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
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
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.
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 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
Things to Note about this Wine Tuscany Tour:
- This tour is not accessible to wheelchair users
- 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.
Winery Tours Tuscany Details (what’s included):
- Cancel up to 24 hours in advance for a full refund
- 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
- Visit Greve in Chianti with free time to explore the village
Things to Note about this Wine Tuscany Tour:
- This tour is not accessible to wheelchair users
- 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
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):
- Choose between two wine-tasting options:
- 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
Things to Note about this Wine Tuscany Tour:
- This tour is not accessible to wheelchair users
- 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.
Winery Tour Tuscany Details (what’s included):
- A flight of 5 local wines
- A selection of Pecorino cheeses, bruschetta and olive oil
Things to Note about this Wine Tuscany Tour:
- This tour is not accessible to wheelchair users
- All Brunello wines are red
- 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 Tour Tuscany Details (what’s included):
- Winery and castle tour
- A sommelier hosts wine tasting and 3-course lunch
Things to Note about this Wine Tuscany Tour:
- This tour is not accessible to wheelchair users
- All Brunello wines are red
- 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
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.
Winery Tours Tuscany Details (what’s included):
- Lunch with wine tasting at a winery estate near San Gimignano
Things to Note about this Wine Tuscany Tour:
- Cancel up to 24 hours in advance for a full refund
- This tour is not accessible to wheelchair users
- An English-speaking tour guide
“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.
Winery Tours Tuscany Details (what’s included):
- 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
Things to Note about this Wine Tuscany Tour:
- Cancel up to 24 hours in advance for a full refund
- 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
- An English-speaking tour guide
“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.
Winery Tours Tuscany Details (what’s included):
- 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
Things to Note about this Wine Tuscany Tour:
- Cancel up to 24 hours in advance for a full refund
- 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
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:
- Cancel up to 24 hours in advance for a full refund
- 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
- No transportation, you meet at the specified address
“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.
Wine Tour Tuscany Details (what’s included):
- Rental of Italian Vespa (50cc) with helmet and insurance
- Authentic Tuscan meal
- Wine and olive oil tasting
Things to Note about this Wine Tasting Tuscany Tour:
- Cancel up to 24 hours in advance for a full refund
- 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
- No transportation, you meet at the specified address
“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.
Wine Tour Tuscany Details (what’s included):
- Tuscan lunch in a vineyard setting
- Authentic Tuscan meal
- Wine and olive oil tasting
Things to Note about this Wine Tasting Tuscany Tour:
- Cancel up to 24 hours in advance for a full refund
- 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
- No transportation, you meet at the specified address
“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
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:
- Cancel up to 24 hours in advance for a full refund
- English-speaking guide
- 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.
Wine Tuscany Tour Details (what’s included):
- 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
Things to Note About this Tuscan Wine Tasting Tour:
- Cancel up to 24 hours in advance for a full refund
- English-speaking guide
- Small group tour, limited to 8 people
“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
⭐️ RATING: 4.5/5 Stars | ⏳ TOUR LENGTH: 5.5 hours
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.
Wine Tuscany Tour Details (what’s included):
- Visit 2 Chianti wineries
- 1 wine tasting
- 1 olive oil tasting
Things to Note About this Tuscan Wine Tasting Tour:
- Cancel up to 24 hours in advance for a full refund
- English-speaking guide
- Not suitable for wheelchair users
- At the second winery stop, the wine tasting is not included
- Small group tour, limited to 8 people
“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.
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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.
