivan from Florence to three Super Tuscan wineries in the Chianti region, where you’ll be led by an expert sommelier guide. You might think you’ve accidentally traveled through time; the first winery is contemporary, but the second will take you back to the middle ages. Take in the differences of the cellars, before heading to the third stop, a boutique winery.

At each stop, you’ll have a tasting. Your knowledgeable sommelier guide will teach you how to tell the difference between Chianti and Chianti Classico, and more importantly, the best wines to go with your favorite dishes.

14. Chianti Wine & Food Safari

Chianti Wine & Food Safari

Want to combine Tuscany’s beautiful landscapes, fine wine, and tasty food into one tour? This is the one for you. You’ll head off the beaten track on this ‘safari,’ with a 4WD vehicle taking you down the region’s backroads to get to the vineyards and farms that are just a little bit harder to access.

There will be food tastings throughout the day, including sheep’s cheeses and salami, as well as eight different wines. An exquisite traditional lunch also awaits you, where you can learn more about the food you’re tasting from your expert guide.

Away from the food, enjoy the panoramas of the Chianti hills and the cobbled streets in the picturesque town of Greve.

This trip is an unmissable opportunity to experience the best that Tuscany has to offer.

15. Tuscany: Helicopter Wine Tour

Tuscany: Helicopter Wine Tour

A real showstopper of a tour, this 3 ½ hour experience will see you get a bird’s eye view of Florence, its most famous monuments, and the Arno River.

After you’ve crossed the Chianti hills, you’ll touch down in the medieval town of San Gimignano, where it’s time for a spot of lunch. You’ll be welcomed at the Tenuta Torciano winery with a champagne reception and the chance to try some fine local wines.

This tour is undoubtedly one of the most unforgettable experiences you’ll have on any trip.

15 Best Tuscany Wine Tours:

  • From Florence: Full-Day Tuscan Wine Tour with Lunch
  • Siena: Half-Day Vineyard Tour with Lunch
  • Brunello di Montalcino Full-Day Wine Tour with Tastings
  • San Gimignano Private Dinner with Wine Tasting
  • Sassicaia, Ornellaia and the Coastal Wines
  • Montepulciano Wine Tasting and Cellar Tour
  • Tuscan Hills 5-Hour Tasting Tour from Florence
  • Montalcino, Pienza & Montepulciano Food Tour from Siena
  • Siena, S. Gimignano & Monteriggioni with Wine & Food Tasting
  • Florence: Dinner and Wine Tasting in a Tuscan Villa
  • San Quirico Winery: Traditional Winery Tour
  • Florence: 60-Minute Wine Tasting Tour
  • VIP Small-Group SuperTuscan Wine Tour from Florence
  • Chianti Wine & Food Safari
  • Tuscany: Helicopter Wine Tour

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Life is Grape in Tuscany

Premium wine tours from florence exclusive small groups of max 8 people guided by local wine professionals.

Grape Tours in Florence is run by a bunch of Italian wine lovers.

With close to 20 yrs of experience, our premium guided wine tours go to some of the best wineries.

We support family-run wineries that are sustainable and offer high-quality wines.

The meeting point in central Florence is at our office,

now also a renowned  Wine & Cheese Bar  that you can visit at the end of your tour.

Finally, you can collect wine on your tour and ship your bottles home .

Take a moment to explore our selection of 9 distinct wine tours and choose the experience that suits you best.

Small Group Wine Tours from Florence

With a max group size of 8 people

discover the wines & foods of Tuscany

on one of our 9 different wine adventures:

Dario Cecchini in Panzano in Chianti

Signature tour

Super chiant i.

When:   All year

Days:   Monday-Saturday

Time:   Start from Florence  at 9, 9.30 or 10 am - 7 hrs 

Size:   Max 8 pp

Price:   € 210  

SUPER CHIANTI

This is a delightful day trip to explore the rich flavors of the region just south of Florence, immersing yourself in its time-honored traditions of exceptional wine, olive oil, cheese, and meats.

Your journey will take you to two distinct organic wineries, where you'll gain insight into the concept of terroir, unraveling the secrets behind the production of Chianti and Chianti Classico. Your Grape guide will expertly guide you in distinguishing the unique characteristics of each wine.

Indulge in an extraordinary lunch at the renowned butcher Dario Cecchini, savoring traditional dishes and the iconic Bistecca.

In the morning, experience a tasting of at least 4 wines at a family-run winery in Chianti Fiorentino, followed by another tasting of 4 wines at a traditional Chianti Classico winery in the afternoon. Return with a full belly and cherished memories of Tuscany's enchanting wine country.

Grape Tours Tuscan Wine Time winery tour

Grape Classics

  wine time.

When:  All year

Days:  Every day

Time:   Start from Florence  at 10.15 am - 5.5 hrs

Price:   € 170

WINE TIME 

Escape the city and become part of our delightful half-day Wine Time tour, venturing into the charming Chianti Montespertoli region to explore two distinct family-owned wineries.

Immerse yourself in the rich history of winemaking in Tuscany, uncover the secrets of local grape varieties, and, most importantly, delve into the wine cellars as you absorb captivating stories from the passionate winemakers.

Indulge in the sensory delight of tasting at least 8 different wines, and savor a delectable home-cooked Tuscan lunch at the second winery, creating an unforgettable experience for your palate.

Corzano & Paterno's master cheese maker with the Buccia di Rospo cheese

Grape CLASSICS

Chianti & cheese.

When:   April-October

Days:   Monday-Friday

Time:   Start from Florence  at 9.45 am - 7 hrs

Price:   € 19 5

CHIANTI & CHEESE  

Embark on a leisurely excursion through the scenic Chianti and Chianti Classico region, exploring small organic wineries dedicated to crafting exceptional wines. Enjoy visits to three distinct wineries, indulging in multiple wine tastings throughout the day.

Experience a farm-to-table concept for lunch at a "natural wine" organic farm, where you'll relish a delectable three-course Tuscan meal.

The third winery will treat you to an award-winning dairy visit, offering a taste of some of Tuscany's finest cheeses alongside the concluding wine tasting of the day.

IMG_2601.HEIC

Grape CLASSICS 

CHIANTI TRADITION

When:   March-October

Time:   Start from Florence at 9.30  am - 6.5  hrs

Price:   €185  

Join in on this delightful day trip to the verdant heart of Tuscany, where you'll discover the production of one of the region's DOP extra virgin olive oils. Gain insights into the olive oil-making process, learn the art of tasting, and discern the characteristics of an exceptional olive oil.

The journey continues to a panoramic spot nestled on the ridges of the Chianti Classico mountains. Explore an organic-certified winery committed to biodynamic agriculture, with a cellar tour and a tasting of four delightful wines.

Proceed to another enchanting winery in a picturesque location. At this small, family-owned vineyard, savor three more wines paired with a delectable three-course Tuscan lunch.

Carmignano wine tour with Grape Tours from Florence

When: April-October

Days:   Saturday

Time:   Start from Florence  at 9.45 a m - 7 hrs

Size:  Max 8 pp

Price:   € 18 5   

CARMIGNANO MEDICI WINES & VILLAS

Embark on a journey to the quaint DOCG region of Carmignano, where the cultivation of Cabernet dates back to the Renaissance! Immerse yourself in the rich history of the Medici family, woven into the fabric of Carmignano.

Explore two historic estates that now specialize in crafting top-tier organic wines.

Delight in the scenic vineyards and charming cellars throughout the day, indulging in tastings of exceptional wines, exquisite olive oil, and a freshly prepared lunch in a picturesque setting.

Panzano in Chiani on a Tuscan Wine Tour with Grape Tours

ELITE Experience

CLASSICO GRAND CRU

When:  April-October

Days:  Monday ,Thursday & Friday

Time:   Start from Florence at 9 am - 9 hrs

Price:   € 28 5

Venture on an exclusive semi-private day trip from Florence that grants you exclusive access to the inner workings of Tuscany's renowned wineries. Guided by our expert Grape guide, you'll traverse between estates, savoring private visits and tastings of Tuscany's most coveted wines.

Indulge in a sumptuous 3-course lunch set against the panoramic backdrop of Lamole, complemented by three additional wines crafted from the surrounding vineyards. A brief stop in Panzano allows you to marvel at the oenological wonders nestled in the Conca d'Oro valley.

Brunello di Montalcino at Le Chiuse on a wine tour with Grape Tours

ELITE Experience 

Brunello di montalcino.

Days:  Tuesday & Saturday

Price:   € 285

BRUNELLO di MONTALCINO

Embark on a comprehensive semi-private day trip to Montalcino, the birthplace of the revered Brunello di Montalcino. Immerse yourself in the region's rich viticultural heritage as you explore three wineries of varying sizes, situated in different areas around Montalcino.

Engage with owners and vineyard workers, savoring the wines at their origin.

Delight in a delectable lunch at the second winery, thoughtfully paired with several of the estate's finest wines. Make a brief stop in the charming Montalcino town to absorb the village's unique atmosphere.

View over San Gimignano on a wine tour with Grape Tours

SAN GIMIGNANO

Days:  Wednesday

Time:   Start from Florence  at 9 am - 9 hrs

TOWERS of SAN GIMIGNANO

Join us on a captivating journey to the enchanting town of San Gimignano, and indulge in a visit to one of the most distinguished wineries in this white wine region, celebrated for its unique approach and exceptional wines.

Proceed to a charming winery restaurant, where a delightful feast awaits, complemented by wines sourced from the renowned Chianti Classico.

Conclude your day at a splendid castle, where you'll explore the picturesque grounds and historic cellars, culminating in a memorable wine tasting within the castle's elegant rooms.

Winecountry in Montepulciano on a tour with Grape Tours

NOBILE DI MONTEPULCIANO

Days:  Thursday

NOBILE di MONTEPULCIANO

Embark on a unique journey to explore the captivating southern Tuscan wine region of Montepulciano. Our adventure begins with a visit to a family-owned winery in Montepulciano, boasting breathtaking views and exceptional wines.

Indulge in a delightful lunch at our favorite restaurant in the region, offering a culinary experience that will surely leave a lasting impression. A leisurely walk through Montepulciano follows, allowing us to savor the charming surroundings.

In the afternoon, our exploration continues with a visit to another outstanding winery in Montepulciano, ensuring a truly unforgettable day in this remarkable region.

tuscany wine tour italy

View some of the wineries we work with here

Exclusive private tours.

We organize all-inclusive private guided wine tour experiences.

Pierre Gouttenoire of Grape Tours

In Tuscany with Grape Tours

Visit 2 to 3 great wineries on a private escorted tour with our Grape guide in a region of your interest. Chianti Classico, Montalcino, Montepulciano, San Gimignano, Carmignano, Bolgheri...all the best wine regions 

Grapetrotters Journeys

Come on a Grapetrotters adventure with Grape Tours, multiple-day tours exploring renowned French regions like Bordeaux, Champagne, Rhone Valley, and Italian regions such as Sicily, Piemonte, and Veneto. Take a sneak peek at our carefully planned itineraries, and contemplate the possibility of joining us for an unforgettable journey:

Florence Meeting Point & Contact

All tours meet in central Florence: Via dei Renai 19 / 23R.

You will see the sign for our   Cheese & Wine Bar  "Formaggioteca Terroir" that you are also very welcome to visit after your tour to sip an extra glass of wine or to browse excellent wines to ship back home.

Ask a Grape Question: [email protected]

Grape phone number (unless urgent, we prefer you shoot us an email): +393337229716

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15 Best Tuscany Wine Tours in Italy

Welcome to the enchanting world of Tuscany wine tours, where rolling vineyards, centuries-old wineries, and exquisite wines await you at every turn.

Have you been wondering which are the best Tuscany wine tours to take? I’ve got you covered!

If you’re a wine lover or simply eager to explore the picturesque landscapes of this Italian region, then get ready for an unforgettable adventure.

With its charming towns and iconic vineyard-dotted countryside, Tuscany offers much more than just a good glass of vino – it’s a sensory experience that will transport you to a place of pure bliss.

Embrace the Dolce far niente which means the “sweetness of doing nothing” just as I did when I was in Tuscany.

Take a wine tour in Tuscany and sip and savour the moment.

So grab your glass, loosen up those taste buds, and let me guide you through the captivating world of wine tours of Tuscany.

Table of Contents

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From Florence: 3 Best Tuscan Wine Tours

table and chairs on a tuscany wine tours

1. Chianti Wineries Tour with Food and Wine Tasting

⭐️  RATING:  4.5/5 Stars | ⏳  TOUR LENGTH:   5.5 hours

From Florence through the heart of the Chianti region, explore two distinct wineries, one steeped in tradition and the other showcasing modern techniques, both offering a delightful taste of local wines.

Indulge in a sensory journey as you sample regional delights like cheese, olive oil, and balsamic vinegar. Your knowledgeable guide will enrich your experience with insights into the history, culture, and enchanting landscape of the rolling Chianti Hills, creating a well-rounded adventure that captures the essence of this picturesque Italian countryside.

Winery Tours Tuscany Details (what’s included):

  • Cancel up to 24 hours in advance for a full refund
  • An English-speaking tour guide (with the possibility of a second language)
  • Guided wine tasting at 2 different wineries
  • Tasting of 7 different wines
  • Charcuterie board-type snacks

Things to Note about this Wine Tuscany Tour :

  • This tour is not accessible to wheelchair users
  • The group may be split into two smaller groups for the winery tours
  • If travelling as a group (family/friends) it’s advisable to make one booking to ensure you’re assigned on the same bus (during peak times) and winery tour
  • Some reviews noted that the tour of the winery is only in the tasting room and not a behind-the-scenes production
“My group and I wanted to do a wine tasting tour while in Florence that would not take 10+ hours. We came across this tour that was about 4-5 hours: includes AC bus transport to and from (the bus was a big, & nice charter bus) and 2 winery tours. Each tour was about 1 hour each. Our tour guide Stefano was so fun and gave us facts while en route. In addition, we got small snacks in each winery. Overall, it was a GREAT tour. We had a great time, and karaoke’d on the way home once we were all feeling the wine 😆 I would absolutely recommend this tour. Hopefully you get lucky and have a great guide like Stefano!!!” Yvette from USA

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2. Wine Tasting and Dinner in Chianti Vineyards

⭐️  RATING:  4.9/5 Stars | ⏳  TOUR LENGTH:   6.5 hours

Begin with a family-run wine estate tour, where you’ll savour exquisite wine tastings.

Enjoy free time in Greve, a charming village to explore at your leisure.

Later, immerse yourself in another wine estate, indulging in a dinner of seasonal Tuscan specialties thoughtfully paired with wines produced on-site. This journey captures the essence of the region’s wine culture and offers a rich taste of its culinary delights.

  • Guided tour of a local winery with wine tasting, olive oil tasting, and appetizers
  • Visit Greve in Chianti with free time to explore the village
  • Tuscan dinner at a local winery estate
  • A wine paired with each course of the dinner
  • Vegetarian and vegan menus are available on request
  • For logistical reasons, the visit to Greve may be replaced by a visit to another local village in the Chianti region
“10/10 day. We had such a good time – it was stinking hot so the afternoon/evening was much more pleasant. Both wineries had wonderful guides who spoke to us in great detail about the wines. Antipasto platters at both. The dinner was delicious and SO much food. 6 tastings at the second winery! Good value despite the cost. It was nice to see Greve in Chianti town as well. Bus nicely air conditioned. Would highly recommend!” Sophie from Australia

3. Tuscany Wine & Food Tour with Guide

⭐️  RATING:  4.9/5 Stars | ⏳  TOUR LENGTH:   8 hours

Embark on an enriching tour that highlights the best of Tuscany’s wine culture. Visit three distinct wineries for three delightful wine tastings, allowing you to savour the diversity of local vintages.

A light lunch crafted from the finest local ingredients complements your tasting journey.

You’ll also have the opportunity to explore the charming village of Greve, making this tour a perfect blend of wine, culinary experiences, and cultural exploration.

  • An English-speaking tour guide
  • Guided visit to three different wineries with wine tasting and olive oil tasting
  • Light lunch at a hilltop wine estate with the winery’s own wines and products
  • A vegetarian menu can be available on request when booking
  • Only a couple of comments mention the lunch being underwhelming – 3 courses include cold antipasti, homemade pasta dish, dessert
  • The maximum group size is 25 people
  • Chianti area produces mostly red wines, so the tastings will be predominantly red wines
“It was an extraordinary day. Our guide Sofia was outstanding. She gave us a lot of interesting, exciting and relevant information. She was funny, caring and attentive. The ride was smooth, the driver was professional and knowledgeable. The 3 vineyards visited were well chosen. I loved the 1st. The resource person was A1. Super interesting and knowledgeable. The 2nd, beautiful site and good food, dinner was very good. The guy knew his products well. Good tasting. The 3rd… a big wow, no spoilers. Good wines and, again. The resource person was really good. I highly recommend this activity.” Patrice from Canada

From Montalcino & Montepulciano: 3 Wine Tour of Tuscany

rooftops with moutains on tuscany wine tours

1. Guided Winery Tour & Gourmet Tasting

⭐️  RATING:  4.8/5 Stars | ⏳  TOUR LENGTH:   2.5 hours

Experience the essence of Tuscan wine heritage on this tour as you explore a renowned Brunello winery nestled in Montalcino.

Dive into a curated tasting adventure by selecting from an array of six exquisite Brunello wines that define this esteemed region’s viticulture.

Winery Tour Tuscany Details (what’s included):

  • Dynamic Brunello Cru Tasting includes: 6 Brunelli wine tastings made up of 1 vintage Brunello, 3 Brunello Cru & 2 Brunello Cru Riserva
  • Signature Corte Pavone Tasting includes: 6 Brunelli wine tastings made up of Le Perle di Pavone Spumante, Rosso di Montalcino, Levante, Brunello di Montalcino, Brunello Cru, Brunello Cru Riserva
  • All Brunello wines are red
  • Visit one winery only, with a very brief introduction of the winery and the Brunello
  • No transportation, meet at the wine estate
“All 14 members of our family including grandchildren were lucky enough to attend this lovely wine tour with wonderful wine tastings paired with appetizers. The winery itself is beautiful on acres of rolling countryside as is the building you get to experience the wine and food. The guide was very informative on the process of making wine but kept the outside experience quick as it was extremely hot The 3 bruenella wines they served were fantastic. They also had a merlot and rose that were quite good all paired with delicious appetizers. A great family memory for us and we highly recommend the tour!” Liz from Canada

2. Montepulciano Wine Tasting and Cellar Tour

⭐️  RATING:  4.8/5 Stars | ⏳  TOUR LENGTH:   1 hour

Delight in a flight of five meticulously selected Montepulciano wines that showcase the region’s distinct terroir.

Accompanied by an assortment of local pecorino cheese and rich olive oil, this experience tantalizes your taste buds. Get a quick glimpse on a guided tour of the wine cellar, uncovering the intricate processes that contribute to the creation of these exceptional wines.

  • A flight of 5 local wines
  • A selection of Pecorino cheeses, bruschetta and olive oil
  • No transportation, you meet at the specified address, make Monteplucanio your home base with one of these places to stay
“I highly recommend this tour! Absolute fantastic guide, who not only had a great knowledge of the wine, but was also able to put it in context with the history of Montepulciano. The wine cellar is much more impressive than I had imagined. The tour lasted a little longer than indicated; I would say that the wine and snacks alone were worth the money” Thomas from Germany

3. Brunello Wine Tasting & Lunch in a Tuscan Castle

⭐️  RATING:  4.6/5 Stars | ⏳  TOUR LENGTH:   1.5 hour

Against the backdrop of a medieval castle, indulge in an authentic Tuscan lunch that captures the essence of the region’s culinary specialties while sipping on a flight of 3 wines. Brunello wines are famously some of the best wine tasting in Tuscany.

  • Winery and castle tour
  • A sommelier hosts wine tasting and 3-course lunch
  • English speaking guide
  • No transportation, you meet at the specified address
“It was a perfect afternoon in an historic castle where we learned a lot about the wine making and enjoyed a lovely lunch with absolutely superb wines. Every wine we tasted was smooth and just perfectly suited the course we were eating. I would recommend this your to everyone!” Shirlee from Canada

From Rome: 3 Best Wine Tours in Tuscany Italy

2 chairs and rolling hills on tuscany wine tours

1. Siena to San Gimignano Tuscan Wine Tour

⭐️  RATING:  4.7/5 Stars | ⏳  TOUR LENGTH:   10 hours

From Rome, explore the UNESCO Italian city of Siena and the charming town of San Gimignano, each brimming with history and character.

Enjoy a leisurely lunch at a scenic wine estate, including a wine tasting.

  • Lunch with wine tasting at a winery estate near San Gimignano
“From the beginning it is a very good experience. The tour is private, they do not take more people than those requested when requesting it. Both the guide and the driver are very friendly people and they explain every detail important points of the journey. Two incredible main cities are visited, as well as the most emblematic churches in the area. Lunch in the vineyard is very good, you have to speak English. The only thing that we didn’t do it, was learn about the production of the wine which came in the description. But everything else is incredible, the landscapes are the best.” Octoavio from Mexico

2. Tuscany Day Trip with Lunch and Wine Tasting

⭐️  RATING:  4.7/5 Stars | ⏳  TOUR LENGTH:   13 hours

Enjoy a guided tour of Montepulciano, a charming medieval town. Discover the serenity of the Abbey of Sant’Antimo through a guided tour that offers a glimpse into its ancient allure.

Relish a traditional 3-course lunch, paired with local wines, in an authentic vineyard wine cellar, creating a perfect culinary fusion.

Lastly, savour the freedom of free time in Pienza, allowing you to wander through its charming streets and soak in the local atmosphere. Then it’s back to Rome, just one of the reasons why it makes for a great home base to explore places like Tuscany.

  • Guided tour of Montepulciano
  • Guided tour of Abbey of Sant’Antimo
  • Traditional 3-course lunch with local wine pairings, seated in an authentic vineyard wine cellar
  • Free time in Pienza
  • This tour requires a considerable amount of walking
  • Entrance to churches requires appropriate dress where shoulders and knees must be covered. Entry may be refused due to improper dress
“The day trip was amazing especially due to our excellent guide Andreas. He was well educated about the regions history and was able to deliver the info in easygoing way. We learned a lot about Rome and Tuscany. The schedule was reasonable and we got to see a lot without being in a hurry. The food and drinks at the winery were also great.” Jukka from Finland

3. Private Day-Tour of Tuscany

⭐️  RATING:  4.5/5 Stars | ⏳  TOUR LENGTH:   10 hours

Take an exclusive private tour from Rome , venturing through the captivating Val D’Orcia region. Discover the historical hill towns of Montepulciano and Pienza, each steeped in charm and heritage.

Indulge in a wine tasting experience in Nobile. This personalized journey allows you to explore the heart of Tuscany at your own pace, which means easy stops along the way for photos.

  • This is not a guided tour, but private transportation (Mercedes car or Minivan)
  • An English-speaking driver
  • Hotel pick-up/drop off
“We were so impressed with our adventure into Tuscany! Mauro was a wonderful guide/driver, providing information and insight into the area, the olive groves, vineyards and history. I would go back in a heartbeat and will definitely use get your guide services. A wonderful experience and an exceptional value!” Sharron from USA

From San Gimignano: 3 Wine Tours Tuscany

rolling hills on tuscany wine tours

1. Truffle Hunting with Lunch & Wine Tasting

⭐️  RATING:  4.6/5 Stars | ⏳  TOUR LENGTH:   3 hours

Engage in a guided truffle hunt alongside trained dogs, unearthing the elusive treasures of the earth. Following the hunt, savour a delectable lunch accompanied by wine and olive oil tastings, expertly curated by a sommelier.

Wine Tour Tuscany Details (what’s included):

  • Truffle hunt
  • Wine and olive oil tasting
  • Authentic Tuscan lunch

Things to Note about this Wine Tasting Tuscany Tour :

  • English-speaking guide (who may also speak French, Portuguese, or Spanish)
  • A couple of comments noted that the lunch did not have any of the truffles
“This is a must do activity, amazing experience! The guide very nice and friendly, the dogs also smart and friendly. We learnt a lot and had a great time getting and eating the truffles. Winery is also very good and was one of the best wine tasting experiences.” Erika from Brazil

2. Chianti Half-Day Vespa Tour with Lunch

⭐️  RATING:  4.9/5 Stars | ⏳  TOUR LENGTH:   4.5 hours

Take a thrilling adventure through the picturesque Chianti region as you ride Vespas along winding roads that showcase stunning hillside vistas.

Pause along the way to capture breathtaking photos that encapsulate the beauty of the landscape.

Enjoy a light lunch at a local winery, adding a delightful culinary touch to your exhilarating journey through this iconic Italian countryside.

  • Rental of Italian Vespa (50cc) with helmet and insurance
  • Authentic Tuscan meal
  • English-speaking guide
  • Small group, up to 7 people
  • Driver’s licence is required (with driving skills test before the tour)
  • Bring a credit card (for insurance purposes)
  • The minimum age is 18
  • Not suitable for people with mobility issues
  • If there is heavy rain, alternate transportation will be provided
“Our guide, Vincenzo, was extremely patient and knowledgeable. Our group didn’t start the day expecting to learn so much about San Gimignano, but we were pleasantly surprised! This is a great activity for a mix between culture and entertainment. Vincenzo is the perfect guide for someone who is fairly new to driving a Vespa, but wants a challenge. He is a guide, sommelier, and photographer all in one, and he will make sure everyone enjoys their trip! The food and wine was also incredible.” Gage from USA

3. Romantic Vineyard Lunch

⭐️  RATING:  n/a Stars NEW Tour | ⏳  TOUR LENGTH:   2 hours

Delight in an authentic Tuscan experience with a leisurely lunch set amidst the enchanting vineyard rows. Your host will serve their wine and olive oil.

Following lunch, take a tranquil stroll through the gardens and vineyards, allowing you to fully appreciate the natural splendour of the surroundings.

  • Tuscan lunch in a vineyard setting
  • English-speaking guide (may be able to accommodate in French, Spanish, and Portuguese)
  • Sunscreen (there may not be any shade)
  • In the event of adverse weather conditions, the tour may change locations
“We had an absolutely amazing time at a romantic vineyard in San Gimignano for a wine tasting experience. It was truly exceptional, with top-quality wines, an intimate atmosphere, and a knowledgeable instructor who guided us through a variety of wine types. I highly recommend this place for its incredible setting and superb service. Fernando was incredible!! Very generous he went above and beyond to make our experience the best.” Lauren from UK

From Siena: 3 Best Wine Tours of Tuscany

rolling hills with tall trees on best tuscan wine tours

1. Pienza and Montepulciano Small-Group Tour

⭐️  RATING:  5 Stars | ⏳  TOUR LENGTH:   8 hours

The first stop on this tour is the Renaissance town of Pienza, where history comes alive in its charming streets.

Enjoy a delightful lunch at a nearby sheep farm, where you’ll learn about the art of crafting pecorino cheese.

Continue your journey to the hilltop town of Montepulciano, exploring its charm. Uncover the secrets of winemaking with a visit to a wine cellar and a tantalizing wine tasting that complements this enriching adventure.

Wine Tuscany Tour Details (what’s included):

  • Visit Pienza known for its pecorino cheese and Renaissance architecture
  • 3-course lunch at a sheep farm
  • Visit Montepulciano to a wine cellar and tasting

Things to Note About this Tuscan Wine Tasting Tour :

  • Small group tour, limited to 8 people
“A lovely trip to Pienza and Montepulciano with stops for coffee in the morning, yummy lunch at a sheep farm where we got to try different local cheeses and a wine tasting in Montepulciano. Our guide Mattia was great, very friendly with lots of knowledge and information about the places we visited, wine production and also about Tuscany overall. The small group tour is really well-organised. Definitely recommend.” Shilpa from Germany

2. Brunello di Montalcino Guided Wine Tour with Lunch

⭐️  RATING:  4.9/5 Stars | ⏳  TOUR LENGTH:   9 hours

From Siena , visit three esteemed wineries featuring Brunello wines, each offering a unique tasting experience.

Enjoy a heartwarming lunch at a family-run winery, savouring local flavours.

Explore the charming town of Montalcino and the serene Abbey of Sant’Antimo, adding a cultural touch to your wine journey through this enchanting region.

  • Visit a winery
  • Visit the village of Montalcino
  • Lunch at a family-run winery including wines produced by the winery
  • Visit the Abbey of Sant’Antimo
  • Visit a third winery
“Only a fool would pass up this chance to learn, drink, and enjoy a perfect day in Montalcino. Perfetto per tutti! Mattie made it fun and educational. Book this trip if you want to drink great wine, understand it, and enjoy traditional, fantastic food.” Traveller from USA

3. Chianti and Castles Tour with Wine Tastings

From Siena head to the picturesque Chianti region. Immerse yourself in the world of winemaking with visits to two distinct wineries.

Take advantage of free time to explore a charming small village and its historic castle, adding a touch of local culture and history to this half-day tour.

  • Visit 2 Chianti wineries
  • 1 wine tasting
  • 1 olive oil tasting
  • Not suitable for wheelchair users
  • At the second winery stop, the wine tasting is not included
“Two wine tastings & several other really interesting stops including castles along the way. Our guide Daniel was excellent. Everything ran like clockwork.” David from UK

FAQs About Tuscany Wine Tours

What are tuscany wine tours.

Tuscany wine tours are guided experiences that take you through the region’s picturesque vineyards and wineries, offering insights into winemaking processes, tastings of renowned Tuscan wines, and a glimpse into the local culture.

How do I book a Tuscany wine tour?

You can book Tuscany wine tours through tour operators, wineries’ websites, or booking platforms. Choose tours that match your preferences, whether it’s a full-day tour, a private experience, or a group excursion.

Are Tuscany wine tours suitable for beginners?

Yes, Tuscany wine tours cater to all levels of wine enthusiasts, including beginners. Guides provide informative explanations about wine production and tasting techniques.

What can I expect during a Tuscany winery tour?

During a Tuscany winery tour, you can expect to explore vineyards, learn about grape varieties, visit cellars, and enjoy wine tastings. Some tours also include food pairings.

Are Tuscan wine tours guided?

Yes, most Tuscan wine tours are guided by experts who share their knowledge of local wines, vineyards, and the history of winemaking in the region.

Can I join a Tuscany wine tasting if I don’t drink alcohol?

Yes, even if you don’t drink alcohol, you can still enjoy Tuscany wine tours. Many tours offer non-alcoholic alternatives like grape juice or focus on the cultural and scenic aspects of the region.

Are Tuscany winery tours available year-round?

Yes, Tuscany winery tours are available throughout the year. Seasons offer different experiences; harvest time in the fall and blossoming landscapes in spring can be particularly rewarding.

What are the main wine regions in Tuscany?

Tuscany is known for its various wine regions, including Chianti, Brunello di Montalcino, and Montepulciano. Each region produces distinct wines, often accompanied by scenic views

Are reservations required for Tuscany wine tours?

Reservations are recommended, especially during peak tourist seasons. Booking in advance ensures availability and helps you tailor the tour to your preferences.

If you LOVE EUROPEAN TRAVEL or planning a TRIP TO EUROPE,  subscribe to my website ! I will share my love of Europe with you, along with travel planning tips and inspiration. And, you’ll get a  FREE gift for signing up – 30 Bucketlist Places in Europe!  Join, and let’s be travel friends!

As a Holidaymaker

Embarking on any of these best Tuscan wine tours is an experience that will delight all your senses and leave you with memories to cherish for a lifetime like they did for me! It will only elevate your Italy weekend break to add one of these amazing experiences to your itinerary.

From the breathtaking views of rolling vineyards to the elegant tasting rooms and the warm hospitality of the winemakers, every moment is filled with beauty and joy.

So grab a glass, savour each sip, and let yourself be transported on an unforgettable adventure through this enchanting region. Cheers!

To read more, head to my Italy Travel Guide page next.

grassy rolling hills on best wine tours in tuscany

Creator, Founder of Dream Plan Experience

She specializes exclusively in European travel and crafting unforgettable day trips within her home province of Ontario, Canada.

She has been travelling to Europe for over 35 years and has lived abroad in Germany twice. Revisiting countries and exploring them extensively to create in depth travel itineraries, destination guides and helping travellers plan their trips to Europe through her customized services.

She also is a co-partner in a woman-led company that offers luxury retreats in Europe offering immersive cultural experiences.

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Brunello the big red.

Brunello the big red - shared Wine Tour

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  • Tuesday, Thursday and Saturday, from March until November

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Castle and Chianti wine tour

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Truffle Hunting & Wine Tasting

Truffle Hunting & Wine Tasting - shared Wine Tour

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Tuscany wine region

Explore the best wineries in tuscany.

Just getting started on your wine journey, or jumping back in? Taste through a selection of a great local wines.

Displaying 1-3 of 290 wineries

Azienda Agricola Purovino

Azienda Agricola Purovino

Explore Maremma's wines at Azienda Agricola Purovino: sustainable practices, sulfite-free wines, and immersive sensorial experiences in the Tuscany wine region

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Sanlorenzo - The best winery in Tuscany with pure tradition, authenticity, and an open outlook toward the future of winemaking

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Travel Guide to Tuscany Wine Region

Vineyards and olive groves reach out across rolling hills, distant landscapes dotted with farmhouses and castles, and ancient roads lined by cypress trees! This is what surrounds you as you breeze through the Tuscan hills on your cerise-coloured Vespa! Is this what your Tuscan dream looks like? Then let me tell you, this is not a dream; the Tuscany wine region has all this and more to offer! From world-class wines to refined gastronomy, a rich history and cultural heritage, Tuscany vineyards are a microcosm of all Italy 's delights.

Are you starting to plan your trip to Tuscany wine region? Check out our wine tastings & tours in Tuscany !

Preview: WineMasters Italy, Tuscany (S2E3)

Discover Tuscany wine region through our travel guide:

Tuscan wines

Where to taste them

Where to go

What to eat

Landscape of Tuscany wine region, Italy

Tuscany Wine Region - Home to Some of the World's Most Iconic Wines

Surrounding the city of Florence, the heart of Tuscany, lie the distinguished wine regions of Chianti Colli Fiorentini and Chianti Rufina. These areas, steeped in a rich winemaking tradition, produce some of the most appreciated wines in the world. With vineyards that stretch across rolling hills and ancient wineries nestled amidst stunning landscapes, these regions offer an unparalleled wine experience. The wine estates near Florence blend centuries-old winemaking techniques with the charm of Tuscan hospitality, presenting not just remarkable wines but also a journey into Italy's rich cultural heritage.

Tuscany wine region stretches picturesquely along the Ligurian coast in Italy and is one of the most prestigious wine-growing regions in the world. Tuscany vineyards borders the regions of Liguria to the northwest, Emilia-Romagna to the north, Marche to the northeast, Umbria to the east and Lazio to the southeast. Owing to optimal geological and climatic conditions, the wineries of the region produce high-quality Tuscan wines with a unique touch. On the barren limestone soils of Tuscany vineyards, the vines are spoiled with plenty of sun and rain. Internationally popular wines such as Brunello di Montalcino , Chianti or Vino Nobile from Montepulciano and Super Tuscans thrive here and they are on the list of every wine collector.

Wines from The Land of Sangiovese

Among the best known and most important wines is the Chianti Classico . Originally served in its well-known straw-wrapped wine bottle, the fiasco , which had fallen out of favour but is now making a bit of a come-back. The grapes all come from the same region in Tuscany and are grown only in a strictly limited area between Siena and Florence. Sangiovese which forms the majority of the Chianti blend is a thin-skinned grape, so it makes translucent Tuscan wines. Chianti Classico wine can vary from light-bodied to full-bodied according to the producer and the terroir where it is produced. It is a robust yet fruity wine that displays among other things an aroma of sour cherries.

Brunello di Montalcino is one of the most famous red wine provinces in Italy and is also made from the Sangiovese grape ( Brunello , meaning "the little brown one" is the local Sangiovese clone) in strict accordance with DOCG rules. Thus, the wine must ripen for at least 24 months in the wood barrel and may not be released until the beginning of the 5th year after the harvest. It is not surprising that Brunello is the most expensive "classic" Tuscan wine.

Vin Santo is the typical dessert wine of Tuscany wine region. It is made from the white grape varieties Trebbiano and Malvasia . The grapes are hung on roof beams and dried. After pressing, the wine matures for at least three years in small oak barrels. Typically they give you almond biscuits called Cantucci to dip into the wine and taste it like this.

Tuscany Map

Discover the main wine growing areas on Tuscany map.

Tuscany Wine Region Map

Super Tuscans - Revolutionary wines

The story of rebellious winemakers

Anyone who knows Italian bureaucracy, especially in viticulture and winemaking, will know that changing rules in Italy is not an easy task. However, In the 1970's several winemakers in Tuscany vineyards started a revolution in winemaking. The first step was the release of wine Sassicaia by Mario Incisa Della Rocchetta and later followed by famous Antinori with wines Tignanello, Solaia, Ornellaia, etc.

What was so special about Super Tuscan wines? winemakers went against the regulations and traditions by using international grape varieties in Super Tuscan wines, and even though the wines had superior quality, they were still classified as table wines (Il vino da Tavola). When the international press had to write about these unlawful wines, describing them as table wines could not do them justice. This is how the term "Super Tuscan" was born.

Eventually, winemakers reached their aim, and the classification system of wines went through some substantial changes. The popularity of Super Tuscan wines forced the government to create another acronym IGT(Indicazione Geografica Tipica) In 1992, which allowed winemakers to experiment more with grape and blending choices.

Currently, there are around 100 wineries experimenting around different international and local grape varieties. Check out the list of wineries in Tuscany and learn more about their wine story!

Grape Varieties of Tuscany Wine Region

The queen of Tuscan grape varieties is undoubtedly Sangiovese : with more than 100,000 hectares, it occupies more than 10% of the Italian vineyards. Tuscan wines contain a lot of tannin and acid, but relatively little colour. It is the main grape variety for Chianti or for Brunello di Montalcino, one of the most prestigious wines in Italy. For the Vino Nobile di Montepulciano also a Sangiovese clone is used, in this case, the grape Prugnollo Gentile. Also, Canaiolo and Merlot are represented in the region and since the advent of the Super Tuscans also Cabernet Sauvignon and Cabernet Franc .

As for white grape varieties you will find:

Vermentino, Malvasia, Trebbiano, Chardonnay , Pinot Grigio , Moscato, Vernaccia

Tuscany_Vineyard_Landscapes

What to Expect from Tuscan Wines?

Typically, dry wines are produced in the Tuscany wine region, which appears rather light in the body. A freshly opened and not long-aged Tuscan wine reminds the nose of cherries, sometimes also sour cherries and red currants. On the palate, you can feel the racy acidity of young wines, which are reminiscent of red berries and have a more herbal character.

More concentrated wines can be found among the more highly classified Tuscan wines such as from Chianti and among the best riservas from Brunello and Vino Nobile. These combine a richer, fuller aroma with balanced tannins.

Top Wineries to taste wines in Tuscany Wine Region

An authentic wine experience should start from the wineries in Tuscany, where you will be given a taste of Tuscany vineyards in a glass of Sangiovese labelled and made according to regulations where you go. And of course, all these are accompanied by local specialities and a good storyteller, who will take you back to history.

Have a look at some of them bellow:

gardens-of-malenchini

Azienda Agricola Malenchini

Located in the heart of Chianti, Colli Fiorentini, the Malenchini Farm is managed by Diletta Malenchini. The Malenchini Family has owned and managed the company since 1830 in the Medici Villa of Lilliano.

1d122661-inside-tenuta-villanova-building Edvfqs

Azienda Agricola Villanoviana

Committed to producing one of the newest but most prestigious wine appellations in Italy, Azienda Agricola Villanoviana has been operating since the mid-2000s in Bolgheri near Livorno in Tuscany wine region. 

balcony-for-tasting-camigliano

Camigliano Castle 

Camigliano is one of the old wineries located in Montalcino. The historical castle extends up to an area of 530 hectares, surrounded by lush vineyards and a beautiful countryside. 

Where to Stay in Tuscany?

Hotel Salus Terme

Featuring a wellness centre with various swimming pools, a hot tub, and a sauna, Hotel Salus Terme is just outside the centre of Viterbo. It has a garden, elegant rooms and a gourmet restaurant.

Palazzo Catalani Resort

Palazzo Catalani is a regal 17th century estate that invites Guests to unwind in the medieval village of Soriano nel Cimino. Relax amid the well-manicured gardens or spend the afternoon in the lounge with a good book.

Cottage Beach Vico

Set within the Lake Vico Nature Reserve, 20 km from Viterbo and 66km from Rome, Cottage Beach Vico offers accommodation in Caprarola. Guests can enjoy a garden, as well as a private beach on the lake shore.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo is a former patrician villa built in 14 th century, situated in medieval centre of Radda in Chianti. At the wellness and fitness area you can enjoy massages, sauna, Turkish bath, sun terrace and a heated indoor swimming pool.

Places to Visit in Tuscany Wine Region

Val d'orcia - the essence of tuscany.

When you think of Tuscany wine region, do you also have that image of rolling hills, green vineyards, and picturesque Italian cities in mind? To realize that image, you need to go to Val d'Orcia. In this valley, which stretches from the hills of Siena to Monte Amiata, the famous hilltop towns of Montepulciano , Montalcino , San Gimignano , Pitigliano , Bagno, and Vignoni are strung like pearls on a chain. The entire area is part of the UNESCO World Heritage, and each of the small towns has its own special feature. For example, Vignoni offers the Bagno Vignoni monumental bath, which you can enjoy as a romantic trip for two or as a family fun activity. Let yourself drift back to Etruscan times.

Siena - Medieval Tuscany

This city, also a UNESCO World Heritage site, is best known for Palio, the hardest horse race in the world, held twice a year. Further, this charming town also offers characteristic narrow streets flanked by brick buildings. The Piazza del campo, as the heart of the city, is one of the largest medieval squares in the world and has an unmistakable peculiar shell-shape. In this place, you will find the Torre del Mangia from where you have a breath-taking view over the town.

Medieval city of Siena, Tuscany, Italy-2015-min

Another must-do is a visit to the cathedral with its black and white facade. The special thing about the church hides inside: the floor is full of esoteric symbols and religious stories that are dedicated to the Assumption.

Check out our list of wineries near Siena to discover amazing wine experiences.

Volterra - a Medieval Gem

What to visit in Volterra?

The bell tower of the central Palazzo dei Priori , decorated with medieval frescoes, offers a panoramic view over the city and is thus a first good starting point for orientation. The city's ancient defensive walls are not only a great place to hike and take photos, but also have great views of the surrounding countryside.

Piazza Duomo is home to beautiful medieval buildings made of precious materials, including the famous Carrara marble. Inside these buildings are some magnificent works of art from the 16th and 17th centuries. In the archaeological area of Vallebuona , there is a magnificent theatre from the 1st century AD and is considered to be one of the most beautiful and best-preserved theatres of that time.

Voltera_Tuscnay

Tuscany's Nature - Stunning Views, Lush forests, Crystal Clear Water

Surrounded by mountain ranges and the Mediterranean, Tuscany wine region surprises with a multi-faceted nature. Formed cultural landscapes, dense forests, wetlands and Mediterranean scrubland characterize the face of Tuscany.

National Park of the Tuscan Archipelago - Heavenly Beaches and Crystal Clear Water

The seven Tuscan islands lie in the clear waters of the Tyrrhenian Sea and bear the beautiful names Elba, Giglio, Capraia, Gorgona, Pianosa, Giannutri and Montecristo. Large parts of the landmass and 60,000 ha of sea surface are under protection, the national park is the largest marine park in Europe. Elba, the third largest island in Italy, is a land of sights and attractions, making it worth a visit to the island for a few days. The remainder of the six islands each have their own characteristics, but they all share wild nature and characteristic landscapes.

Maremma Park - Mountain Paradise

Greenheart of the Maremma Natural Park, called by the Tuscans "Uccellina" (limestone cliffs dominating the southern and central parts), extends over 10,000 hectares between Principina a Mare (about 20 km south of Castiglione della Pescaia ) and Talamone. It was established in 1975 as a natural park and today is a nature reserve south of Grosseto, Magliano in Toscana and Orbetello. Within the park, you will find all the typical landscape features of the Maremma, such as dense forests, historical finds, pristine beaches, and vast pastures. More routes are possible to visit the Natural Park of Maremma. Even 16 routes on foot, 4 on the bike, 4 on horseback, 4 in the carriages, 2 in a kayak. Find your preferred way to explore the park.

Harvesting grapes on a tractor in the vineyard of the Val di Toro winery.

20 minutes drive from Maremma Park, you will find Azienda Agricola Val di Tor run by a family, which has become a stellar example of environmental sustainability in wine production.

Azienda Agricola Val di Toro invites you to visit and experience the elegance of its territory and the tuscan wines produced here.

The Parks of Val di Cornia - Garden of Tuscany Wine Region

Val di Cornia also is known as the Garden of Tuscany because of the stunning beauty that thrives here in all its glory. Enjoy relaxing hikes through oak forests, olive groves, vineyards and along winding streams that splash in the undisturbed nature of the valley through the natural parks of Baratti and Populonia. Nature lovers will enjoy a hike through the pretty park of Montioni in Suvereto and the park Poggio Neri in Sassetta. Or go on a day trip along the coast and enjoy some relaxing hours in the sun on the beach of Spiaggia Lunga. Or participate in some water sports such as surfing or snorkelling in the Gulf of Baratti, Cala San Quirico or Buca Delle Fate; all within a short distance of Val di Cornia.

Discover the ultimate Tuscany Wine Tour experience with our expert guides , and embark on unforgettable Guided Wine Tours in the heart of Tuscany.

Taste the Refined Down to Earth Kitchen of Tuscany Wine Region

Cuisine of Tuscany wine region is very diverse due to the fact that Tuscany is situated by the sea, but also provides forests with game and meadows for animal husbandry. By comparison, Tuscany is considered a food rich region with a long tradition. There are many bean dishes available and also sweet chestnut dishes as chestnut trees are abundant in Tuscany wine region. Above all, the very high-quality Tuscan olive oil is very much used in the kitchen. Some regional wineries are able to propose you a perfect food and wine pairing.

Lampredotto Sandwich - Eat Like a Fiorentino

The dish is related to the tripe but does not consist of rumen like this but of the darker and more delicate abomasum of the cattle. The abomasum is cooked in a broth with tomatoes, onions, and parsley. Then it is either done in the style of Bollito misto or, typically Florentine, as a snack in a Sandwich eaten and is especially well-known in Florence.

Check out our list of wineries near Florence to discover amazing wine experiences.

Sandwich of Lampredotto - a typical Florentine dish found in Tuscany wine region

Panzanella - Tuscan Bread Salad

This bread salad is eaten in Tuscany all summer long. The recipe of the Tuscan bread salad stands for the characteristics of Tuscan cuisine: high-quality, yet frugal ingredients (such as ripe tomatoes and good olive oil) and a mostly simple procedure. It is best to have a sciocco bread which means that no salt is added to the bread that is typical for Tuscany. You also need good, fresh products from the vegetable garden, such as fresh, ripe tomatoes, aromatic basil, red onions, and virgin olive oil. Everything is mixed and eaten cold. Such a dish is saturating without feeling stuffed and is very refreshing in Italian summer.

Bistecca alla Fiorentina - The Pure Steak Pleasure

Bistecca Alla Fiorentina is a grilled Porterhouse or T-bone steak. The meat is cut from the whole roast beef. It slices up to 1300 grams and up to six centimetres thick slices from the fillet, the bone and the flat roast beef so that a T-shaped piece of bone remains in the steak.

The preparation takes place exclusively on the grill, whereby the meat piece is sometimes pre-painted with olive oil. After a short roast time, the steak is turned and salted on the cooked side. After the other side has been grilled for as long, you also salt them. Now the meat is covered with a piece of fresh butter or drizzled with olive oil and seasoned as desired with black pepper from the mill. It goes well with rosemary potatoes and a strong red wine from Tuscany.

Bistecca alla Fiorentina to taste in Tuscany wine region

Insider Tips about Tuscany Wine Region

Tuscany wine region, which is a dream plays for many is visited by millions every year. One of the most famous wine regions in the world offers a diversity of authentic wine tourism experiences in their open cellars and not only. Below, you will find insider tips provided by locals and the answers to the most frequently asked questions about Tuscany wine region.

Where to eat in Tuscany wine region?

Ristorante Boccon Di Vino

  • Address: Località Colombaio Tozzi, 201, 53024 Montalcino SI, Italy
  • Menu: Italian, Tuscan, Central-Italian ,  vegetarian and vegan options
  • Specialties: Pappa col Pomodoro, smoked Goose Carpaccio

Recommended by Tenute Corte Pavone

Pizzeria I Tigli

  • Address: Via Camporosolo, 11, 37047 San Bonifacio VR, Italy
  • Menu: Italian, Mediterranean, vegetarian options
  • Specialty: Pizza

Recommended by Usiglian Del Vescovo

Osteria Le Panzanelle

  • Address: Localita’ Lucarelli, 29, 53017 Radda in Chianti SI, Italy
  • Specialties: Meat, Pasta

Recommended by Monteraponi

Where to stay in Tuscany wine region?

Hotel Vecchia Oliviera

  • Address: Porta Cerbaia, 53024 Montalcino SI, Italy
  • Facilities and services: Restaurant, Mini Bar, Swimming pool

Castello Dell Nero

  • Address: Str. Spicciano, 7, 50028 Barberino Tavarnelle FI, Italy
  • Facilities and services: Room-service, 3 restaurants, wine cellar, Pool, tennis court, gym, yoga classes, wellness area

Palazzo Leopoldo

  • Address: Via Roma, 33, 53017 Radda in Chianti SI, Italy
  • Facilities and services: Restaurant, pool, spa, jacuzzi, fitness room, cooking classes

The best wine bars in Tuscany wine region

Tre Filari Siena

  • Address: Banchi di Sotto, 51, 53100 Siena SI, Italy
  • Wine menu: Regional, national and international wines

Enoteca Le Volte

  • A ddress:  Via Ferruccio, 12, 53011 Castellina in Chianti SI, Italy
  • Wine menu: Local Tuscan wines

Le Volpi e l’Uva

  • Address: Piazza dei Rossi, 1R, 50125 Firenze FI, Italy
  • Wine menu: Italian wines

What to do in Tuscany wine region?

Visit Museum   Palazzo Pretorio

  • Address: Piazza del Comune, 2, 59100 Prato PO, Italy

Take a thermal water treatment at Terme Di Saturnia

  • Address: Piazza Garibaldi, 9, 56034 Casciana Terme PI, Italy

Go for Truffle experience at Savinitartufi

  • Address: Piazza D’Ascanio Loc. MONTANELLI – 56036 FORCOLI (PISA)

Frequently Asked Questions about Tuscany Wine Region

1. where is the tuscany wine region located, 2. what are the most famous sub-regions and appellations in tuscany , 3. what are the main grape varieties in tuscany, 4. what is the best wine to try in tuscany, 5. what is a super tuscan red wine, discover tuscany with local wine guides.

Check out our local wine tour guides with their wine tour offers to have everything organized when visiting the Tuscany wine region.

Displaying 1-12 of 12 local wine guides

Saverio

We are specialized on Private and Small Group Wine Tours in Tuscany, (Chianti region)

Andrea

We have studied the best wine itineraries for you and know the best farmhouses in Tuscany. Last...

Antony or Ian

Antony or Ian

We are a multifaceted tour company based in Siena offering wine tours for 2-6 people in Chianti...

Aurea Travel

I am deeply passionate about Italian gastronomic culture and traditions. My colleagues at Aurea...

Stefano M

I grew up in Tuscany with my grandparents, farmers for generations who have taught me the love...

Simona T

We are not yet another tour operator selling stock tourist packages. As our brand name implies,...

Andrea P

My Great Tour, has been accompanying our clients to the most fascinating places in Italy for many...

Katarina, your guide through the Italian wine world

Katarina, your guide through the Italian wine world

Hi, I am Katarina, a Swedish gal in Italy. I have lived in Florence, Italy for about 20 years....

Michel

Hello! My name is Michel. I'm a professional English and French-speaking wine guide in Chianti...

Simone

My name is Simone. Florence, the hills of Fiesole, and Mugello are the places where I was born...

DiscoveryPisa

DiscoveryPisa

Discovery Pisa was born from the wish and desire of Andrea and Alessia, two authorized tourist...

Mirko

I am a travel addict and I like sharing with my hosts my passion. I love nature and everything...

Map of Wineries in Tuscany

Discover the locations of wineries in Tuscany

Subregions in Tuscany

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The BEST Tuscany Tours & Day Trips

Book wine tours, vespa experiences, cooking classes, and more.

15 Tours Found

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Tuscany Wine Tour by Vespa from Florence

Taste the food and wine of Chianti as you ride through the Tuscan countryside on a vintage scooter

Pisa and Lucca Day Trip from Florence

Book a stress-free trip to see the Leaning Tower of Pisa and Lucca's medieval walls in a day

Tuscany Wineland Safari from Florence

Get off the beaten track to explore vineyards, castles, food, and Chianti wine on this 4x4 day tour

Tuscany Wine Making Experience and Gourmet Dinner from Florence

Dine like Tuscan royalty and create your own Chianti wine blend on this small group VIP evening tour

Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome

Escape the city on a memorable journey through Umbria’s historic towns to taste fine local wines

Brunello di Montalcino Helicopter Tour from Rome or Florence

Take to the skies on the ultimate VIP Tuscany tour that includes wine tasting and a gourmet lunch

Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting

Wander through the medieval towns of Montepulciano and Pienza and enjoy a 3-course meal!

Private Wine Day in the Chianti Hills from Florence

Enjoy an intimate day trip tasting wine and organic food from local farms and vineyards in Tuscany

Authentic Tuscan Cooking Class in Florence with San Lorenzo Market

Create delicious pasta, tiramisu, and more with market-fresh ingredients and an expert local chef

Chianti Vineyards Tour and Wine Tastings from Florence

See two luxurious wine estates, taste local wine, and sample delicious produce on this half day tour

Tuscany Winery Tour and Gourmet Bites in Montalcino

Pair irresistible wine with delicious gourmet bites after strolling through picturesque vineyards

Brunello di Montalcino Winery Tour & Tasting

Sip wine and stroll through vineyards alongside an expert guide in the hills of Montalcino

Vintage FIAT 500 Self-Drive Tuscany Tour from Florence

Get behind the wheel of an iconic Italian car, cruising to the Tuscan countryside

Private Vintage FIAT 500 Chianti Tour with Driver from Florence

Cruise through the hills of Tuscany in style and dine at a Tuscan villa on this exclusive experience

Pizza and Gelato Cooking Class in a Tuscany Farmhouse in Florence

Pick fresh ingredients and learn to make authentic, Italian cuisine on an unforgettable day trip!

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Rome in a day tour with colosseum and vatican museums.

Explore the Sistine Chapel, St. Peter's Basilica, Roman Forum, Pantheon, Trevi Fountain, and more!

Special Access Colosseum Arena Floor Tour through the Gladiator's Gate

Walk in the footsteps of gladiators on the Colosseum floor and see the Roman Forum and Palatine Hill

Ultimate Palace of Versailles Tour from Paris

Breeze past the lines for the palace and gardens with a friendly English speaking guide

Privileged Entrance Vatican Tour with Sistine Chapel

Skip the line and gain direct access to the Raphael Rooms, Creation of Man, and St. Peter's Basilica

St. Mark’s Basilica & Doge’s Palace Half-Day Tour with Gondola Ride

Explore St. Mark's Square's most iconic attractions with skip-the-line tickets and an expert guide

Secrets of the Louvre Museum Tour with Mona Lisa

Get to know Venus de Milo, Liberty Leading the People, and Napoleon's Coronation like never before

Semi-Private Vatican Tour with Sistine Chapel

Enjoy a premium and exclusive tour of the Raphael Rooms, St.Peter's Basilica, and more!

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tuscany wine tour italy

11 BEST Wine Tours in Tuscany from Florence in 2024

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What are the best wine tours in Tuscany from Florence? How far is Tuscany wine region from Florence?

With my 100% Italian family still residing in the northern province of Cuneo (my maiden name!) and my grandfather’s homemade wine running through my veins, I can attest to Tuscany’s reputation as one of the best wine regions in Italy.

So, if you’re a wine lover visiting this iconic destination in Italy, you definitely don’t want to miss out on the region’s famous wines! From bold Chianti Classico to delicate Brunello di Montalcino, there are dozens of wine tours that will give you a taste of Tuscany’s impressive and diverse wine production that conveniently depart right from Florence.

But, in complete honesty… who wants to spend hours behind a computer researching the top wine tours from Florence trying to figure out which one is the perfect fit for their group? I do. And I did!

tuscany wine tour italy

Don’t have time to read the whole post? No problem!

The Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence is easily the #1 tour on this list!

⭐ 2,800+ 5-Star Reviews ⭐ 9 Wine Samples & 2 Olive Oil Samples ⭐Traditional Tuscan Lunch

This post was created by vetting dozens of local companies running their business out of Florence, among other popular regions in Tuscany. I scoured reviews, made note of what the tours included, and found the top 11 that are deserving of a spot on your Italian vacation!

I’ve also gone ahead and broken it down into the best overall tours for your money, the top private wine tours, the leading luxury wine tours in Tuscany, and for those of you who are short on time, even the best half-day Tuscan wine tours.

I’ve also included ample information after these tours on the best time to take a wine tour in Tuscany, how much these tours typically cost, if it’s actually worth taking one of these Tuscan wine tours, what to pack, and more!

11 BEST Wine Tours in Tuscany from Florence

🍷1. chianti wineries tour with tuscan lunch and san gimignano.

Many of the best wine tours in Tuscany from Florence book up months in advance

Possibly the #1 tour on this list for those who want to learn about the winemaking process and indulge in numerous wine samplings across multiple Tuscan vineyards, the Chianti Wineries Tour with Tuscan Lunch and San Gimignano should be high on your radar!

Guests are not only treated to air-conditioned transportation (a dealbreaker in the summer heat of Tuscany), but also a multi-course Tuscan lunch to round off this full-day tour. Departing from the Florence city centre, this tour also makes a stop at the medieval village of San Gimignano, where guests have free time to wander or enjoy a guided visit if they please.

With expert knowledge from your guide on how wine is made and produced in Tuscany, it’s easy to see why this all-inclusive tour is one of the most popular in Florence!

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

tuscany wine tour italy

Looking for one of the best full-day wine tours in Tuscany from Florence? Well, the Essence of Chianti Small Group Tour with Lunch was put at the top of this list for a reason! With visits to three exquisite wineries, a guided tour of the wine cellars (something not typically included!), and an incredible Tuscan lunch complete with numerous wine and olive oil tastings.

In addition to providing some time to discover the enchanting medieval village of Greve, situated on the outskirts of the iconic Chianti wine region in Tuscany, this full-day wine tour offers a comprehensive experience that is carefully paced and unquestionably worth every penny!

🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

tuscany wine tour italy

As crazy as it is to say, this tour has over 12,000 5-star reviews . Honestly, that’s all I would need to hear to book it, but it’s also good to note that this 11-hour tour provides a guided tour of Siena with entry to the Gothic Cathedral, allows ample time for exploring the stunning towns of San Gimignano and Pisa, and even an authentic Tuscan lunch at one of the most scenic wine estates in the region.

Need I say more? Well, you also get four immaculate wine tastings, all-day transportation in an air-conditioned vehicle, and a professional English-speaking guide able to answer your questions for the entire day.

Probably in the top 5 wine tours in Tuscany, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery is an easy yes in my book!

Private Wine Tours from Florence

🍷4. chianti wine tour with tuscan lunch open top van max 6 pax.

Only the best wine tours in Tuscany from Florence include Chianti Classico tastings

What better way to experience to sun shining over the vineyards in Tuscany than with an open-top van? This Chianti Wine Tour is the perfect choice for those wanting a more intimate wine tasting experience, or for anyone looking for one of the most scenic ways of seeing Tuscany!

Your knowledgeable guide will take you to two different wineries and provide history, tastings of fine wine, and a delicious Tuscan lunch inside a local cellar. I’ve also heard that these tour guides are wonderful about making quick stops along the way if they see a good photo opportunity!

And with a maximum of six people per tour, this is the ideal option for small groups or couples looking for a very small-group experience. Just know that if you only book 5 or less spots, there is always a chance that somebody else joins your group.

🍷5. Semi Private Deep Wine Chianti and San Gimignano from Florence

tuscany wine tour italy

Since there are extremely few options for fully private Tuscany wine tours that actually include wine tastings at the wine estates they’re bringing you to , I decided to include this “semi-private” tour instead.

This 8.5-hour tour has a group maximum of 8 people so you’ll still get that small group feel, and even includes a bottle of prosecco for your group in addition to your wine tasting, olive oil samples, and Tuscan lunch!

Plus, with free hotel pick-up and drop-off, this is a fantastic pick when it comes to private wine tours in Tuscany from Florence.

Luxury Wine Tours in Tuscany from Florence

🍷6. chianti safari: tuscan villas with vineyards, cheese, wine & lunch from florence.

tuscany wine tour italy

Easily the #1 tour on this list (at least in my opinion), the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence has over 2,800 5-star reviews with a highlight of riding in a 4×4 minibus that allows you to go off-roading in the hills of Tuscany!

During this 9-hour tour, you’ll visit two stunning wine estates and be treated to numerous wine tastings (9 to be exact), extra virgin olive oil samplings, and local cheese tastings, as well as an impeccable 3-course Tuscan lunch.

Guests who opt for the Chianti Safari tour versus other tours on this list will get to see some off-the-beaten-path spots in Chianti that many other visitors miss, making it one of the most unique and authentic experiences you could book in Tuscany.

🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery

tuscany wine tour italy

When it comes to small group wine tours in Tuscany from Florence, the Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting and Chianti Winery Tour is easily one of the top-rated and luxurious!

Not only do you get to explore the beautiful Tuscan countryside on horseback, but you’ll also enjoy an indulgent 3-course Tuscan lunch, some sightseeing time in San Gimignano, and a wine tasting at a local winery.

Definitely one of the best options on this list, it’s no wonder why this tour always books up months in advance!

🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

Some of the best wine tours from Florence include food pairings

Winner of Viator’s Badge of Excellence, the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing is a perfect option for those looking to visit multiple iconic Tuscan destinations in one day while still experiencing the region’s wine culture.

Departing from Florence, this full-day tour includes visits to the famous leaning tower of Pisa, the stunning medieval towns of Siena and San Gimignano, and a delicious Tuscan lunch complete with a wine pairing at a local wine estate.

Half Day Wine Tours from Florence

🍷9. small-group wine tasting experience in the tuscan countryside.

These wine tours in Tuscany from Florence offers amazing photo opportunties

This small-group Tuscany wine tasting tour from Florence has over 3,400 5-star reviews and for good reason! At just shy of 5 hours in duration, your impressive tour guide will jam-pack as much into this tour as they can.

With visits to two different wineries, both including several wine and olive oil tastings, you’ll get a full picture of the Chianti wine region in Tuscany in just half a day. Plus, you’ll get to sample cheese, salami, cured ham and bruschetta at the second winery!

This tour also includes transportation to and from Florence, so all you have to do is show up and enjoy the wine! If you’re looking for a quick and hassle-free way to taste delicious wines in Tuscany, this is definitely the #1 half-day tour on this list.

🍷10. Chianti Wine Tour from Florence

tuscany wine tour italy

One of the most affordable options on this trip, the Chianti Wine Tour from Florence is perfect for those on a budget but don’t want to miss out on experiencing Tuscan wine culture.

Lasting about 5 hours, this tour will take you to two different family-run wineries, where you’ll taste some of the region’s best wines including Chianti Classico. You’ll also get to enjoy a few tastings of traditional Tuscan food with stunning views of the countryside. Plus, transportation is included!

🍷11. Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting

tuscany wine tour italy

Now, I know this one is a bit different than the other tours on this list, but if you’ve been dying to take a pasta-making class while in Italy… why not combine it with a wine pairing? At just 3.5 hours long, the Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting is the perfect addition to your Florence itinerary!

You’ll spend the morning or afternoon in a 900-year-old Tuscan castle while learning how to make pasta from a local master . Plus, you get to eat your work! Not to mention, you get to enjoy 3 amazing wine options right from Tuscany with your lunch.

If you’re short on time and want to combine your lunch and Tuscany wine tour, this is the #1 option!

FAQ: Wine Tours in Tuscany from Florence

In this last section, I’ll be answering some essential questions in regard to these Tuscany wine tours including the best time to go on a wine tour, average cost, what to pack, and more!

What is the Best Time to Take a Wine Tour in Tuscany?

tuscany wine tour italy

The best time to take a wine tour in Tuscany is during the fall harvest season, from mid-September to early October .

This is when the grapes were most recently harvested at their ripest and most flavorful, making for an incredible wine-tasting experience! However, if you’re unable to visit during this time, don’t worry! Tuscany’s mild climate makes it a fantastic destination for wine tours year-round.

What is the Best Wine Tour in Tuscany from Florence?

The best wine tour in Tuscany from Florence, in our opinion, is the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence tour .

This full-day tour offers a unique and authentic experience, taking you off the beaten path to explore historic Tuscan villas and estates, enjoy wine tastings accompanied by local cheeses, and indulge in a traditional lunch complete with additional extra virgin olive oil tastings and epic with panoramic views.

Plus, the 4×4 minibus transport allows for a more immersive journey in the Tuscan countryside that no other tour on this list offers!

Is it Worth Taking a Tuscan Wine Tour?

The best time to go on one of these wine tours in Tuscany from Florence is between September and October

Tuscany wine tours are definitely worth taking if you’re interested in learning about the region’s famous wines, want to see a local wine cellar or vineyard, or even just are fond of wine tastings!

These tours offer a unique and authentic experience, and you’ll learn a lot more about the process of winemaking, the history behind it, and appreciate tasting the wines even more. Plus, you’ll get to visit stunning countryside landscapes and charming villages along the way!

How Far is Tuscany Wine Region from Florence?

Florence is actually the capital of the Tuscany wine region, so it’s quite close! The Chianti wine region near the city of Greve, one of the most popular areas for wine tours, is only about 40 minutes to an hour’s drive from Florence.

Can you Visit Wineries On Your Own in Tuscany?

tuscany wine tour italy

While it is possible to visit wineries on your own in Tuscany, it’s highly recommended to go with a tour guide or organized tour. Many wineries require advanced reservations to enjoy their wine tastings and visits to their vineyards which is much easier to do if you have a local company take care of it for you.

Plus, thanks to the affordability of many of these tours, they don’t often cost much more than doing a self-guided tour! Furthermore, they include transportation, a local expert guide, advanced reservations at the local wineries, wine tastings, and many times even lunch or snacks!

Without a doubt, opting for one of these wine tours in Tuscany from Florence will be well worth the extra investment for the added convenience and expert knowledge.

What Should I Pack for a Wine Tour in Tuscany?

For a comfortable and enjoyable Florence wine tour experience, here is a list of things you should consider packing:

  • Comfortable walking shoes : Girls, I know you want cute pics of your Insta-perfect winery outfit complete with heels and a sunhat, but many tours will include a lot of walking or exploring dirt-covered vineyards on foot.
  • Sunscreen and a hat : Speaking of hats, be sure to bring along some sunscreen as well to protect you from the sun, especially if you’re touring during the summer months.
  • Light jacket or sweater : Evenings in Tuscany and cool off significantly, plus it’s best to be prepared for rain or unexpected chilly weather.
  • Water and snacks : You’re going to be doing a lot of drinking, so it’s good to stay hydrated. Plus, if your tour doesn’t include lunch, you’ll be happy to have something to hold you over until you find your next Italian meal!
  • Camera or phone : You will want to capture the fun memories and beautiful scenery along the way!

Do You Need Reservations for Wine Tastings in Tuscany?

tuscany wine tour italy

Yes, it is highly recommended to make reservations for wine tastings in Tuscany, especially during peak tourist seasons . This ensures that you have a spot reserved at the winery and can also allow for a more personalized experience with the winemakers or tour guides.

Fortunately, all the wine tours mentioned above come with prearranged reservations for the wineries they visit. By choosing one of these tours, your reservations are already taken care of!

What is the Closest Wine Region to Florence Italy?

The closest wine region to Florence is Chianti, located about 40 minutes to an hour’s drive from the city . Other popular wine regions close to Florence include Montalcino and Montepulciano, both within a 2-hour drive from the city.

No matter which region you choose to visit, you’ll be treated to stunning views of rolling hills, charming villages, and of course, delicious wines!

Is Florence Good for Wine Tasting?

Most wine tours in Tuscany from Florence leave from the city centre

Florence is an excellent destination for wine tasting, as it sits in the heart of Tuscany – one of Italy’s top wine regions ! From Florence, you can easily access some of the most famous and beautiful wineries in Tuscany, including those mentioned in this guide.

There are also plenty of wine shops and enotecas (wine bars) throughout Florence, making it easy to sample and purchase a variety of wines during your trip. Plus, some restaurants offer wine tastings as well, giving you the opportunity to try local wines with a local meal.

What are the Best Wines To Try in Florence Italy?

Some of the best and most famous wines to try in Florence, Italy include Chianti Classico, Brunello di Montalcino, Montepulciano d’Abruzzo, and Vino Nobile di Montepulciano . These wines are all from the Tuscany region and are produced using traditional methods that have been perfected over centuries.

However, don’t limit yourself to just these famous wines – be sure to try a variety and discover your own favorites! With so many delicious options, you can’t go wrong with any wine tasting experience in Florence.

Can You Get to Chianti from Florence by Train?

Many wine tours in Tuscany from Florence that are 9+ hours allow you to see Tuscany at sunset

Yes, you can get to Chianti from Florence by train , but it will usually require at least one line change and often takes around 2 hours. If you don’t have a rental car, then the best way to travel between the two is via a guided tour with hotel pick-up and drop-off like the ones above.

Otherwise, you can take the local bus which usually costs about $10 one way.

How Much Do Wine Tours in Florence Cost?

Wine tours in Florence usually range from $50 to over $200 per person, depending on various factors such as the number of wineries visited, type of tour (group or private), duration, and inclusions like lunch or transportation.

The average cost for a group wine tour with transportation and visits to 2-3 wineries is around $100-$150 per person. Private tours, which offer more flexibility and personalization, tend to be more expensive, starting at around $150-$200 per person for a half-day tour.

Keep in mind that while these tours may seem pricey, they often include tasting fees, transportation, and sometimes even lunch or other food tastings, making them well worth the investment for a hassle-free wine tour experience.

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The best wine tours from Florence offer the perfect opportunity to explore Italy’s most famous wine region while simultaneously providing the chance to learn about the wine-making process with seemingly endless vineyards as the backdrop.

The best part about these tours is they take care of all the logistics associated with going on a wine tour in Tuscany without the stress of planning your own transportation and reservations! So don’t forget to pack comfortable shoes, water, sunscreen, and a camera before embarking on one of these top wine tours in Tuscany from Florence .

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Hey there! I'm Emily Concannon, a seasoned globetrotter who has backpacked her way across over a dozen European countries, immersing myself in the diverse cultures, languages, and cuisines of the region.

My passion for travel transcends personal experiences; I've spent years learning how to transform my globetrotting knowledge into personalized itineraries for fellow travelers worldwide.

With a tally of 26 countries (and counting!) under my belt, my day job involves extensive research on different countries which often leads me to booking a new adventure every chance I get!

Girl With The Passport

8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: November 21, 2023

Categories Europe

If you’re in Florence then you’re forbidden from leaving without taking a mega epic day trip to Tuscany.

I mean, not only is Tuscany SUPER close to Florence, but this region is home to rolling hills, medieval villages, incredible vineyards, and some of the best wine in Italy.

Now, sure, you can visit via train or hire a rental car in Tuscany . But, if you’re short on time – or just plan to drink like whoa – then book one of the best Tuscany wine tours from Florence instead.

Not only do these Tuscan wine tours from Florence make traveling a breeze, but they provide you with a stellar way of enjoying all of the area’s most epic highlights in a short amount of time.

Trust me, I have done tons of the best Chianti wine tours from Florence and 99.9% of them have been lovely. So much so that I’ve gone back and done even more wine tours.

So, if you love wine but want to quickly and easily see all that Tuscany has to offer then this post is for you.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour . It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence

1. from florence: tuscany wine & food tour with guide.

Aerial view of the vineyards in Tuscany.

⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

Prepare for an epic day of fun during this Tuscany Wine and Food Tour with a guide .

See, this is one of the best Tuscany wine tours from Florence that will introduce you to three organic wineries where you can sample a wide variety of local wines.

So, start this small group tour with a scenic drive through the Tuscan countryside before learning all about wine-making at the very first vineyard you visit.

Explore the farm and tour the cellar before heading to a hilltop estate where you’ll meet a local wine expert before sitting down to lunch.

You’ll try delicious olive oil and amazing balsamic vinegar during your light meal before taking a walk through the idyllic village of Greve in Chianti.

“What a fantastic day! It was amazing being able to try 3 different wineries. Most were red wine (which I’m not a fan of, but actually very much enjoyed on this trip) but there were also a few white wines. Lunch was awesome. Personally, the trip was little long, so I would recommend doing the shorter trip (everyone started getting car sick to some degree with all of the hills). But, the tour guide did a great job and I would definitely recommend this activity.” Matalin ( read more reviews now )

Enjoy some free time in the main square before ending the tour at a historic family-owned villa.

You’ll take in stellar views of Florence and can explore one of the most gorgeous gardens in Tuscany before ending your Tuscany wine tour from Florence.

2. From Florence: Small Group Wine Tasting Tour to Tuscany

A view of the green vineyards of Tuscany and the rolling hills of the region.

⭐️ Rating: 4.8/5.0 (1387 Reviews) Price: $96.39 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

If you’re looking for one of the best Tuscany wine tours from Florence that won’t take the entire day then book this Small Group Wine Tasting Tour to Tuscany .

Now, after departing from Florence in an AC-filled minibus, you and your group will make their way towards Chianti Classico.

Along the way, your English-speaking driver/guide offers in-depth commentary before visiting two amazing wine estates.

Enjoy three wines and fresh olive oil at the first place as you learn all about unique vinicultural practices.

“It was sensational. Fantastic guide, very good and comfortable transport. Short journey (45min) to the first winery and then the second is very close. Winery 1. Cheeses and breads with wonderful vinegars and oils + 4 wines (just the bottom of the glass). Winery 2. Cheeses, cold cuts and sausages, and bread + 5 wines (just the bottom of the glass). Possibility to buy wines, oils and vinegars on the tour. I thought the amount of wine was good, enough to make me neither sober nor drunk. I recommend going at the beginning of the trip, because if you make friends, they can be company for the next few days.” Rodrigo ( read more reviews now )

Continue to the second winery and sample a variety of wines and olive oils that are perfectly paired with local cheese, bruschetta, salami, and more. Seriously yummy food to say the least.

Yup, I loved this tour and thought that Raffaele and Alessio were both great. They shared a ton of great info and you got to try lots of great wines, olive oils, and balsamic vinegar.

It was a great way to get a taste of Tuscany without becoming totally exhausted by a massively long day trip.

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

girl friends toasting with wine glasses during a wine tasting in venice.

⭐️ Rating: 4.5/5.0 (4563 Reviews) Price: $53.18 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo bus stop Operator: Ciaoflorence Tours & Travel Details: Read more on Get Your Guide Now!

During this most excellent Chianti Wineries Tour with Food and Wine Tasting , you’ll drive to the Chianti region and visit two different wineries.

At the first stop, you’ll embark on a guided tour of the vineyard and learn about what a “Chianti Classico” distinction requires before sampling four incredible wines during an on-site tasting.

Your expert guide will explain each of the wines you’re sampling, teach you how to properly taste each one, and even give you local bread, cheese, olive oil, and salami to enjoy.

“Excellent tour – learnt something about wine; but that’s not really the point – had an excellent guide in Nathan and loved all the wines which we were served. The best place for us was the smaller winery where the tastings were excellent. Would recommend and def come back.” Neel ( read more reviews now )

Next, stop at a scenic overlook so you can admire the Chanti Hills before learning about wine production at the second winery.

You’ll even go on a quick guided tour of the vineyards and then sit down to enjoy three unique wines before returning to Florence.

4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

A view of the leaning tower of pisa and the white church sitting next to it as people stand near the bottom taking photos. You can see this and more during one of the best Tuscany wine tours from Florence.

⭐️ Rating: 4.4/5.0 (2895 Reviews) Price: $69.46 per person Duration: 12 hours 📍 Meeting Point: Sightseeing Experience Visitor Center Operator: Sightseeing Experience Details: Read more on Get Your Guide Now!

I love, love, LOVE this Pisa, Siena, San Gimignano, and Chianti Experience since it isn’t all about wine.

Yes, you’ll get to enjoy an amazing wine tasting. But, you’ll also get to see some of the top attractions in the region, making this one of the best Tuscany wine tours from Florence if you’re short on time.

So, your day will start with a lovely tour of Pisa. You’ll see the cathedral, the cemetery, the baptistery, and – DUH – the leaning tower before checking out a classic winery near San Gimignano.

Dig into an incredible Tuscan lunch and wine tasting before visiting the cobblestone streets, quaint squares, and local artisans of medieval San Gimignano.

“Barbara and Armando executed their roles admirably, ensuring seamless coordination throughout the tour. Navigating three major cities and historic sites was a pleasure, thanks to their competence. Barbara, our patient tour guide, adeptly managed the challenges posed by tardy and irresponsible attendees, displaying a commendable level of professionalism. Despite a few hiccups caused by irresponsible passengers, all individuals eventually boarded, and the return journey transpired without incident. The experience, albeit dramatic at times, was salvaged by Barbara’s unwavering professionalism. The driver’s exceptional skills contributed to a smooth and enjoyable ride. On the downside, the light lunch provided fell short of expectations. Regrettably, it resembled more of a simple snack with a sample wine tasting, and did not meet our culinary preferences. Nevertheless, the overall value derived from the expenditure was undeniably worthwhile.” Sam ( read more reviews now )

Afterward, stop to admire some panoramic views of Chianti before heading to Siena. Here, your guide will introduce you to Piazza del Campo and the cathedral.

You’ll then have free time to eat some panforte and shop for souvenirs before returning to Florence as the sun sets in the background.

So, all in all, this is one of the best Tuscan wine tours from Florence if you don’t feel like drinking wine all day but still want to see what this incredible region has to offer.

5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

Vintage red vespa in front of a green bush.

⭐️ Rating: 4.7/5.0 (132 Reviews) Price: $161.70 per person Duration: 6 hours 📍 Meeting Point: Florencetown Booking Office Operator: Florencetown / Towns of Italy Details: Read more on Get Your Guide Now!

If you want to explore Tuscany in an entirely unique way – or just feel like channeling your inner Lizzie McGuire – then check out this Vespa Full Day Tour of the Chianti Region .

After all, you’ll start the day off with a quick pickup in a comfy, air-conditioned van that will take you to the beautiful, Chianti countryside.

Upon arrival, you’ll be briefed on how to use your 50cc original Piaggio Vespa safely before starting a magical ride through the scenic hills and charming country roads of Tuscany.

“An incredible day seeing the beautiful hills of the Chianti region outside of Florence. My husband drove the scooter and I got to take photos and experience all the magic of this wine country. Loved this trip!! Highly recommend. Tanya and Gracia were outstanding guides- friendly and knowledgeable.” Kelly ( read more reviews now )

You’ll cruise through enchanting medieval villages and stop at a villa from the 17th century to enjoy a traditional Tuscan meal.

You’ll even do a guided tour of the vineyard/cellars and take part in an iconic olive oil/wine tasting before heading back to Florence.

All in all, this is one of the best Chianti wine tours from Florence if you’re looking for a truly one-of-a-kind experience.

Pro Tip: I loved the fact that we got to drive through the town of Greve. We then got some nice sandwiches and 30 minutes of free time upon arrival.

We also got an excellent 3-course meal (apps, meat, cheese, and pasta) with wine.

6. Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

⭐️ Rating: 4.8/5.0 (93 Reviews) Price: $161.16 per person Duration: 4 hours 📍 Meeting Point: 500 Touring Club Operator: 500 Touring Club Details: Read more on Get Your Guide Now!

Stop what you’re doing and check out this mega epic wine-tasting and Tuscan lunch in a vintage Fiat 500 .

You’ll start your day with a crash course (pun intended) on using the Fiat 500. You’ll then drive as part of a vibrant group from Florence to the Tuscan hills.

“The Florence wine tasting and Tuscan lunch in a vintage fiat500 tour was brilliant!! Alessandro was our tour guide & he helped make the experience so memorable. Alessandro was very professional but very easy going, knowledgeable & friendly. During the tour, we made mutiple stops to enjoy the most beautiful scenery, Where Alessandro told us stories/facts etc. During the wine tasting, we were welcomed into a Tuscan families home, where they had prepared meats, cheeses and breads for us to taste with the wines. Alessandro was very informative with the wine pairing. We met 2 fantastic couples on the tour, who made the tour even more fantastic & enjoyable for us as we all shared stories and laughed from start to finish. We 10/10 would recommend this tour and we would absolutely come back to do it all over again Alessandeo, thank you so much for an unforgettable experience!” Michelle ( read more reviews now )

Next, step inside a historic, 15th-century, Renaissance villa where the owners will give you a tour of the grounds and vineyards before descending into the wine cellar for a tasting of their award-winning vinos.

Afterward, dig into a light lunch and sample a variety of local olive oils that will expertly complement your meal.

Just be aware of the fact that you will have to pay a fuel surcharge of €15 for using the car.

7. From Florence: Tuscany Day Trip with Lunch at Chianti Winery

Glasses of wine

⭐️ Rating: 4.8/5.0 (3043 Reviews) Price: $92.25 per person Duration: 12 hours 📍 Meeting Point: Santa Maria Novella train station Operator: Walkabout Tours Details: Read more on Get Your Guide Now!

If you’re looking for one of the more traditional Tuscany wine tours from Florence then have a look at this Tuscany Day Trip with Lunch at Chianti Winery .

Sure, it’s not a super unusual tour. But, you’ll get to see all of the area’s major attractions in just twelve hours.

Therefore, try to get a good night’s sleep so that you can meet your group early at Florence Central train station.

You’ll then head to Siena where you’ll enjoy a guided tour of this medieval city before taking some free time to walk around.

In total, you’ll visit for around 90 minutes to admire the stunning Gothic and Romanesque architecture of the area (specifically the main cathedral) before grabbing lunch in the Tuscan Hills.

“This was the best thing I have done the whole time in Italy! The absolute best thing to do when I’m Florence, our guide Noemi was amazing and so great. The lunch at the winery in Chianti was delicious and going up Pisa was also worth the stairs. Definitely recommend this trip, it was raining all day and we still had a really great time. Would do it again in a heartbeat!!” Marley ( read more reviews now )

This lunch is optional but HIGHLY recommended since you’ll eat a homemade, organic meal paired with four regional wines – all while admiring sweeping views of the area.

Afterward, continue to San Gimignano. It’s a fabulous, UNESCO World Heritage site where you can take in epic panoramas and see tower homes from the Middle Ages.

Explore the town for an hour and a half before ending your day in Pisa. You’ll see the Leaning Tower and will walk through the Piazza dei Miracoli before making your way back to Florence.

Just choose between a small group or a private tour and let the fun begin during one of the best Tuscany wine tours from Florence.

8. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

⭐️ Rating: 4.5/5.0 (1178 Reviews) Price: $72.71 per person Duration: 11 hours 📍 Meeting Point: Varies Operator: CAF Tour & Travel Details: Read more on Get Your Guide Now!

Rounding out this list of the best Tuscany wine tours from Florence is this S. Gimignano, Siena, Chianti, and Wine Tasting Lunch .

During this epic experience, you’ll start off with a 70-minute scenic drive through Tuscany to San Gimignano.

You’ll then have around two hours to explore this ancient city on a hill before driving another 40 minutes to the Chianti Hills.

Upon arrival, relax at a local winery and sample three local wines, along with authentic balsamic vinegar.

“Just loved it all from start to finish just for me the walking was a bit much but that is because I hadn’t realised there would be quite so much..love the history of the area and learning more about the wine of the area and it was a nice small number of people on the tour.” Jayne ( read more review now )

Afterward, dig into a delicious three-course lunch and get a taste of authentic Chianti cuisine.

Menu highlights include things like bruschetta, penne with meat ragout, and a homemade tart for dessert.

Finally, end the day with a one-hour guided tour of Siena that is followed by an optional tour of the Cathedral.

You’ll then enjoy some free time where you can check out the Basilica of San Domenico before going back to Florence.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence FAQ

1. can you take a train from tuscany to florence.

Yes, you can take a train from Tuscany to Florence. That is because Livorno, Pisa, Siena, San Gimignano, and Lucca all have direct connections with Florence by train.

2. How Far is Tuscany from Florence?

Tuscany is very close to Florence and only about 9 kilometers away. Therefore, it could take you just twenty-five minutes to drive to Tuscany from Florence.

3. How to See Tuscany from Florence?

Some of the ways you could see Tuscany from Florence are by rental car, via one of the best Tuscany wine tours from Florence, or by train since two depart for Tuscany hourly.

One will take you to Siena directly while the other will take you to Empoli. Once in Empoli, you’ll have to change trains. However, one-way tickets for both trains usually cost just €6.80.

4. What to See in Tuscany in 3 Days?

With 3 days in Tuscany, you could spend your first day in Florence and see the Piazza Duomo, Giotto’s Bell Tower, and the Baptistery.

On day 2, make your way to Chianti and San Gimignano so that you can do some epic wine tastings and explore medieval architecture.

Finally, spend your third day in Siena where you can explore the Piazza del Campo, the Palazzo Comunale and Torre del Mangia, and the Duomo.

There you have it! That just about wraps up this guide to the best Tuscany wine tours from Florence.

Tell me, did your picks for the best tuscan wine tours from florence make the list if not then let me know., if you found this post helpful, sign up for our email list and join our facebook group for even more travel info..

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Wine tours in Tuscany - About Angie - +39 3333185705 - [email protected]

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Are you a Tuscany Wine Tours lover?

No matter where someone is from or how extensive his or her background is in  wine tasting , there is one thing that all Tuscany wine tours lovers  have in common: A real Tuscany wine tours lover is fascinated – even moved – by the art of tasting a Chianti wine, especially organic Tuscan wines in the wonderful Tuscan countryside.

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Top 3 Tuscany Wine Tours

Tuscan wine tour, 3 chianti wineries.

€ 190,00 p.p.

Tuscany Wine Tour, 4 Chianti Wineries

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Special Tuscan Wine Tour

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Our wine tours from Florence to Tuscany are considered the Best wine tours of Tuscany , because we started back in 2003 when there were only 3 wine tours operators to provide wine tasting from Florence. For this reason we had the opportunity to carefully choose the Best Tuscan Wineries in Chianti and other renowned wine regions.

Are you in Florence for a few days? Don’t miss this unique experience.

Come to discover our Tuscan Wine Tours !

About the tours

Wine Tours from Florence to Tuscany

Our Wine Tours from Florence to Tuscany where you will get a feel for the Tuscan countryside, learning about  different tuscan wines, terroir, local food , culture of the Chianti region while you experience the beautiful landscape.

Tuscany Wine Tours from Florence

We are focused on wine tours from florence to tuscany, especially organic and biodynamic wines.

We do wine tours in all the wine areas of Tuscany such as Chianti wine tour, Brunello wine tour, Nobile di Montepulciano wine tour, Vernaccia di San Gimignano to mention just the most popular wine tours to Tuscany.

Best Tuscany Wineries and local food:  wine and lunch

Our tour guides and wine sommeliers

Your wine experience will take place in the gorgeous tuscan countryside, guided by the best and fun wine lovers tour guides and  professional sommeliers of Tuscany .

A Wine Tasting Adventure

After many years of experience in wine tours from Florence to Tuscany, I have selected the best red and white wines of Tuscany so that you will have the best winery experience.

Included in the tuscan wine tours, Lunch with the best delicious tuscan food paired with local red wines such as Chianti and Super tuscan. Best part of the day!

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Tour operator, Florence

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▪️Top rated wine tours on Tripadvisor & Airbnb in the Chianti region!🏅 ▪️Buy Wine🍷 ▪️Book your tour on our website below ⬇️

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Testimonials

Our Client’s Words

You can read here what some of our clients had to say about our Tuscany wine tours. Imagine what we could do for you!

My wife and I took Angie’s Castle & Wine tour in late May. We had a fun, small group with Barbara as our guide. Barbara was very genuine and truly expressed an interest in wanting all of us to enjoy our day, as well as our time in Tuscany Would I recommend the tour? Yes, without a doubt. If you are a red wine drinker, these are smaller producers that you are most likely not able to purchase in the U.S. They make excellent wines, so treat yourself and send some home Our wines arrived in four weeks. Grazie Mille Angie and Barbara for a terrific day!

Mark Spencer

Mark Spencer

We had an excellent wine and castle tour day. Federico was an exceptional guide and we had a wonderful time touring and tasting wine and olive oil. We would like to also mention the fantastic lunch we had it was memorable. We would highly recommend this tour.

Mark Spencer

An amazing day touring the Tuscany wine region! I would especially like to thank Francesca for making my 50th birthday a memory I will treasure forever! Her knowledge of wines, the countryside, olive oil, etc. was extraordinary! The wineries and the owners (Stephania and Marco) were excellent hosts and provided us with samples of the most amazing wines and olive oils. I would highly recommend your company to anyone visiting the Tuscany region! Again, thanks!!!

Mark Spencer

Alexander Doe

I went on a wine tasting tour with Angie a few years ago and because of the great experience I booked again for May 2013. Angie’s tour was already fully booked so we were in Olivia’s group, another awesome day! The whole region is beautiful and there are plenty of tour operators but for me Angie’s personal service and small groups make her the go-to company for your Tuscan wine tasting tour. A bonus with the smaller groups is that Angie takes you to small and medium sized wineries, not the giant mass production places, so you really get face to face time with the owner/winemakers.

Mark Spencer

Included in all our Tuscany Wine Tours

  • English speaking wine and food expert guide
  • Wine tasting in special wineries
  • Extra virgin olive oil tasting
  • Three cellar tours
  • Map of Tuscany wine regions
  • A brochure about Tuscany and its wine regions
  • Air conditioning mini van
  • Lunch in a local restaurant or at the winery
  • All local taxes

Angie’s blog

My name is Angela and this is my Tour Operator business specialized in Tuscany wine tours in Chianti and Super Tuscan wines . I studied for the sommelier qualifications recognised by the Province of Florence. In 2005, I set up my own company, TuscanyTourTime snc., based in Florence, and began offering minibus tours of the Tuscan wine territories.

Creating Tuscany wine tours is a result of my main passion for wine and for the wine countryside, so I’ll be happy to accompany you in exploring this beautiful wine territory as an old friend who will help you discover the most authentic parts and will assist you to fully understand Tuscan wine, be it a Chianti Classico, Brunello, Nobile di Montepulciano or a Super-Tuscan wine.

My wine tours from Florence to Tuscany are designed with special care, selecting only the finest vineyards that produce excellent wines and where possible organic quality wine.

Here, in my blog, I’ll tell you my point of view on wines and Tuscan tastes. Enjoy the reading!

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Italy, a country synonymous with art, history, and cuisine, holds a secret that wine lovers and travel enthusiasts from all over the world have been slowly uncovering – its vineyards. From the sun-drenched hills of Tuscany to the rich, verdant landscapes of Chianti, Italy offers a wine journey like no other. For those looking to…

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The Best Wineries to Visit in Tuscany

Few wine regions have the instant name recognition of Tuscany 's Chianti, first legally defined in 1716 (but recognized as a wine region as early as the 13th century). Some of Chianti's most acclaimed wines, however, don't carry its name. Only reds based on the Sangiovese grape can be called Chianti. Ambitious, rule-breaking Super-Tuscans, most often based on international grapes such as Cabernet, Merlot, and Syrah, carry the humbler IGT Toscana designation. Vintners near the town of Montalcino make Tuscany's greatest wine, Brunello di Montalcino, from a local Sangiovese clone, Brunello. Here, the best wineries to visit throughout the region. — Richard Nalley

Antinori Chianti Classico

Arguably the most widely known name in Tuscan wine around the world, Antinori's showplace winery in Bargino offers a wealth of visitor experiences, in addition to a "taste-your-way across Tuscany" lineup of wines in the tasting room. Book ahead for the various levels of guided tours and tastings, which include a short film, cellar visits, the art museum, and of course, wine tasting. The rooftop Rinuccio 1180 restaurant offers glass-wrapped views of the countryside. antinori.it

One of Italy's oldest wineries, dating to the mid-16th century, Montepulciano's Avignonesi has been rejuvenated since coming under new ownership in 2009 (among other things, the estate's 345 acres have converted to organic farming). The winery offers a broad range of bottlings — including its famous Vin Santo and Vino Nobile — plus a slate of tour, tasting, and dining opportunities. Closed January and February. avignonesi.it

Badia a Coltibuono

A former monastery, this impressive Chianti Classico estate is devoted now to the secular pursuits of wine and food (among other things, producing wonderful olive oil). Visitors here can choose from a menu of agro-tourism options, including stays in the comfortably refurbished ancient monastery (with a pool), wine courses, and a cooking school. The formal gardens are worth a stroll, too. coltibuono.com

Barone Ricasoli

Italy's oldest wine estate — 900 years and counting — is the one that essentially invented Chianti wine as we know it: The "Iron Baron" Bettino Ricasoli proposed it as a Sangiovese-based wine back in 1872. The Ricasoli family's imposing Brolio castle opens its gates these days for a variety of experiences, from drop-in tastings at the wine shop to elaborate tours and gourmet dinners. There is also a lovely and private house on the estate for two-night minimum stays. ricasoli.com

Biondi Santi, Tenuta Il Greppo

The history of the noble Biondi Santi family is inextricably bound up with the Brunello wines of Montalcino — it was an ancestor of the current proprietor, Jacopo, who isolated its revered Sangiovese Grosso grape clone in the 19th century. This most famous of Montalcino estates comes down on the side of tradition, producing monumental, long-lived wines for collectors. This extraordinary estate offers a range of tasting options with cellar visits, but it's a must to book ahead. biondisanti.it

This is the flagship property of Carmignano, and often its trendsetter — the first to introduce Cabernet Sauvignon to its blends, for instance. The excellent wine lineup here ranges from affordable everyday drinking, like the Barco Reale, to the muscular Super-Tuscan Ghiaie della Furba. The noble Bonacossi family offer their visitors an array of options, including guided tours with a tasting and lunch (book a terrace table at the Vinsantaia restaurant), and a culinary school. The estate also offers accommodations in two historic buildings, one a former hunting retreat of the Medicis. capezzana.it

Capo d'Uomo

These vineyards, painstakingly terraced on the sea cliffs of the Argentario promontory, are among the most spectacular anywhere. The wines are proprietary blends, two reds and a white, named for the winds that sweep across the vineyards. A stylish, personal-scale winery that also offers sea-view accommodations. grimaldisavelli.com

Castellare di Castellina

Media magnate Paolo Panerai's Chianti winery is one of Tuscany's most acclaimed estates, for its top-of-the-line Super-Tuscan I Sodi di S. Nicolo, its Chianti Classicos, and Vin Santos. Its vineyards are located in a natural amphitheater at some of Tuscany's highest altitudes. Book ahead for customized tours and picnics that take advantage of the estate's grounds and commitment to biodiversity. castellare.it

Castello Banfi

The Long Island-based Mariani family imports Italian wine to the U.S. — including such stalwarts as Riunite, Cella, and Bolla — and became vintners themselves 1978, buying up major holdings in Montalcino and across Tuscany. Today their portofilio includes an entire hamlet surrounding a medieval fortress they named Castello Banfi. This is a major wine tourism destination, which provides tasting opportunities for Banfi's extensive range of wines, plus restaurants, a boutique hotel, a glass museum, and a balsameria, where fine vinegar is made according to ancient methods. castellobanfiwineresort.it

Castello di Ama

Book ahead, and allow plenty of time, for a tour and tasting at this grand, deep-pocketed estate near Siena and its charming village. These wines, including the high-end Merlot L'Apparita and the Chianti Classicos, are highly regarded, with prices to match. You can also taste them at the wine bar L'Enoteca, in the village, or at a terrace table at Il Ristoro di Ama for lunch, but then you'd miss the impressive gardens, buildings, and 14 art installations on the estate's grounds. castellodiama.com

Castello di Nippozano/Frescobaldi

One of five Tuscan estates owned by the 30th generation of the Frescobaldi family, a Tuscan wine dynasty, and the region's largest vineyard owners. Wines like the wonderful Chianti Classico Riserva and the Mormoreto blend are enough of a draw here, but the atmospheric castle's picturesque perch above Pelago is added incentive, as are the comprehensive tours, tastings, and customizable private events. All of the Frescobaldi estates are open to visits (book ahead for tours). frescobaldi.com

Castigion del Bosco

The Ferragamo family (of fashion fame) founded this luxury resort on a 5,000-acre property in Montalcino's Val d'Orcia, whose history stretches back to 600 BC. Things have been considerably updated, with a top-notch Brunello di Montalcino winery, restaurants that source from the estate's own gardens, high-end accommodations (the resort is managed by Rosewood), and an 18-hole Tom Weiskopf golf course that takes full advantage of the rolling terrain. castigliondelbosco.com

Fattoria dei Barbi

The Colombini family has been making wine in Montalcino for 700 years, and its Brunellos and Morellino di Scansanos are among the region's best. A visit to the hilltop winery includes a museum devoted to the family and the wines of Montalcino. Stay on for a meal at the taverna, which serves local specialties, including the roasts that so perfectly complement these wines. fattoriadeibarbi.it

Fattoria La Loggia

Just south of Florence, this one-time Medici estate dating to 1427 is a complex of ancient stone buildings, walls, towers, and cellars overlooking a panoramic view of the Chianti hills. The estate's wines, including the Nearco Super-Tuscan and a celebratory spumante, share pride of place at this stylish agro-tourism destination with the owners' notable art collection. fattorialaloggia.com

Fattoria di Lamole

Welcoming and rustic, this non-boutique-ified winery and farm complex outside Greve occupies a lovely hillside surrounded by painstakingly stone-terraced vine-rows, silvery olive trees, and deep forests of chestnut and oak. The Chianti here, like the agro-tourism accommodations, is traditional and easy to enjoy. fattoriadilamole.it

Nestled in a picture-book setting in Chianti Classico's amphitheater-like Conca d'Oro (Golden Shell) valley, this is a large estate in Chianti terms, practicing organic and sustainable agriculture that extends not only to its vineyards, but to olive oil and cattle as well. The all-Sangiovese Flaccianello IGT is deservedly the star here, but the relatively more affordable wines down the line are sought-after, too. There are three guesthouses available for wine-country stays. fontodi.com

One of Tuscany's most familiar labels, Ruffino is also one of the most consistent of the large Chianti producers, turning out a vast selection of wines sourced from growers across the region. The firm owns numerous estates in Tuscany and typically receives visitors at Poggio Casciano, a 14th-century Tuscan villa just outside Florence with lovely grounds and a showplace barrel tunnel. Open weekdays only, by appointment. ruffino.com

Visitors interested in biodynamics and sustainability — not to mention soft-textured, full-flavored Vino Nobile di Montepulciano — should prioritize this exceptional estate southeast of Siena. It is open year-round for tours and tastings, with a kitchen that serves locavore lunches — the seasonal black truffles are from the estate — at the lovely terrace restaurant with its picture-window views. Another bonus: the multi-lingual guide staff. salcheto.it

Tenuta San Guido

The Marchese Mario Incisa's odd desire to duplicate First Growth Bordeaux on his swampy backwater estate in western Tuscany in the 1940s not only lead to arguably Italy's most famous wine, the much-imitated Cabernet Sauvignon-Cabernet Franc Sassicaia, but also touched off a land rush to the once-obscure northern Maremma reaches of Bolgheri. An appointment here is something of a pilgrimage for wine lovers, and there is also the allure of Italy's oldest nature sanctuary and the estate's historic buildings. tenutasanguido.com

Val delle Corti

Owner Roberto Bianchi is known as a traditionalist and Sangiovese loyalist — no Merlot here — and his organically farmed vineyards near Radda are at some of Chianti's highest elevations. "The Hut," a charming and well-appointed guesthouse on the property, offers both privacy and proximity for area touring. valdellecorti.it

Villa Pomona

A "heart of Tuscany" experience near Castellina, this lovely property produces worthy Chianti Classico (and fine olive oil) but enchants visitors with its age-old, rambling stone buildings and acres of diverse woodlands. Two guesthouses allow visitors to marinate in it all and to swim in the panoramic-view pool. fattoriapomona.it

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29 Best Wineries in Tuscany & Top Vineyard Resorts 2024

Best Tuscany wineries to visit and Tuscany hotels

Best Wineries in Tuscany, Winery Resorts and the Best Places to Go Wine Tasting in 2024

One of the most popular wine destinations in the world is undoubtedly Tuscany. Everywhere you go in Tuscany you can discover hidden gems . You’re met with stunning vistas, simply-executed food and an over-abundance of quality wine. The region extends its welcoming hospitality to global travelers and offers many different types of experiences. Tuscany is a romantic destination for couples , a great place for groups and a warm, family-friendly place to travel to with children. 

The Tuscany wine region is a vast one. It borders Liguria to the northwest, Emilia-Romagna to the north, Umbria to the east and Lazio to the southeast. Given the expansive topography the region covers and the many microclimates within it, it’s an ideal place to grow grapes. The familiar wines you can expect to see from the region include Chianti, Brunello di Montalcino, Super Tuscans and Vino Nobile , among others.

White varieties include Vermentino, Malvasia, Trebbiano,  Chardonnay ,  Pinot Grigio , Moscato and Vernaccia . You’ll also find a dessert wine called Vin Santo made from white grape varieties Trebbiano and Malvasia, that is classically paired with cantucci biscuits made for dipping.

In this wine travel guide we break down the region into sectors highlighting different vineyards and what they’re known for to help curate a thoughtful and worthwhile trip to Tuscany. While many wineries are located within the Chianti region, we can assure you that the reach of Tuscan vineyards goes far beyond producing world-class wines you may not even be aware of.

Begin at the Beginning 

The region of Tuscany is so vast and with the immeasurable number of vineyards and properties to visit the thought of creating an itinerary can quickly become overwhelming. What’s best is to begin with an idea of what type of experience you’d like to have and work within that theme.

Are you looking for all organic and sustainable wineries? Are you looking for tastings for large groups with food and wine pairings? Does a day tour in the region seem more up your alley? One crucial thing to decide is how you want to travel. If it’s on your own, you’ll need a car to get to and from . If you’re looking for a driver, a tour may be the best overall option. And finally, a combination of the two— on your own adventures sprinkled in with a few specific tours—may provide you with the best experience.

Tuscany winery aerial view Castello Banfi

Tuscany Travel Logistics

Tuscany is accessible by plane, car or train from other major Italian hubs like Rome or Milan . Travelers from the US can take a connecting flight to Florence from either Rome or Milan, while other international travelers may be able to get a direct flight into Florence.

Once in the Florence region, car rentals are abundant and one of the best ways to get around Tuscany. You can also access Tuscany via bus into Florence and from there utilize tour companies like this one or unique day trips to help navigate the region.

RECOMMENDED: Book These Incredible Tuscany Wine Tours Rated by Winetraveler Readers

Off the Beaten Path Wineries in Tuscany & Family Estates

These Tuscan wineries aren’t the highly trafficked ones. In fact, they fly under the radar for the average traveler.

Fattoria di Montechiari

Winetraveler Rating:

Via di Montechiari, 27, 55015 Montecarlo LU, Italy

+39 0583 22189

Take for instance Fattoria di Montechiari, a stellar, small-batch Tuscan winery. This boutique is run out of a family’s private home in Montecarlo and has planted grapes on 10 hectares including Chardonnay, Pinot Noir, Sauvignon, Cabernet Sauvignon, Cabernet Franc and Sangiovese. Groups can only visit by appointment for a tour and tasting, which includes a tasting of five wines, a Tuscan appetizer platter and homemade pasta.

Podere Le Ripi

53024 Montalcino, Province of Siena, Italy

+39 0577 835641

Podere Le Ripi in Montalcino has garnered critical acclaim in recent years for its hand-crafted, biodynamic Brunellos, so much so that winemaker Sebastian Nasello decided to try his hand at a new, natural wine effort called Bakkanali. The new operations produces a rosa, a “kab” (Cabernet Sauvignon) and a rosso, showcasing the grapes from the terroir that is 600 meters above sea level.

Castello di Verrazano

Via Castello di Verrazzano, 1, 50022 Greve in Chianti FI, Italy

+39 055 854243

Castello di Verrazano, perfectly situated in Greve, between Florence and Siena, is a castle steeped in history that directly relates to New York. Giovanni da Verrazzano, native of the castle in Greve, was the first to explore the east coast of the current United States of America where he eventually reached the New York bay. The vineyard, now run by the Cappellinni family, channels that spirit of exploration through their vineyard that spans 52 hectares. They also recently renovated their property to allow for guests to stay in one of their two independent apartments or six double rooms. The property offers bikes, breakfast and optional wine tasting packages.

Villa Saletta

Via Enrico Fermi, 14, 56036 Montanelli PI, Italy

+39 0587 628121

Dating back all the way to the 9 th century, Villa Saletta has spent the last ten years revitalizing the historic property. The owners believe in the beautiful process of winemaking and today are producing wines that primarily come from the Sangiovese grape. Saletta Ricarddi is the winery’s favorite expression of the grape that presents aromas of ripe red fruit, tobacco and leather. The Hands family decided to invest in modern technology and blend it with traditional techniques to produce what they believe to be the next generation of Tuscan wine.

Querceto di Castellina

Loc. Querceto, 9, 53011 Castellina in Chianti SI, Italy

+39 0577 733590

Querceto di Castellina has garnered international attention for their vineyard dinners with guests coming from all over Italy and beyond to dine among the vines at the estate. The vineyard collaborates with like-minded family-run restaurant called Albergaccio di Castellina to produce the events. These dinners can be curated for groups of 12 and larger and include a glass of wine on the terrace overlooking the vineyards with a selection of small bites to start, followed by a 4-course dinner served with a tasting flight of wines. As the owners, the Di Battista family, likes to stay, “come for the wine, stay for everything else.”

Querceto di Castellina also doubles as an agriturismo, offering exceptional accommodation options for this looking to stay on a vineyard in Tuscany.

Check Current Room Prices and Experiences at Querceto di Castellina

Pieve De’ Pitti

Via Pieve Dei Pitti 5, 56030, Terricciola Italy

Pieve De’ Pitti is located on the southern edge of Terricciola, in Terre di Pisa, which stands at 140 meters above sea level. Given that most of the lands in Tuscany has soil, sand, clay and limestones, the terroir is rich of shells and fossils, but the property also benefits from the character of the sea breezes that blows all year round from South-West, over the Miemo and Castellina hills. The vineyard plants a variety of grapes, most notably Vermentino, Sangiovese and Trebbiano and Syrah. Oh, and you can also stay on this delightful property.

Check Current Rates at Pieve De’ Pitti

Azienda Agricola “Santa Giulia”

Località Santa Giulia, 48, 53024 Torrenieri, Montalcino SI, Italy

+39 0577 834270

Santa Giulia is a small, family-run winery in Montalcino that spans eight hectares of vineyards, with five hectares of Sangiovese and three hectares of Merlot, and employs biodynamic farming methods. Gianluca Terzuoli, who is at the helm, in charge of the estate’s wine production, represents the most recent generation of the family, along with his wife Kae Ikeda. For guests looking for a tasting, they will experience a home-cooked meal made by Gianluca’s mother, charcuterie with homemade cold cuts with local cheese, fresh vegetables from their garden and a small dessert with their version of Vinsanto.

Località Le Miccine, 44, SP2, 53013 Gaiole In Chianti SI, Italy

+39 339 358 8633

Le Miccine is located in a valley between the villages of Gaiole in Chianti and Radda in Chianti. Everything is done by hand on this vineyard, from the pruning to the harvesting, to have the best quality, organic grapes. The owner and winemaker, Paula Papini Cook, speaks four languages: English, French, Italian and Spanish. She is a biologist and studied viticulture and enology in France, Spain and Italy. Given her international experience, the tour and tastings reflect the vineyard’s ethos and about the vinification and the aging of the wines. The property also boasts a villa and apartment for rent.

Check Current Prices at Le Miccine

Azienda Agricola Corbucci

SP64, 25/A, 50050 Gambassi Terme FI, Italy

+39 0571 182 0147

Corbucci Wine Boutique is crafting natural, Super Tuscans with Francesco Paolo Corbucci leading the charge. They offer a variety of special vintages with limited numbers of bottles for sale, including the Corba Nero 2018 and the Falaia 2016 Super Tuscan as well as the T 2018, an orange wine, made with 100% Trebbiano grapes.

Castello di Albola

Strada Provinciale 72, 53017 Radda in Chianti SI, Italy

+39 0577 738019

Castello di Albola and its property represents the finest of Italian nobility and its history. The property once belonged to the noblest Tuscan families, from the Acciaioli to the Samminiati, from the Pazzi to the Ginori Conti. Since 1979, it has been owned by the Zonin family who are committed to the practice of sustainability. Given the vineyard sits on of the hills of Chianti, the grapes benefit greatly from the microclimates.  Wine tours and tastings take guests through the underground cellar where they’ll see how the vineyard’s reds are aged in large Slavonian oak barrels.

Tenuta Le Potazzine

Località Le Prata, 262, 53024 Montalcino SI, Italy

+39 0577 846168

Le Potazzine, a female-run boutique winery, is comprised of only five hectares, that produce all of Sangiovese Grosso grapes, all signed by Brunello di Montalcino, with half of its production used to make Rosso di Montalcino. The winery is committed to natural, biodynamic practices, where fermentations are completely natural with only wild yeasts and temperatures free. The family also owns and operates Vineria Le Potazzine only 4 kilometers away from the vineyard. The restaurant features typical Tuscan cuisine paired with an extensive wine list offering over 500 wines to choose from.

Established Tuscany Wineries to Visit for Wine Tasting

The Tuscan wine region is home to internationally-recognized vineyards and wineries that are worth including in your itinerary to get a full picture of the breadth and scope of the Tuscan wine landscape.

Castello Banfi Wine Resort

Castello di, 53024 Poggio alle Mura SI, Italy

Castello Banfi is one such place, known as a pioneer in the Brunello category. This fully-functioning winery and 14-room boutique hotel is located on 7,100 sprawling acres of vineyards and olive groves, but was originally built as a fortress between the 9th and 13th centuries. Today, it is a sustainably farmed agricultural estate that offers two restaurants (including Michelin-starred La Sala dei Grappoli ), culinary activities like truffle hunting and cooking classes, and has a Balsameria that guests can tour and taste.

Check Current Rates for Accommodation at Castello Banfi

Tenuta Calimaia

Via di Cervognano, 53045 Montepulciano SI, Italy

Another is Frescobaldi, a prominent staple in the region. With several estates to visit, Tenuta Calimaia is situated between Val di Chiana and the Val d’Orcia. The 70-hectare property is dedicated to the production of Sangiovese, given its location, 300 meters above sea level.

Castello di Ama

Località Ama in Chianti, 53013 Gaiole in Chianti SI, Italy

Castello di Ama delivers an unparalleled experience in Tuscany, where the serene beauty of a historic estate is complemented by modern amenities and exceptional service. Winetravelers rave about the picturesque pond, sprawling lawn, and the art installations that dot the property, adding a contemporary twist to the vineyard’s classic charm.

The standout wines, particularly the varieties involved with their sweet and sparkling wines, are a highlight for many, alongside the generously poured tastings. It’s the kind of place where you’re encouraged to linger, enjoy a meal on the patio, and feel at home thanks to the hospitable staff. Whether it’s the detailed wine tours, the stunning views, or the tranquil ambiance, Castello di Ama is a memorable retreat for anyone looking to immerse themselves in the essence of Italian wine culture.

For those who are fans of the famed singer, Sting, a visit to Il Palagio should be high on the list. Sting and his wife Trudie Styler opened up the Il Palagio property and have since created a pizzeria and tasting room, Tenuta Il Palagio Wine Shop, known for its elevated Tuscan style and quality cuisine. The pizzeria menu includes staples with a rotating list of daily specials.

Vernaccia di San Gimignano Wine Experience La Rocca

Via della Rocca, 1, 53037 San Gimignano SI, Italy

Our wine tasting visit at Vernaccia di San Gimignano Wine Experience La Rocca was nothing short of delightful. Opting for the superior wine tasting package, we enjoyed a massive range of exquisite whites and a robust red, all while basking in the knowledge shared by our guide.

Post-tasting, we unwound on the terrace, which offered a charming view of the Tuscan landscape. The setting was serene, with a lovely pond and a vast grassy expanse that made for a perfect afternoon retreat. While the views may have differed from the mountainous vistas of other wineries in Tuscany mentioned throughout this guide, the beauty of La Rocca had a unique vibe we found thoroughly enjoyable. With generous pours and an engaging guide, the service was top-notch. For an engaging and educational experience that highlights the distinct flavors of Tuscan wine culture, don’t miss Vernaccia di San Gimignano.

Exceptional Hotels in Tuscany

Options may seem endless when it comes to where to stay during your trip. There is everything from luxury properties to boutique hotels to agriturismos and vineyards. It’s best to begin trip planning by making decisions on where to stay and if you’d like to stay in different regions. For a multi-stop trip you can look to several options for accommodations. If you instead plan to pick one place to stay, you can build your trip around a centralized location.

Via Nicola Pistelli, 75, 50066 Reggello FI, Italy

Viesca Estate in Tuscany aerial view

When it comes to luxury, Viesca, the recently-opened Ferragamo-family property that was once utilized as the family’s personal hunting land, is a great option and only 25 minutes outside of Florence. For smaller groups and couples, they offer a main building with suites and for those with larger groups, they have several villas to rent. What’s nice about this property is that if you choose a villa, there is still an on-site restaurant, concierge, swimming pool and newly-opened spa. You can access all of the luxury amenities a hotel property would offer, but with the exclusivity of having your own private villa. There are also many culinary and wellness options to choose from while there. They can offer things like a grocery delivery upon arrival, a private cooking class where a local cook will teach and prepare a memorable meal for your entire group, a wellness experience complete with a private yoga instructor or they can organize a number of other curated culinary meals.

Viesca Estate Tuscany

Activities for all ages, opulence, wine, yoga and so much more. What else could you ask for? Images courtesy Viesca Estate.

The artfully decorated spa that has beautiful Ferragamo artwork hung on the walls, opened just this season, and boasts a sauna, steam room and Turkish bath with a full spa menu offering everything from couple’s massages to facials to manicures and pedicures.

Take a Look at Current Prices for Accommodations at Viesca

Castel Monastero

Loc. Monastero D’Ombrone, 19, 53019 Castelnuovo Berardenga SI, Italy

Another luxury option in Siena is Castel Monastero, a Leading Hotel of the World property that was once a medieval monastery. The property has 74 rooms, suites and one villa as well as a bar for the perfect aperitivo, two on-site restaurants, one a casual concept and one fine-dining. La Cantina, the casual concept is in the XIII century cellar, a breathtaking place to sit and enjoy a typical Tuscan meal with your travel companions. Connected by a secret tunnel, La Cantina leads to the fine-dining concept, Contrada where an innovative tasting menu awaits, that does a beautiful job of elevating the local cuisine with an elegant twist. In both restaurants, the wine list shines. You can choose from many local vineyards and taste through the region and you can also indulge in some of Tuscany’s critically acclaimed wines, like Antinori Tignanello.

It doesn’t just stop at the food and beverage program that will wow guests at Castel Monastero. Given the property is in the heart of Siena, they showcase monthly opera nights where guests can sit back and enjoy a curated Opera program complete with songs from iconic operas like Tosca and Le Nozze di Figaro.

Check Current Rates at Castel Monastero

Vineyard & Winery Resorts in Tuscany

Località Borro, 1, 52024 Loro Ciuffenna AR, Italy

Aerial view of the Il Borro wine estate

If staying on a luxury property that also happens to be a winery is your thing, look no further than Il Borro , the famed historical wine resort dating back to 1800 that is celebrating its 30 th year this year. This property includes not only its own medieval village, but also two restaurants, the Tuscan Bistro and Osteria Il Borro, La Corte Spa, the Vin Café wine bar, on-site wine tasting experiences and much more into their offering.

Il Borro Tuscany Winery

A few of the sights, scenes and comforts you can expect at Il Borro. Images courtesy Il Borro, Francesca Pagliai and Marco Badiani.

At the heart of the property is its winery, with 85 hectares of vineyards, the winery produces traditional Tuscan grape varietals as well as international varietals like Syrah.

Check Current Rates at Il Borro

Castello di Velona Resort Thermal Spa & Winery

Strada Provinciale della Badia di Sant’Antimo, Km 11+200, 53024 Castelnuovo dell’Abate SI, Italy

Additional luxury properties like Castello di Velona Resort Thermal Spa and Winery are perfect for the wellness traveler who can relax in the on-site thermal hot spring by day and enjoy the Brunello-vineyards by night.

Check Current Rates at Castello di Velona Resort Therma Spa and Winery

L’Adana Resort

Località Badiola, 58043 Castiglione della Pescaia GR, Italy

L’Adana Resort is an additional luxury property located in the Maremma region surrounded by olive groves and only a few miles away from the Mediterranean sea.

Check Current Prices at L’Adana Resort

Cantina Salcheto

Via Villa Bianca, 15, 53045 Montepulciano SI, Italy

If staying at a smaller, family-run vineyard is more your thing, Tuscany can deliver on all accounts. Cantina Salcheto is a sustainable, organic and biodynamic winery that also has a farmhouse where guests can stay and be connected to the land and the wine they produce. The Salcheto winehouse is a 13 th century farmhouse on the estate that has six rooms with a main lounge and kitchen complete with a furnished garden and hot tub. There is also an Enoteca and a newly-opened elevated dining concept where guests can dine during the course of their stay.

Check Current Prices at Cantina Salcheto

Pacina Farmhouse

53019 Pacina, Province of Siena, Italy

Pacina Farmhouse is another option located in Siena, this agriturismo includes things like a billiard room, a library, several lounges and an indoor pool in the colder months. The farm is comprised of 65 hectares, with 11 dedicated to vineyards that produce grape varietals including Sangiovese, Canaiolo, Ciliegiolo, Tuscan Trebbiano, and Chianti Malvasia.

Check Current Rates at Pacina

Tenuta Podernovo

Via Podernuovo, 13, 56030 Terricciola PI, Italy

Another option located close to the Tuscan coast is Tenuta Podernovo owned by the Lunelli family who operates the sparkling wine brand, Ferrari Trento . The wines produced on property are uniquely crafted for 20 months in large oak casks.

Check Current Rates at Tenuta Podernovo or Book Nearby Wine Experiences

Chiappini Agriturismo

Chiappini , located in the heart of the DOC Bolgheri at Via Bolgheres, is another great option that blends tradition with Italian hospitality, based on respect for the earth and the protection of biodiversity. The cultivation of the farm is entirely organic, certified since 2011, complete with 36 hectares of land, with 17 of them dedicated to the vineyards. The property has six rooms and six apartments where guests can stay and sip amongst the olive groves.

Check Current Rates at Chiappini Agriturismo

Tenuta di Capezzana

Località Felciaino 189, C, 57022 Bolgheri LI, Italy

Located in Carmignano, Tenuta di Capezzana dates back to the 1920s when Count Alessandro Contini Bonacossi and his wife Vittoria decided to focus on the production of high-quality wine and oil. Today, fourth and fifth generation family members are at the helm and welcome guests to visit the property to take part in wine tours, olive oil tastings or to even take a class at their own cooking school. Tastings go through the family’s broad portfolios of wine, including their take on Vin Santo, which they are particularly proud of. For those looking to stay on property, they also have a variety of accommodations for guests to immerse themselves in Tuscan culture.

Check Current Rates at Tenuta di Capezzana

Agriturismo Il Poggione

Località Capannacce, 53024 Montalcino SI, Italy

Il Poggione in Montalcino is one of the three original producers of Brunello. Led by father-son winemaking team Fabrizio and Alessandro Bindocci, Il Poggione produces Brunello, Rosso, and Rosato, but also offers top quality Grappa and olive oil. Obtained from a completely renovated farmhouse, the Agriturismo Il Poggione offers seven independent apartments on the property.

Check Current Prices at Agriturismo Il Poggione

Tenuta Torciano

Via Crocetta, 18, 53037 Ulignano SI, Italy

Tenuta Torciano is a family-owned winery in San Gimignano founded back in 1720. Guests can explore wine tastings comprised of one of their hundreds of wines, and also choose to participate in a cooking class, truffle hunt or even a helicopter ride above the property and beyond. The family also operates Hotel Torciano, a wine resort , that offer packages where you can stay, taste and dine within the heart of Tuscany.

Check Current Room Rates, Photos and More of Tenuta Torciano Wine Resort

Il Molino di Grace

Localita’ Il Volano, SP di Lucarelli, 50022 Panzano In Chianti FI, Italy

Il Molino di Grace produces Chianti Classico and IGT wines from certified organic grapes, that are mostly Sangiovese grapes. It also boasts an extensive art collection with artworks canvassing the cellar and adorning the vineyards, where the most iconic piece is a 50-foot statue of San Francesco perched atop the highest elevated vineyard. They also have a program called ‘Vineyard stay’, where guests can stay in their apartments in an old farmhouse, called Rimocine, surrounded by the vineyards. All the apartments are fully furnished and every stay includes a tour of the winery and a wine tasting.

Learn More about Il Molino di Grace and Book Wine Tasting Experiences

Castello di Fonterutoli

Via Giacomo Puccini, 4, 53011 Fonterutoli SI, Italy

Another wine resort to explore is Castello di Fonterutoli , in Chianti Classico, operated by the Marchesi Mazzei. Guests who stay at the resort can experience the magic of their winery in two ways—either with a tour and tasting or a food and wine experience crafted at the property’s osteria. The property is under the guidance of Filippo Mazzei in conjunction with his brothers and sister, and continues to bring innovation to the family’s properties, with two in Tuscany and one in Sicily.

Check Current Rates at Castello di Fonterutoli

Best Tours in Tuscany, Experiences and Culinary Adventures

One of the best things about the region—other than the wine—is its dynamic food scene. Many of the restaurants, osterias, and bars showcase typical Tuscan cuisine which include dishes like pappardelle with wild boar ragu, Bistecca all Fiortentina and ribollita, a Tuscan bean stew. Rustic and simple at its core, the cuisine beckons travelers to these particular dishes that pair perfectly with the locally produced wine.

ALSO SEE: 15 Best Tuscany Wine Tours & Wine Tasting Experiences

While Florence has numerous outstanding restaurants to try, some exquisite eateries lie outside of the city walls. You will also find amazing home-cooked meals at many of the wineries. When coordinating your visit, it would be worthwhile to include lunch into your plans. Often, you will get a salumi and formagi (meat and cheese) plate paired with a bowl of pasta before, after or in-between the tasting. These experiences are not to be missed!

RELATED: The Best Things to Do in Florence This Year

A wine or culinary tour is a great option to be able to see and eat at all the places on your master itinerary. For the like-minded luxury traveler, Tours in Tuscany has great tour options, like this one in Chianti , with curated packages that can you get access to a behind the scenes look at the Florentine art scene to a Tuscan food and wine tour with local cooking classes .

Other tour operators like Fun in Tuscany offer the opportunity to traverse the Tuscan countryside on a vintage vespa, including stops at charming Italian villages, lunch and wine tastings. Bespoke Tuscany has access to luxury vans, buses and cars and offer a variety of tours to local cities like Siena, San Gimignano, Lucca and Pisa, and can incorporate stops to off-the-beaten path wineries within the tours.

Be sure to check out our in-depth guide detailing recommendations for a variety of the best Tuscany wine tour options .

If culinary is your passion, there are a number of cooking schools, agriturismos and farms that are wonderful to visit for those looking to immerse themselves in Tuscan cuisine. Podere Il Casale offers everything from farm tours to cooking classes to pizza making classes, providing the true essence of what Tuscan cuisine is all about.

Frequently Asked Questions about Tuscany Wineries

Where are most wineries in tuscany.

When you think about wine country in Italy, Tuscany is likely one of the first places that comes to mind. This is where rolling hills and sun-drenched vineyards meet historic charm, and the wine…oh, the wine! The heart of Tuscany’s wine production is found in Chianti , nestled between Florence and Siena. This region is world-renowned, known for producing the namesake Chianti and Chianti Classico wines that have graced countless dinner tables across the globe. However, the wine wonders of Tuscany don’t stop at Chianti. If you venture south of Siena, you’ll find the region of Montalcino . Montalcino is the proud home of the Brunello di Montalcino wine, widely considered one of Italy’s very best. Nearby Montalcino, there’s another wine gem – Montepulciano . This charming, ancient town gives its name to Vino Nobile de Montepulciano, another esteemed wine with a centuries-old reputation. Let’s also not forget about Bolgheri , a coastal Tuscan region in the west. It’s a relative newcomer in Tuscan wine production, but it’s already made a significant impact. Bolgheri is famous for its Bordeaux-style reds, which includes the legendary Super Tuscan wine, Sassicaia. And last but not least, Maremma , Tuscany’s wild west, has also been gaining recognition for its wines. This beautiful, rustic region, stretching along the coastline and into the hills, has become a hotspot for wine lovers seeking something a little different.

What are some examples of the best wineries to visit in Tuscany?

If you’re looking to embark on a Tuscan wine adventure, there are some standout wineries that offer the perfect blend of breathtaking landscapes, historical intrigue, and, of course, exquisite wines. In the heart of Chianti, between Florence and Siena, you’ll find Antinori nel Chianti Classico. This modern and architecturally stunning winery is run by the Antinori family, who have been making wine for an astounding 26 generations. Here, you can taste the fruits of their centuries-old expertise, learn about the winemaking process, and dine at their exquisite restaurant overlooking the vineyards. Then, venture south to the Montalcino region, where the renowned Biondi-Santi winery awaits. This is the birthplace of Brunello di Montalcino, a wine that has been called the ‘Italian ambassador in the world of wine’. The Biondi-Santi family pioneered the Brunello style in the late 19th century, and a visit here is like stepping back in time, offering deep insights into wine history. Over in Montepulciano, the Avignonesi winery offers an exceptional experience. Known for its Vino Nobile di Montepulciano, this winery is dedicated to biodynamic farming practices, creating wines that express the purest form of its terroir. A visit here includes not only wine tasting but also a fascinating glimpse into sustainable winemaking. In the coastal region of Bolgheri, don’t miss out on the Tenuta San Guido estate, where the legendary Sassicaia wine was born. This ‘Super Tuscan’ has broken the rules and set new standards for Italian wine, and visiting this winery is truly an opportunity to taste history. For a more off-the-beaten-path experience, head over to Maremma and visit Le Mortelle, owned by the Antinori family. It’s a relatively young winery, but with its cutting-edge technology and focus on local grape varieties, it’s already making waves in the wine world. These are just a few examples of the many incredible wineries that Tuscany has to offer. Be sure to read our detailed guide to the best wineries in Tuscany, which also includes dozens of options to actually stay on some of the stunning vineyards themselves. Each visit promises not only great wine but also an intimate connection with the land, the people, and the centuries-old traditions that make Tuscan wine so special. Whether you’re a wine novice or an aficionado, the Tuscan wineries are sure to make your journey unforgettable.

Can I visit wineries for wine tasting in Tuscany?

There’s no better way to truly appreciate Tuscan wine than by visiting the vineyards themselves, where you can immerse yourself in the stunning landscapes that produce these world-renowned wines. Wine travel is a major industry in Tuscany, with many vineyards opening their doors to visitors for tours and tastings. Imagine walking through the vine-covered hills of Chianti, exploring the ancient cellars where the wines mature, and then sipping a glass of Chianti Classico while overlooking the very vines that produced it. Or picture yourself in Montalcino, tasting a world-class Brunello while learning about the meticulous process that goes into crafting every bottle. Visiting the vineyards of Montepulciano offers a journey through history, as this town has been producing wines since the Roman times. And don’t forget Bolgheri, where you can taste the famous Sassicaia, often considered one of the best Italian wines. Many wineries in Maremma also welcome visitors, offering a more rustic, off-the-beaten-path wine experience that still boasts fantastic wines. A trip to these wineries not only provides an opportunity to taste a wide range of wines but also to learn about the winemaking process, the local terroir, and the history of wine in Tuscany. So yes, you can absolutely visit wineries for wine tasting in Tuscany, and it’s an experience I highly recommend for any wine lover. Whether you’re a seasoned expert or a newbie, the vineyards of Tuscany are sure to leave you with unforgettable memories and a greater appreciation for the art of winemaking.

Featured image courtesy Castelo Banfi Tuscan Wine Resort.

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tuscany wine tour italy

Best Tuscany Wine Tours

W hen we think of Italy’s food, there are a few things that come immediately to mind. Fresh pasta, hand-made and served al dente …  the sun-dried tomatoes and delicious cheese… there’s fresh herbs and cured meat… and of course, there’s wine! Because what Italian meal would be complete without a helping of red wine ?

Producer of some of Italy’s best wines, Tuscany  is also one of the world’s best wine regions. It is a place that grows the important Sangiovese grapes. They are primarily used for such wines as Brunello di Montalcino, Vino Nobile di Montepulciano, and Chianti.

When you’re in Tuscany , your experience would not be complete without getting to know some of the wineries more intimately. Hence, this list of the best Tuscan wine tours that allow you to indulge in the taste and culture of the Italian regions!

Siena Wine Tours : Chianti and San Gimignano 5-Hour Tour

Siena is second only to Florence when it comes to tourism in the Tuscan region, what with its extensive collection of art, history, and architecture. It’s also from here where you could strike out to the Chianti vineyards and the magnificent landscapes that surround them. In this wine tour, your guide will lead you beyond the beaten path and onto the place where the ruby fragrance of Chianti wine is born.

Your tastebuds will enjoy this product in one of the best cellars of the area, complete with a platter of cheeses, bruschetta, salami and meats — perfect companions for this drink.

After enjoying the sights, sounds, and tastes of the Chianti countryside, the tour will lead you to the UNESCO World Heritage Site that is San Gimignano. This medieval town has perhaps one of the first tower-lined skylines in the world, long before the skyscrapers of the modern day.

It is also home to the famous Vernaccia di San Gimignano wine, which you will also taste. The experience goes perfectly with a tour that spans the whole of the town, with its many squares, churches, alleys, and more.

Book Siena wine tours here .

Florence Wine Tours: Small Group Wine Tasting Tour to Tuscany

The attraction-dense Florence is also a great starting point for a wine tour! Take your time to walk around this treasure-laden city on your own. Then join your guide and a small group as you travel to the historic Chianti Classico area.

There’s just something special in this part of the world that produces some of the best wines known to man. It’s more than the beautiful sights. You will learn more about the secrets of the earth as your first stop, a wine estate, tours you around the wine’s production process.

This particular estate has three special wines for you to sample, together with some fresh olive oil. A second wine estate tour allows you to compare and contrast not just the taste but also the production methods of the various wines. As a plus, you’ll get a firsthand experience of just how well the wines pair with famous local meats such as ham, salami, bruschetta, and more!

Book this wine tour Tuscany here .

Poggibonsi: 4-Course Cooking Class with Wine Tasting

A good wine is best savored with a good meal, and fortunately Italy is all about both. This tour takes place within the picturesque confines of San Gimignano . It is a bottega that is as authentic an Italian kitchen as you can get.

After taking your own time to absorb the town’s treasures, a chef will give you and expert-level cooking class. Feel like an expert yourself as you make some of Tuscany’s classic kitchen specialties, such as pasta, chicken stew, and some dessert.

Join 14 other students as you master the traditions and techniques of the Tuscan kitchen. After this, take time to appreciate how well your meal pairs with a few fine glasses of local wine.

Don’t worry — a bit later on you’d be able to go on a proper local wine tasting session where you’ll learn to appreciate the finer flavors of the red nectar. Other wine tours shift your focus to the sights around you. But this one focuses on the stimulation of your palate.

Book this Poggibonsi wine tour here .

San Gimignano: Vineyard Walk and Lunch with Wine Tasting

Lately, vineyards are no longer simply revered places that produce wine grapes. They have also been turned into aesthetic marvels, especially with the introduction of “spiral vineyards” — grape vines arranged in a spiral pattern, with a vantage point at the center from which to view the marvel.

Visit one such spiral vineyard in this tour, owned by the Giachi family. Here you’ll learn not just about the vines but also about the history and context of almost every structure in sight. Of course, you will also get ataste and context of the estate’s wines. You’ll be able to trace their interesting history.

The tour is capped with a sumptuous Italian lunch, with such Tuscan food as Truffle lasagna, Tuscan ribollita, cantuccini, and more.

Book the San Gimignano wine tour here .

Montalcino, Pienza, and Montepulciano Food Tour from Siena

It says food tour on the label, but the real highlights here are the wine cellars you would be visiting. There’s one in Montalcino, which on its own is famous for its IG-worthy rolling hills and fresh produce. Its streets and fortress are typical of the Tuscan region, and its wines are as excellent.

The Pienza leg of the tour explores the area’s architectural treasures, especially the Val d’Orcia whose lanes overlook beautiful landscapes. The last leg, at Montepulciano, explores the stately buildings hand-in-hand with the area’s own ancient wine-making tradition. Finally, a bus drives you back down to Siena. Your exploration of the finer points of wine and history may continue there.

This is just a small cross-section of what Tuscany has to offer in terms of wine and all the fun that surrounds it. Wine production and wine-tasting is as much an art as is the region’s paintings and architecture. It is as much a product of nature as the unrivaled landscape that makes Tuscany such a draw for tourists the world over.

Book this multi-town Tuscany wine tasting tour here .

Of course, since the place is such a draw. You’ll want to have a way to avoid the crowds and jump the lines. This is why pre-booking, especially with a reputable tour company as Get Your Guide, is highly recommended!

Best Tuscany Wine Tours was written and photographed by Karla Ramos

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Click here to discover the best Tuscany wine tours that you can go on to indulge in the beautiful culture, views, and food of the Italian regions.

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How to do Italy in the off season, according to travel specialists

By Charlie Hobbs

Image may contain Nature Outdoors Weather Fog Mist Scenery Mountain Mountain Range and Peak

While Italy is never a bad idea per se, there are times when the the high-heeled boot kicks better than others. Those times lie in the off-season, when baking heat compounds not with throngs of crowds, and you, the tourist, find yourself with a touch more cool air to breathe. Between October and April and from thigh to toe to rock that the toe kicks (I am referring to Sicily ), the entire country comes alive in ways that most tourists will never get to experience if they stick to August.

"Could that really be true?" You ask. “It is true,” we at Traveller respond. It's easier to get reservations, for one thing, at storied establishments in Rome and elsewhere. The weather is milder, and not at cost of sunshine. Seasonal events you won't regret attending like Piedmont 's White Truffle Festival and the Feast of Sant Agata in Catania fall during this portion of the calendar. But don't let us alone convince you. Below, we've spoken to a handful of agents from our most trusted travel specialists about trips to Italy that they've planned in the off-season of which they are particularly proud.

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Langhe, the Barolo red wine region of Piedmont, in autumn.

Piedmont and Emilia-Romagna

“One of the trips I recently put together that I am really proud of is to Lake Como , Piedmont, and Emilia-Romagna. This particular multi-generational family of 13 is from Texas, and they were really wanting to avoid the heat and the crowds as they have enough of that at home. They were really interested in Como and Passalacqua , the new-kid-on-the-block hotel that’s leaning into off-season travel itself by being open year round.

That’s why I planned it around Como, but I had them starting in Piedmont at the Casa di Langa for three days, about a two-and-a-half hour drive away, because it’s the kick-off of white truffle season. They’ll go to the truffle fair which is every weekend in Alba and eat at a mix of Michelin-starred restaurants and local trattorias. This region in general, you could compare it to Tuscany, if you’re a wine connoisseur this is where the Barolos and Barbarescos come from. But it’s much more concentrated than Tuscany , with hilltop villages and Alps in the background. It’s still very local. And then Lake Como is Lake Como. Weaving in Emilia-Romagna for tree days at Grand Hotel Majestic già Baglioni , a three-hour-drive south from Como, for the food element as well – it’s the food capital of Italy in my mind with prosciutto di parma and parmesan cheese and what we would call 'bolognese"'. You base yourself in Bologna, the city heart, and go into the countryside for the producers. There’s also Modena and Parma, two beautiful towns, Modena being the home of [Massimo Bottura’s] Osteria Francescana. Another benefit of travelling in the off-season is that you’re much more likely to be able to dine at a place like that. Getting a reservation doesn’t necessarily require waking up at 4 a.m. six months in advance, which I have done." – Caroline Quinn, Black Tomato

Image may contain Citrus Fruit Food Fruit Plant Produce Grapefruit and Orange

Catania's orange trees.

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Catania in February, at the time of the Feast of Sant Agata.

Catania, Sicily

“How about the Feast of Sant Agata in Catania , where we sent clients in February this year? Sicily in February is heaven, the weather is gorgeous, and it’s warm enough to shrug off your winter woolies and eat outside. The fields are carpeted with wild flowers – the drive between Catania and Noto is spectacular – and it’s the time of year for the orange harvest which makes a wonderful contrast to the drab temperature and mood at home ( London , in my case). The Feast of Sant Agata attracts millions of pilgrims each year from around Sicily and is still very local and wild, with candlelit processions through the night, day time fireworks including from the roof of the Duomo and lots of celebrating. We are lucky enough to have friends who own a palazzo facing the Duomo where our clients could watch everything going on. During the day we drove them to Piazza Armerina to see the ‘bikini girls’ and at the Villa Romana which has the largest collection of Roman mosaics anywhere in the world. Normally packed with visitors, we had the entire villa to ourselves which was extraordinary.

Even Taormina , which has suffered from a deluge of visitors from what is known as the White Lotus effect (which I’m afraid I’m partly responsible for) was relatively empty. February is a brilliant month to visit Sicily especially if you’re curious about Ancient Rome, rather than baking alive in 100 degrees along with scores of other visitors you have the immense luxury of visiting temples, ruins, museums and mosaics alone.” – Emily Fitzroy, Bellini Travel

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The Dolomites have quaint mountain villages and epic scenery best explored in cooler months

The Dolomites

“It’s a little bit of a local secret that fall proper is the best season in the Dolomites . Not only is there the changing of the seasons and the colours, but also a sensation of quiet that the locals find very welcome after what was likely a busy summer and early fall. They are keen to promote this time to visitors – over the years, I’ve been told by owners and general managers of hotels that this really is the best time to be here, you’re sharing the paths with fewer people and the air quality is amazing. I don’t know exactly why, there is a temperature change, but the quality of the views is so long and crisp and crystal with the contrast between the greens of the land with the blue skies. It’s a visual therapy. Plus, a lot of our travellers prefer the crispness for hiking over heat. It’s the right climate. At the same time, in the area where I run trips, we have 300 days of sunshine annually. Key towns to visit are Urtijëi and Castelrotto. The gateway city is Bolzano, a year-round residential city that’s worth spending time in. It’s the rendezvous point with a fantastic archeological museum and a university, so the vibe there is a mix of younger people and families.

I had an October trip that ended up being a private group of seven couples in their mid- to late-fifties. They were very happy to stay in Val Gardena. They requested that there be two different levels of hike each day – a rigorous group and a laidback group, the latter of which got to drop into little towns like Urtijëi to have a look around – Urtijëi is actually quite lively and has a great artistic tradition of woodwork. We would also mountain bike, which is popular here, and have wine tastings and private evenings at mountain huts that opened just for us. We brought in music from accordions in the evenings when everyone would gather together, and had opportunities for casual pizza nights and refined evenings at the hotel. I was able to join the group one evening, and it was really like a roving cocktail party with friends and friends of friends. Because it was quiet in the region, they felt like they had it to themselves and I was able to create private events even more so. Everyone was able to have the experience that they wanted.” – Georgia Yuill, Butterfield & Robinson

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The best new hotels in the world: 2024 Hot List

Olivia Morelli , CN Traveller

Italy Florence Hotel Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco, a 5,000-acre estate in the Val d'Orcia, sits near the town of Montalcino in Siena, Tuscany.

Siena, Tuscany

"South of Siena, Rosewood Castiglion del Bosco is a 5,000-acre estate in the Val d’Orcia, near the town of Montalcino that I sent a family of five for a special Thanksgiving retreat this past November. I had personally visited Villa Ardore in Chianti in the fall on an industry trip organised by Bruno Lima of Destinare. We had a magical moonlit dinner with the villa owner, Christian Scali – with a private chef turning out wood fired pizzas in their outdoor oven. Over a glass of local wine, Christian was sharing stories of special time spent with his partner and their neighbors enjoying the off-season magic of the villa and this region during the holidays.

When clients came looking for a special holiday experience to share with their adult children, my mind was immediately transported back to Christian's stories. These clients weren't seeking a private villa or I would've happily sent them to Villa Ardore. Rosewood Castiglion del Bosco was the perfect answer with their luxurious but rustic chic accommodations, onsite winery, and cooking school.

After an overnight direct flight to Rome, we had a private driver pick them up at FCO and take them on the three-hour drive to the estate. Well rested and shaking off their jetlag, they enjoyed a cheese, wine, and vineyard tour that afternoon at the Castiglion del Bosco winery, the producer of Brunello di Montalcino. They finished off their night at Michelin-starred Ristorante Campo di Drago. The next day they were off truffle hunting, Brunello tasting, and enjoying a black truffle lunch. Then off to wander and enjoy dinner at a local restaurant in the town of Montalcino and a night cap back at the property with a family chess game by the fire. The following day they took a cooking class, making fresh pasta by hand, and hiked the gorgeous property. The weather was crisp and sunny and our satisfied clients reported that the crowds were perfect – just enough for some lively energy without a single hint of chaos.” – Kim Hannum, Fora Travel

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    24. VIP Wine Experience Montalcino & Montepulciano with Lunch. This is an experience for true wine lovers, selecting the best boutique wineries and tasting Brunello di Montalcino listed…. 25. Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano.

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    1. Take a Tuscany wine-tasting tour. Duration: 11 hours. Price: from €140. Why you should take it: the most popular wine tour from Florence. This full-day tour from Florence is a great opportunity to taste some super Tuscan wines, explore wine cellars and learn how experts are making wine in the process.

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    In some cases, your wine tours to Tuscany will also include an ... We highly recommend this wine tour in Florence, Italy. Wine tasting and tour at Castello Sonnino. Susan March 24, 2023. Wonderful host and wine Really enjoyed our personal tour with Claudia. Great history on the winery, delicious wine paired with local cheese and then their own ...

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    3. Brunello di Montalcino Full-Day Wine Tour with Tastings. Source: www.getyourguide.com. Brunello di Montalcino Full-Day Wine Tour. This eight-hour trip combines seeing the best of the gorgeous Tuscan countryside with tasting one of the most refined Tuscan wines - Brunello di Montalcino.

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    The Val d'Orcia Brunello Wine Tour from Florence takes you on a detailed voyage to Tuscany's prestigious wine territories, Montalcino and Montepulciano, over 10.5 hours . It delves into the rich tapestry of the region's wine culture, spotlighting the acclaimed Brunello di Montalcino and Nobile di Montepulciano wines.

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    Days: Monday-Friday. Time: Start from Florence at 9.30 am - 6.5 hrs. Size: Max 8 pp. Price: €185. VIEW TOUR & BOOK. CHIANTI TRADITION. Join in on this delightful day trip to the verdant heart of Tuscany, where you'll discover the production of one of the region's DOP extra virgin olive oils.

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    From Rome: 3 Best Wine Tours in Tuscany Italy. 1. Siena to San Gimignano Tuscan Wine Tour. RATING: 4.7/5 Stars | TOUR LENGTH: 10 hours. From Rome, explore the UNESCO Italian city of Siena and the charming town of San Gimignano, each brimming with history and character.

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    A: The best Wine Tastings in Tuscany according to Viator travelers are: Small-Group Wine Tasting Experience in the Tuscan Countryside. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery. Chianti Wine Tour from Florence. Half day Chianti Vineyard Escape from Florence with Wine Tastings.

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    In 2002, Italy and Wine was among the very first to offer wine vacations in the Tuscan area. Today we use our unparalled experience and exclusive access to hand-picked wineries to offer an impressive catalogue of almost 30 programs between shared and private one-day tours to the premium wine regions of Tuscany and beyond, including Barolo and Valpolicella.

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    Taste through a selection of a great local wines. Displaying 1-3 of 289 wineries. Azienda Agricola Purovino. Explore Maremma's wines at Azienda Agricola Purovino: sustainable practices, sulfite-free wines, and immersive sensorial experiences in the Tuscany wine region. Italy , Maremma. €35.00 Book now.

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    Tuscany Wine Making Experience and Gourmet Dinner from Florence. Dine like Tuscan royalty and create your own Chianti wine blend on this small group VIP evening tour. (8) From: $143.19. Book Tuscany Vespa Rides and Day Trips to Pisa, Lucca, Wine Country, Siena, And More! Free Pickup From Your Hotel in Florence.

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    Luxury Wine Tours in Tuscany from Florence. 🍷6. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence. 🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery. 🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing. Half Day Wine Tours from Florence.

  14. 7 Best Tuscany Wine Tours from Florence: A Curated List

    Montalcino. Moving along towards the province of Siena, Montalcino is a beautiful medieval hill town as well as another impressive wine region of Italy. Montalcino is the place where one of Tuscany's best aging wines, Brunello di Montalcino, is made. It typically requires a minimum of two years in a barrel.

  15. Tuscan Wine Tour by Italy and Wine

    Open now. 9:00 AM - 6:00 PM. Write a review. See all photos. About. Tuscan wine tours such as Chianti Classico, Brunello di Montalcino, San Gimignano and Montepulciano. We guarantee small group tours guided by wine experts. You also have the chance to customize your day in the wine country according to your tastes and budget.

  16. 8 Best Tuscany Wine Tours from Florence 2024 + Expert Tips

    Best Tuscany Wine Tours from Florence. 1. From Florence: Tuscany Wine & Food Tour with Guide. ⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent - Tours in Italy Details: Read more on Get Your Guide Now!

  17. Luxury Private Wine Tour in Tuscany

    Private Chauffeured Mercedes. Full breakfast at an elegant hotel. This concludes your wine tour of Tuscany, with wine tasting in Chianti, Montalcino, Montepulciano and the Maremma. You will leave with many gourmet goodies and gifts, and above all with a deeper appreciation of Tuscan wines, art, and architecture.

  18. Tuscany Wine Regions

    Introduction. Wine has been a part of daily life in Tuscany for over 3,000 years. From the time of the ancient Etruscans to the rapidly evolving modern period, viticulture and oenology have been the lifeblood of this captivating region, encompassing every province in rural Tuscany. Yet, until the 20th century, the region's wines (with notable ...

  19. Tuscany Wine Tours

    Wine Tours in Tuscany - Chianti, Brunello, Vino Nobile wines. Day Wine Tours or Multi-Day Wine Tours. We pick you up from Florence, Siena, Pienza and other locations and take you wine tasting in Tuscany. ... ITALY unfiltered Inc. Strada Dell'agazzara 18 53100 Siena SI Italy +39 340 883 6285 - Italy number. 15282 Buzzard Cut, Bokeelia FL 33922

  20. Tuscany Wine Tours

    Tuscany Wine Tour, 4 Chianti Wineries. Chianti, Florence-Siena Area. € 250 p.p. Special Tuscan Wine Tour. Chianti, Florence Area. € 280,00 p.p. View all tours. Our wine tours from Florence to Tuscany are considered the Best wine tours of Tuscany, because we started back in 2003 when there were only 3 wine tours operators to provide wine ...

  21. 21 Best Wineries in Tuscany

    Castellare di Castellina. Marilyn Krieger. Media magnate Paolo Panerai's Chianti winery is one of Tuscany's most acclaimed estates, for its top-of-the-line Super-Tuscan I Sodi di S. Nicolo, its ...

  22. Small-Group Wine Tasting Experience in the Tuscan Countryside

    Small-group tour (max. group size 25 people) Transport by air-conditioned vehicle with free wi-fi on board. Professional and informative English-speaking driver/guide to lead you through the experience. Guided visit to 2 different wine estate. Tasting of 3 wines and olive oil at the first winery.

  23. 29 Best Wineries in Tuscany & Top Vineyard Resorts 2024

    Castello di Verrazano. Winetraveler Rating: ★★★★★. Via Castello di Verrazzano, 1, 50022 Greve in Chianti FI, Italy. +39 055 854243. Castello di Verrazano, perfectly situated in Greve, between Florence and Siena, is a castle steeped in history that directly relates to New York.

  24. Best Tuscany Wine Tours

    Best Tuscany Wine Tours. W hen we think of Italy's food, there are a few things that come immediately to mind. Fresh pasta, hand-made and served al dente…the sun-dried tomatoes and delicious ...

  25. How to do Italy in the off season, according to travel specialists

    After an overnight direct flight to Rome, we had a private driver pick them up at FCO and take them on the three-hour drive to the estate. Well rested and shaking off their jetlag, they enjoyed a cheese, wine, and vineyard tour that afternoon at the Castiglion del Bosco winery, the producer of Brunello di Montalcino.