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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

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Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

Tuscan Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 2,213 reviews):

Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

• Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
• Traverse the scenic Tuscan countryside on an off-road adventure.
• Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
• Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
• Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,165 reviews):

Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

RELATED: 25 Best Things To Do in Florence Italy: Visitor’s City Guide

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

• Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
• Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
• Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
• Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

Winetraveler Rating (over 1,158 reviews):

Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

• Cycle through the beautiful Tuscan countryside, leaving the city behind.
• Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
• Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
• Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

Winetraveler Rating (over 3,633 reviews):

Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

• Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
• Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
• Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
• Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

Winetraveler Rating (over 547 reviews):

Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

• Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
• Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
• Gain insights into the winemaking process unique to the Chianti region.
• Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

Winetraveler Rating (over 415 reviews):

Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

• Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
• Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
• Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
• Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

• Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
• Explore three diverse wineries, including quaint family-run and organic estates.
• Discover the winemaking process through an immersive cellar tour.
• Savor a range of the region’s best varietals.
• Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
• Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

• Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
• Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
• Enjoy a private experience tailored exclusively for your party.
• Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

• Benefit from round-trip private transportation from your hotel or chosen location in Rome.
• Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
• Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
• Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

Winetraveler Rating (over 5 reviews):

Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

• Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
• Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
• Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
• Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

Winetraveler Rating (over 47 reviews):

Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

• Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
• Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
• Absorb the history of the route from our expert guide.
• Traverse between Siena and the medieval walled village of Monteriggioni.
• Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
• Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
• Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

Winetraveler Rating (over 122 reviews):

Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

• Break away from the city and effortlessly explore the vineyards surrounding Siena.
• Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
• Choose from two departure times throughout the day for your convenience.
• Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

Winetraveler Rating (over 293 reviews):

Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

• Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
• Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
• Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
• Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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15 Best Wine Tours in Tuscany (+ Tips For Choosing)

• Isabelle Hoyne
• February 16, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

Explore the best wine tours in Tuscany with our comprehensive guide, covering top destinations from Florence to Bolgheri, including Siena, Montepulciano, and Brunello. Discover your perfect vineyard adventure in one of Italy’s most renowned wine region.

Covering key areas and varietals from Florence to Bolgheri, including Chianti, Siena, Montepulciano, and Brunello, this guide consolidates Tuscany’s top wine experiences into one essential resource.

This post is designed to help you navigate the vast and varied wine landscape of one of Italy’s most renowned wine-producing regions. Tuscany is home to some of the world’s most beloved wines, including Brunello di Montalcino, Chianti Classico, and the emerging stars from Bolgheri.

I’ve handpicked a selection of the best wine tours across Tuscany , each offering a unique insight into the region’s wine production.

From small-group experiences in the Tuscan countryside to comprehensive tastings in historic cellars, this guide covers the spectrum. Whether you’re a novice eager to learn about wine tasting or an aficionado looking to delve deeper into Tuscan wine varietals, these tours cater to a range of interests and knowledge levels.

In addition to showcasing the diversity of Tuscany’s wine offerings, I’ve included some things you need to know when choosing a wine tour in Tuscany, as well an FAQ section to answer any questions you might have, ensuring you’re fully prepared for your wine tour adventure.

My goal is to provide you with a straightforward, informative guide that will assist you in selecting the wine tour that best matches your preferences, enabling a deeper appreciation of Tuscany’s rich wine culture while on your travels. 

Best Tuscany Wine Tours: My Top Picks

Best chianti wine tour, small-group wine tasting experience in the tuscan countryside.

• Duration: 4 hours 45 minutes

Selling points: Intimate, authentic Tuscan wine exploration

Best Wine Tour in and from Siena

Educational wine tour & tasting.

Duration: 3 hours

Selling points: Insight into organic winemaking practices

Best Brunello di Montalcino Wine Tour

Small-group brunello di montalcino wine-tasting trip from siena.

• Duration: 9 hours

Selling points: Exclusive Brunello wine tasting adventure

Best Montepulciano Wine Tour

Wine tour ebike experience.

• Duration: 5 hours

Selling points: Scenic ebike ride and wine tastings

Best Bolgheri Wine Tour

Bolgheri: premium wine tasting with winery tour.

• Duration: 1 hour 15 minutes

Selling points: Premium single-varietal wine tastings

15 Best Wine Tours in Tuscany

Best chianti wine tours.

Renowned for its ruby-red wines and picturesque landscapes, the Chianti region embodies the essence of Tuscan viticulture.

Situated between Florence and Siena , it offers a diverse array of vineyards and historic estates.

If you’re interested in taking a Chianti wine tour, you can discover the full spectrum of Chianti’s offerings in our post on the best Chianti wine tours from Florence . 

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours 45 minutes | ✓ Book now

This intimate Small-Group Wine Tasting Tour across the Tuscan countryside stands out as a prime choice within our selection of the best wine tours of Chianti .

Venturing into the Chianti Classico’s core , participants gain unparalleled insight into the craft of winemaking unique to Tuscany.

Featuring visits to two distinguished wineries set against the tranquil backdrop of vineyards and olive trees, this experience offers a rich blend of select wines and olive oils. These tastings are thoughtfully paired with local Tuscan delights such as cheese, salami, and bruschetta, enhancing the overall sensory journey.

With its emphasis on small group sizes , the tour promises an engaging and personalised exploration of Chianti’s winemaking heritage and culinary traditions. For a genuine slice of Tuscan life, this tour is a top recommendation.

Reviews: “Let’s do this one again!!!!! Love it! I highly recommend this tour! This is actually the second time we have joined this tour because my husband and I enjoyed it the last time we were visiting Florence. The hosts are kind and patient, the travel accommodations are comfortable and efficient, and the wineries were so lovely!!! The tours were given by the owners of the wineries (a real treat!) who offered answers to questions as well as sharing their experience and knowledge.” – Angela_R, Jan 2024 Read more reviews here.

Useful information:

• Location: Piazzale Montelungo, Firenze FI, Italy
• Start Times: 8:45 AM (for 9:00 AM tour), 2:15 PM (for 2:30 PM tour)
• Size of Tour: Small group (max 25 people)
• Accessibility: Not wheelchair accessible; involves stairs
• Included: Transport by air-conditioned vehicle with Wi-Fi, English-speaking guide, visits to 2 wineries, tastings of 6 wines and olive oils, local Tuscan snack

From Florence: Chianti Wineries Tour with Food and Wine Tasting

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5.5 hours | ✓ Book now

Nestled within the scenic Chianti Hills , this half-day excursion from Florence delivers an authentic insight into the heart of Tuscany’s wine culture, making it a standout in our collection of the best wine tours of Chianti .

The journey includes stops at two authentic wineries , where interactions with the winemakers themselves provide a deep dive into their techniques and dedication. This tour melds the picturesque landscapes of Chianti with a comprehensive wine tasting, allowing participants to explore seven distinct wines that reflect the region’s rich heritage.

Enhanced by traditional Tuscan snacks , this experience is designed for those keen to delve into Tuscan winemaking’s intricacies.

Ideal for both avid wine lovers and those new to wine culture, the tour promises a harmonious mix of education, scenic allure, and gastronomic pleasure .

Reviews: “Excellent wine tour with amazing guides and very knowledgeable sommeliers. Definitely worth booking this.” – Kunal (United Kingdom) Read more reviews here.

• Location : Meet at Piazzale Montelungo, Firenze FI, Italy Start
• Time : 8:30 AM / 2:30 PM
• Duration : 5.5 hours
• Size of Tour : Shared tour with up to 30 people
• Accessibility : Not suitable for wheelchair users
• Included : Return transportation, expert multilingual guide, guided wine tastings, snacks (cheese, bread, olive oil, balsamic vinegar, salumi)

Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now

Embark on the Chianti Safari Wine Tour , a standout full-day adventure from Florence that captures the essence of the Chianti region’s wine and culinary traditions.

Beginning in Florence, this journey leads you off the beaten path , showcasing Chianti’s renowned wine, olive oil, and stunning landscapes . You’ll visit esteemed wineries , including a notable family-owned estate where you can explore historic cellars and enjoy tastings that include fine wines, olive oil, and local cured meats.

Travel through time-honored woodlands and over picturesque hills , experiencing the full beauty of the Tuscan countryside. The experience is enriched by a traditional Tuscan lunch at a winery restaurant, where the views rival the excellence of the cuisine.

With stops at both a well-established winery and a charming boutique vineyard , you’ll gain a holistic understanding of Chianti’s diverse wine culture.

Ideal for those wishing to dive deep into the heart of Tuscany, this tour melds gourmet experiences, historical exploration, and the sheer beauty of nature into an unforgettable day.

Reviews: “Exciting full day tour of the Chianti wine region of Tuscany. We really enjoyed learning about Tuscany and the Chianti wine-growing region. Our guide Liv and our driver Lob were excellent. Liv was very knowledgeable about the wine-making process and history. She was most engaging and a pleasure.” – Helen_C, Dec 2023 Read more reviews here.

• Location: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
• Start Time: 9:00 AM
• Size of Tour: Maximum 26 travellers
• Accessibility: Not wheelchair accessible; not recommended for travellers with back problems or pregnant travellers
• Included: Air-conditioned 4×4 transport, professional guide, 9 wine samples, 2 olive oil samples, food tastings, lunch

Best Wine Tours in and from Siena

Delving into the heart of Tuscany from Siena opens doors to some of the region’s most esteemed vineyards and wineries – including the much admired wines of Brunello di Montalcino and Vino Nobile di Montepulciano.

Our best wine tours in Siena blog post guides you in more detail through curated experiences that blend historical richness with the joy of wine tasting, directly from the ancient streets of Siena. They’re perfect to peruse through if you decide to stay in Siena for a night or two.

However, here are my top three picks of wine tours taking place, or being run from, the city of Siena. 

The Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena emerges as a top pick within our best wine tours in and from Siena , celebrated for offering a genuine dive into the Tuscan viniculture, backed by rave reviews.

Spanning 9 hours and commencing from Siena, this excursion takes you deep into Montalcino’s vineyards, home to the illustrious Brunello di Montalcino wine . The adventure unfolds with visits to three exceptional wineries , complemented by a traditional Tuscan lunch at a vineyard, enriching the tasting journey.

The itinerary also includes a stroll through Montalcino’s charming streets and a visit to the peaceful Sant’Antimo Abbey , adding layers of cultural and historical context to the wine exploration.

This experience is meticulously designed for both wine aficionados and newcomers , aiming to deliver a comprehensive insight into the celebrated Brunello di Montalcino in an intimate setting.

Reviews: “Highly highly recommended. Mattia was so knowledgeable and full of fun stories. The wineries that we visited were all very unique. The lunch! The location was fabulous. The hosts were even more fabulous and their wines amazing.” – Nancy_C Read more reviews here.

• Location : Piazza San Domenico, Siena, Italy
• Start Time : 09:30 AM
• Duration : 9 hours
• Size of Tour : Maximum 8 people
• Accessibility : Not wheelchair accessible, stroller accessible
• Included : Local guide, lunch, wine tastings, air-conditioned vehicle

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 3 hours | ✓ Book now

Within our best wine tours in and from Siena , this 3-hour Siena winery exploration stands out for its focus on organic winemaking , a mere stone’s throw from Siena’s historic centre.

You’ll be taken on a journey just 2 kilometres away to delve into the organic viticulture nestled in the Tuscan landscape. The tour provides an insightful look into the vineyard’s life cycle and its historic cellars, showcasing the dedication to crafting top-quality organic wines.

Participants will be treated to a tasting of four organic wines , each selected to showcase the rich, nuanced flavours that organic methods yield. Complemented by a light lunch of seasonal Tuscan fare, this tour offers a taste and educational experience in harmony.

This unique outing is designed for those keen to uncover the depth of organic viticulture in a picturesque setting, blending both educational insights and the sensory pleasure of wine tasting.

It’s an exceptional choice for anyone wishing to engage deeply with the sustainable practices behind Tuscany’s renowned winemaking tradition.

Reviews: “The wine tour and tasting at La Lastra was excellent. Our host spoke very informatively and passionately about their ‘terroir’. I’ve done a few wine tours over the years and expected this to be just another experience- but I genuinely learned a lot during our visit. The lunch and tastings provided were generous and delicious. Thank you so much – 5* – don’t miss it!” – GetYourGuide traveller, United Kingdom Read more reviews here.

• Location : Azienda Agricola La Lastra, Strada della Befana 2/A, 53100 Siena, Italy
• Start Time : 11:30 AM
• Duration : 3 hours
• Size of tour : 12 people
• Accessibility : Check with the provider for specific accessibility details
• Included : Guided visits to the vineyards and cellars, sensory wine tasting, light lunch

Wine Class – Tuscan Classics

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 2 hours | ✓ Book now

T his 2-hour wine experience unfolds in Siena’s historical centre, offering a deep dive into the essence of Tuscan viticulture.

Guided by expert local sommeliers , this session is tailored for wine enthusiasts at all levels, providing a comprehensive overview of the region’s celebrated wines. Attendees are introduced to the art of wine tasting, learning techniques to swirl, smell, and sip like a pro.

The highlight is the sampling of four to five distinct Tuscan wines , thoughtfully matched with local appetisers. This interactive class is also packed with insights on pairing wine with food, perfect for those looking to navigate Siena’s gastronomic offerings with confidence.

A prime choice for anyone keen to immerse themselves in Tuscany’s vinous traditions, this tour marries informative content with sensory pleasure , making it a must-visit for wine lovers seeking an authentic educational experience within the ancient walls of Siena.

Reviews: “Terrific class. Had a ton of fun. So convenient being in the city walls. Drank, laughed and learned a great deal. Manuel was a terrific teacher and good-natured person. No pressure sale. If you don’t know much about wine from Tuscany, want to learn and drink with a friendly group, this tour is for you.” – Hanan_S, May 2023 Read more reviews here.

• Location : Via Stalloreggi, 53100 Siena SI, Italy
• Start Time : 05:00 PM
• Duration : 2 hours
• Size of tour : 14 people
• Accessibility : Wheelchair and stroller accessible, surfaces wheelchair accessible
• Included : Alcoholic beverages, snacks

Best Brunello di Montalcino Wine Tours

With its distinguished reputation, Brunello di Montalcino encapsulates the pinnacle of Italian winemaking, offering a complex bouquet and remarkable aging potential. It’s definitely a town that should find its way onto any wine lover’s Tuscany itinerary . 

In our best Brunello di Montalcino wine tours post, we unveil the finest tours that bring you closer to the artistry of this renowned wine.

Below, we spotlight our top four picks, offering a glimpse into the heart of Montalcino’s winemaking tradition. For an in-depth exploration, head over to the full article.

Best Wine Tours in Siena

★ RATING: 5/5 Stars (650+ reviews) | 🕰 TOUR LENGTH : 9 hours | ✓ Book now

Embarking on the Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena unveils the richness of Tuscany’s prized Brunello wines over a span of 9 hours .

Guided by a connoisseur, participants are led through Montalcino’s picturesque vineyards and historic cellars , uncovering the secrets behind these acclaimed wines.

The journey includes stops at three distinct wineries , each presenting their signature takes on Brunello di Montalcino. Highlighting the experience is a traditional Tuscan lunch at a locally owned winery, marrying the region’s culinary delights with its stellar wines.

Further enriching the tour are visits to Montalcino’s inviting town and the serene Sant’Antimo Abbey , blending oenological exploration with cultural immersion.

Tailored for aficionados of fine wine, this excursion offers a comprehensive foray into the esteemed Brunello wine tradition.

Reviews: “The wine pairing lunch was phenomenal. Our hosts were exceptional. Driver, and guide–Keeko were professional and knowledgeable. Would definitely recommend this tour.” – Cindy_W, Nov 2023 Read more reviews here.

• Location: Departs from Piazza San Domenico, Siena
• Start Time: 9.30 am
• Size of Tour: Max 8 people
• Accessibility: Not wheelchair accessible, stroller accessible
• Included: Local guide, lunch, visits to wine cellars and wine tasting, air-conditioned vehicle

Val d’Orcia Brunello Wine Tour: Montalcino & Montepulciano from Florence

★ RATING : 4.5/5 Stars (180+ reviews) | 🕰 TOUR LENGTH : 10 hours 30 minutes | ✓ Book now

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.

Visits to Montalcino and Montepulciano are central to the experience, offering participants a chance to explore the vineyards and barrel cellars under expert guidance, enriching their understanding of the meticulous wine-making process.

A highlight of the tour is the superior lunch against the backdrop of breathtaking views , celebrating Tuscany’s gastronomic excellence. The itinerary also includes a stop at Pienza , celebrated for its Pecorino cheese and enchanting scenery.

With its semi-private format, limited to eight guests , this tour promises an intimate exploration of Tuscany’s vinicultural heritage , perfect for those desiring a deep dive into the world of Brunello and Nobile wines.

Reviews: “A Must For Tuscany Wine Tours. This was my favorite tour of the many I’ve taken all over Europe . Michele (Mike) was a superb host and driver, giving us a running basic history of what we were seeing throughout the drive from Florence to Montalcino, Pienza, and Montepulciano. The tour of Erolani winery was especially superb, and lunch was really tasty. Highly recommend!” – Kristin_H, Nov 2023 Read more reviews here.

• Location: Departs from Piazza degli Antinori in Florence
• Start Time: 8:00 am
• Duration: 10 hours 30 minutes
• Included: Premium van with A/C, English-speaking driver, superior lunch, 2 wine tastings, guided tours on vineyard and barrel cellar, local product food tasting during wine tasting in Montepulciano

Guided Winery Tour & Gourmet Tasting at Montalcino Winery

★ RATING : 4.8/5 Stars (100+ reviews) | 🕰 TOUR LENGTH : 2.5 hours | ✓ Book now

The Guided Winery Tour & Gourmet Tasting at Corte Pavone Winery provides a 2.5-hour exploration into the essence of Brunello wines, positioning itself as a highlight within our selection of top Brunello wine tours.

This experience invites guests to immerse themselves in biodynamic viticulture , offering insights into the sophisticated winemaking processes. The tour kicks off with a stroll through the vineyards, introducing the winery’s diverse soils and biodynamic farming practices.

Participants will then explore the cross-vaulted cellar , observing the ageing process in various types of barrels.

A standout feature is the gourmet tasting session , where attendees savour six distinct wines, each accompanied by a tailored gourmet pairing.

Featuring both the Dynamic Brunello Cru Tasting and the Signature Corte Pavone Tasting , this tour offers a rich overview of the winery’s portfolio. It’s an ideal pick for those keen on understanding the delicate balance between viticulture and culinary art.

Reviews: “The tour guide was amazing. Firstly, he explained in detail how the wine was produced, from the grapes to the wine we find in the bottle. We visited the grape fields and the cellars, and the tour ended in the restaurant, where we tasted six different wines.” – GetYourGuide traveler, Germany, October 20, 2023 Read more reviews here.

• Location: Località Corte Pavone, Montalcino
• Start Time: Options for 11:00 am or 3:00 pm
• Duration: 2.5 hours
• Size of group : max 18 travellers
• Included: Winery tour, 2 wine tasting options of 6 wines in total, 6 specially designed gourmet paired bites, food and wine pairing
• Accessibility: Information not provided
• Additional Info: Suitable for adults only, reservation required

Brunello Cooking Class with Vineyards View Winery in Montalcino

★ RATING : 4.6/5 Stars | 🕰 TOUR LENGTH : 4 hours | ✓ Book now

The Brunello Cooking Class at Vineyards View Winery offers a 4-hour escape into the scenic beauty of Tuscany, blending culinary skills with viniculture.

More than a cooking session, this tour immerses you in the vibrant heart of the region’s food and wine heritage . It kicks off with an enlightening winery tour, shedding light on the nuances of the winemaking process .

Participants dive into a hands-on cooking class , guided by culinary experts to craft traditional Tuscan cuisine, including various pasta dishes and regional delicacies, perfectly complemented by the renowned Brunello wines .

The adventure peaks with a lunch showcasing your culinary creations against the backdrop of the winery’s breathtaking landscapes.

Tailored for both families and gastronomy aficionados , this experience marries the art of Tuscan cooking with the pleasure of wine tasting, making it a standout choice for those eager to explore Tuscany’s culinary and oenological delights.

Reviews: “This was one of our favorite experiences in Italy! All of our children (ages 10-19) LOVED it! The food was delicious, the scenery beautiful and the wine magnificent! Don’t miss this experience…well worth it!” – Aimee_P, Jun 2023 Read more reviews here.

• Location: Castello Tricerchi, Località Altesi, Montalcino
• Start Time: 10:00 am
• Duration: 4 hours
• Size of tour : max 10 travellers
• Accessibility: Wheelchair accessible
• Included: 4-hour tour and hands-on cooking class, tour of the winery, pairing lunch with Brunello, gratuities
• Not Included: Hotel Pickup/Drop-off (available as an add-on service)

Best Montepulciano Wine Tours

Montepulciano, home to the esteemed Vino Nobile, is a jewel in Tuscany’s winemaking crown, offering a blend of rich flavours and a storied heritage.

Explore this tradition further with our guide to the best wine tours and tastings in Montepulciano , highlighting top experiences for wine enthusiasts.

As a celebrated hilltop town, Montepulciano is also featured in our best towns in Tuscany  post, making it an essential stop for those captivated by Tuscany’s scenic beauty and historical depth.

Here are my top three picks in terms of its wine tours.

Montepulciano Wine Tasting and Cellar Tour

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 1 hour | ✓ Book now

The Montepulciano Wine Tasting and Cellar Tour presents a captivating exploration into the heart of Tuscany’s viniculture, focusing on the region’s celebrated Nobile di Montepulciano wines.

Participants gain access to the aging process within Slavonian oak and French wood barrels , showcasing the seamless blend of traditional methods and high-quality winemaking. The area’s unique sandy tufa soils , embedded with ancient fossils, highlight Montepulciano’s rich viticultural roots.

Tastings feature outstanding wines, each paired with local delicacies such as aged pecorino, bruschetta , and crostini , enriching the sensory experience.

This tour is highlighted for its comprehensive insight into Montepulciano’s wine heritage, making it a prime choice for those eager to immerse themselves in the intricacies of Tuscan wine.

A key experience for both wine aficionados and exploratory visitors, it stands as a cornerstone for those looking to uncover the authentic essence of Tuscan winemaking.

Reviews: “Splendid tour. The wine cellar was spectacular with so many various sizes of barrels. This ancient cellar was amazing. The wine tasting and exploration of each by our guide was excellent. Lasted 1.5 hours to 2 hours start to finish. Excellent local wine.” – GetYourGuide traveler Read more reviews here.

• Location: Via Ricci, 13, 53045 Montepulciano SI, Italy
• Start Time: 10:30 AM, 3:00 PM
• Duration: 1 hour
• Size of Tour: Small group
• Accessibility: Accessible only by foot; parking available at “Parking S. Donato” or “Parking P8.”
• Included: Guide, selection of pecorino cheeses, bruschetta with extra-virgin olive oil, typical crostini, five wines DOC and DOCG di Montepulciano.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Explore Montepulciano’s breathtaking vistas with the Wine Tour Ebike Experience , a perfect fusion of active adventure and vinicultural discovery set within our best Montepulciano wine tours selection.

Spanning 5 hours , this excursion allows you to effortlessly traverse the Nobile wine route’s undulating landscapes on an electric bike, ensuring a smooth ride amidst the region’s stunning scenery.

You’ll journey past lush vineyards and idyllic hills , with stops at two esteemed wineries for memorable wine tastings that highlight the area’s celebrated wine heritage.

This tour is an excellent choice for those looking to blend light exercise with the pleasures of wine tasting , offering a distinctive way to experience the Tuscan countryside’s allure.

Ideal for those keen on an active exploration of Tuscany’s famed winemaking regions.

Reviews: “Amazing. Rolling hills, small bed-and-breakfasts, wineries, mountains with endless vines… it was out of a movie set. Both of our wine tasting experiences were phenomenal. Our guide Pierre was outstanding. Worth every penny.” – Georgina_M, Oct 2023 Read more reviews here.

• Location: Urban Bikery, Via Ricci, 2, 53045 Montepulciano SI, Italy
• Start Time: 10:30 AM – 06:30 PM
• Size of Tour: Private group
• Accessibility: Not wheelchair accessible, not recommended for travellers with back problems or pregnant travellers
• Included: Alcoholic Beverages, ebike, helmet, raincoat, lunch, guide.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

★ RATING: 4.4/5 Stars | 🕰 TOUR LENGTH: 1.5 hours | ✓ Book now

Delve into the essence of Tuscan viticulture with a 1.5-hour wine tasting and lunch at a storied Montepulciano winery, a highlight among our best Montepulciano wine tours .

Guided by an expert sommelier, this experience unfolds in ancient cellars from the 14th century , offering a rare glimpse into the evolution of wine production.

Participants will enjoy tastings of four distinguished wines , including the celebrated Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, complemented by traditional Tuscan appetisers.

Choose between two dining options : an appetizer and main course for a full immersion into Tuscan cuisine, or an appetizer followed by two courses for an extended culinary delight alongside your wine tastings.

This tour offers a perfect fusion of historical insight, gastronomic exploration, and wine education , ideal for those looking to connect with the deep-rooted wine and food culture against the picturesque backdrop of Montepulciano.

Reviews: “A really pleasant and interesting experience. In addition to the lunch and the tasting made with excellent products and wines, it was very interesting to learn about the history of the cellar and the winemaking characteristics. Congratulations to the whole team.” – GetYourGuide traveler – Italy, March 22, 2023 Read more reviews here.

• Location: Via Talosa, 8, 53045 Montepulciano SI, Italy
• Start Time: 1:00 PM
• Duration: 1.5 hours
• Size of Tour: Group
• Accessibility: Not suitable for people with mobility impairments or wheelchair users
• Included: Winery tour, sommelier, snacks, wine tasting, lunch (optional gratuities and hotel pickup/drop-off not included)

Best Bolgheri Wine Tours

Located along the Tuscan coast, Bolgheri wine, renowned for its Bordeaux-style blends, has gained prominence for its rich, full-bodied reds.

This region is attracting global attention, due to both its unique microclimate and innovative winemaking –  marking Bolgheri as a rising star in Italy’s viticultural scene.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

At Terre del Marchesato, a jewel nestled just 5 km from Bolgheri’s village centre, a premium wine-tasting experience awaits.

This 75-minute tour delves into the heart of one of Tuscany’s most prestigious wine regions , offering an intimate exploration of its vineyards, wine cellar, and the art of monovarietal wine production.

Guests are treated to tastings of exceptional wines like TARABUSO (Cabernet Sauvignon) and MAURIZIO FUSELLI (Petit Verdot), each paired with traditional Tuscan bruschetta and extra virgin olive oil .

I find this tour particularly appealing for its focus on premium, single-varietal wines , providing a unique insight into the nuances of each grape type.

It’s perfect for wine enthusiasts seeking a deeper understanding of Bolgheri’s wine-making excellence and those who appreciate the finer details of viticulture.

Reviews: “Must Visit This Winery! This was a truly amazing experience. We had a very informative tour of the winery with the arborist who showed such passion for his work. The wines were fantastic and we had a food pairing as well that was delicious! Very worth the visit.” – Stacey_K, Oct 2023 Read more reviews here.

• Location: Farm Lands of the Marquis, Via Località Sant’Uberto, 164, 57022 Bolgheri LI, Italy
• Start Time: Multiple options from 10:00 AM to 5:30 PM
• Size of Tour: Maximum of 16 travelers
• Accessibility: Wheelchair accessible, stroller accessible, transportation is wheelchair accessible
• Included: Professional guide, wine tasting, alcoholic beverages

Bolgheri: Classic Wine Tasting with Winery Tour

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

Nestled just a short drive from the heart of Bolgheri, Terre del Marchesato offers an intimate glimpse into the world of Tuscan winemaking.

This 75-minute tour not only showcases the vineyard and cellar but also includes tastings of three distinct Bolgheri wines , each paired with traditional Tuscan bread and extra virgin olive oil .

From the crisp PAPEO Bolgheri Bianco to the robust MARCHESALE Bolgheri Superiore, visitors have the chance to savour the depth of Bolgheri’s wine offerings.

I recommend this tour for those looking to explore one of the oldest wineries in the region , offering great value for money and a personal insight into the production process.

It’s ideal for wine enthusiasts eager to understand the nuances of Bolgheri’s celebrated wines.

Reviews: “We booked this wine tour spontaneously; great value for money, nice winery, more detailed explanations of the production process and the aromas of the wines while tasting would have been appreciated.” – AshleyLivia_H Read more reviews here.

• Size of Tour: Maximum of 16 travellers
• Included: Wine tasting, professional guide, alcoholic beverages

What To Keep in Mind When Choosing a Winery Tour in Tuscany

Tuscany offers quite the mosaic of wine experiences, with each region presenting its signature varietals and winemaking traditions.

Whether you’re drawn to the robust Brunello di Montalcino, the classic Chianti, the noble Vino Nobile di Montepulciano, or the emerging Bolgheri wines, there are several key considerations to keep in mind that can help ensure your wine tour is both memorable and enlightening.

Understanding Regional Wine Profiles

• Brunello di Montalcino : Esteemed for its full-bodied, bold flavours with notes of dark cherry and leather, originating from the vineyards around the picturesque town of Montalcino.
• Chianti : Known for its Sangiovese-based wines, offering robust flavours, high acidity, and a tannic nature, embodying the ‘heart’ of Tuscany.
• Siena and Montepulciano : These areas offer a spectrum of experiences, from the structured elegance of Vino Nobile to more approachable Rosso di Montepulciano wines, characterised by their fruitier and softer profiles.
• Bolgheri : A newer region on the Tuscan wine map, gaining recognition for its high-quality Bordeaux-style blends, showcasing the versatility of the Tuscan terroir.

Tour Origin Points and Transportation

• Consider starting your tour from urban centres like Florence or Siena for convenience, especially if you prefer not to drive. Note that tours from Florence to regions like Montalcino require a full-day commitment due to the distance.
• Most of the tours that start in cities will also include transport; and for pretty much any tour that includes a multiple number of wineries the same can be said.
• Tours to individual wineries, you will likely need to find your own transport to and from.

Exclusivity and Group Size

• Tours vary from intimate, small-group settings offering a personalised experience to larger, more social group tours.
• Brunello tours, for example, cater to a more exclusive market, reflecting the prestige and price point of Brunello wines. You can expect these tours to be either small-group, or private in nature.

Food Pairings and Local Cuisine

• Many tours incorporate food pairings or meals, highlighting the synergy between Tuscan wines and the region’s rustic cuisine. Look for tours that celebrate this culinary harmony, and knock off two birds with one stone!

Physical Accessibility

• Assess the physical demands of each tour, especially if mobility is a concern. Some tours involve walking through vineyards or navigating historical cellars.

Customisation and Seasonal Considerations

• Customisation options can enhance your tour, especially if you have specific wineries or wine types in mind. Also, consider the season of your visit, as the landscape and tour offerings can vary throughout the year.

Practical Tips for Wine Tours

• Research : Delve into the wineries included on your tour to ensure they match your wine preferences. they’ll often be listed on the tour description.
• Dress Comfortably : Vineyard tours often involve walking, so comfortable footwear is essential, in my opinion.
• Stay Hydrated : Remember to drink water between tastings.
• Check Inclusions : Know what your tour includes, such as meals, transportation, and the number of tastings.
• Local Regulations : Adhere to local customs and regulations, particularly regarding drinking ages and health and safety measures.

Some Common Questions to Have

Are wine tours in tuscany suitable for beginners.

Absolutely, wine tours in Tuscany cater to everyone, from beginners to connoisseurs – so don’t let this put you off. If you’re new to wine, a tour can be a fantastic introduction. You’ll learn heaps about tasting techniques, grape varieties, and winemaking processes.

Plus, the guides are usually passionate about making wine accessible to all, so don’t be shy to ask any questions you have – no matter how basic they might seem.

Can I join a wine tour without a car?

Yes, you can – in fact wine tours in Tuscany seem to cater very well to this market! Many tours offer pickup services from major cities like Florence and Siena.

For those starting in more remote locations, some companies provide transport options as well. It’s always worth checking the tour details for transportation options, or you could reach out directly to the tour provider to arrange something that works for you.

What should I wear on a wine tour in Tuscany?

Comfort is key! You’ll likely be walking through vineyards and cellars, so wear comfortable shoes suitable for uneven terrain. The weather can be quite variable, too – hot during the day and cooler in the evenings – so layers are your friend. And don’t forget a hat and sunscreen if you’re visiting in the summer!

Is it possible to accommodate dietary restrictions on wine tours?

This typically shouldn’t be a problem. Many tours that include food are more than willing to accommodate different dietary needs. Just make sure to mention your requirements when you book to give them the heads up in advance and to make necessary preparations for you.

Whether you’re vegetarian, vegan, or have specific allergies, they can usually tailor the food to suit your needs. The local cuisine is delicious, and it’s worth experiencing alongside the fantastic wines.

How much wine will I be tasting?

This varies by tour, but generally, you can expect to taste anywhere from 3 to 6 different wines. It’s all about quality over quantity; you’ll be savouring each sip and learning about the characteristics of each wine. 

Are children allowed on wine tours?

This depends on the tour operator. Some tours are more family-friendly and can accommodate children with non-alcoholic beverages and even have activities for them. However, others might be more focused on the wine experience and set an age limit for participants. It’s best to check the tour details or contact the provider directly if you’re planning to bring along younger family members.

Can I buy wine directly from the vineyards?

Yes, and the wineries will love you for it – for them, tours are a great showcase of what they have to offer! Visiting the vineyards is a great opportunity to purchase wines directly from the source, often including limited editions or special vintages not widely available elsewhere. Plus, it’s a wonderful way to support the local winemakers.

Many wineries can even arrange shipping for you if you’re worried about luggage space. I’ve been ordering small shipments of Vino Nobile di Montepulciano from a winery I visited many years ago each year at Christmas – it’s great to have that connection into the future. 

What’s the best time of year to go on a wine tour in Tuscany?

Tuscany is beautiful year-round, but each season offers a different experience. Spring (April to June) and autumn (September to November) are particularly magical times to visit, with comfortable temperatures and the landscape either blooming or harvest-ready.

Summer can be quite hot but vibrant with tourists and full of life. Winter is quieter, which can be perfect if you’re looking for a more intimate experience, though some wineries may have reduced hours or tours.

Armed with this guide, you’re now ready to explore Tuscany’s premier wine regions.

From the rolling hills of Chianti to the esteemed vineyards of Montalcino and beyond, the perfect wine tour adventure is within reach. Choose wisely, drink responsibly(!!), and immerse yourself in the unparalleled beauty and taste of Tuscany!

Essential related reading if you are travelling to Tuscany

• TUSCANY ITINERARY | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip
• TUSCAN VILLAS WITH POOLS | 19 Beautiful Villas In Tuscany With Private Pools [2024]
• BEST TUSCAN TOWNS TO VISIT | 11 Best Towns In Tuscany That You Need To Visit At Least Once
• IS FLORENCE WORTH VISITING | Is Florence Worth Visiting? 19 Pros + 6 Cons to Help You Decide
• FLORENCE ITINERARY | How To Spend 2 Days In Florence – A Comprehensive Guide
• BEST CHIANTI WINE TOURS FROM FLORENCE | 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks
• BEST BRUNELLO WINE TOURS | Best 15 Brunello Wine Tours: Curated Picks & Essential Tips
• LUXE FLORENCE VACATION RENTALS | Ultimate List Of The Best 17 Airbnbs In Florence Italy For Luxury Lovers
• LUXE SIENA VACATION RENTALS | The Best Airbnb Siena Italy – A Luxury List Of Siena’s Loveliest Listings
• BEST WINE TOURS IN SIENA | 10 Best Wine Tours in Siena [2024 Picks] + Tips to Maximise Your Experience
• SIENA CITY GUIDE |  The Perfect Way To Spend A Day In Siena, Italy
• BEST WINE TOURS IN MONTEPULCIANO | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks
• BEST WINE TOURS IN TUSCANY | 15 Best Wine Tours in Tuscany (+ Tips For Choosing)
• ROME GUIDE | The Perfect 4-Day Rome Itinerary – Food, Culture & A Little Luxury

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Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

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Home » Travel Guides » Italy » 15 Best Tuscany Wine Tours

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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.

⭐️ 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

⭐️ 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

⭐️ 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

⭐️ 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

⭐️ 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

⭐️ 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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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

This post may contain affiliate links. If you click on an affiliate link, at no additional cost, I will earn a small commission if you decide to book. Please check out my  privacy policy and disclosure  for more information.

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

Check Prices and Availability!

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

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

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

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

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.

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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Best cities to visit in tuscany, italy.

Tuscany Wine Map

How to reach wine tasting experiences in tuscany.

Wine tasting tours in Tuscany are easily accessible by different means of transportation.

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Read more about tuscany, everything you need to know before you take a tour to tuscany.

Welcome to the world of wine in Tuscany, where rolling vineyards, historic towns, and exquisite wines converge to create an unforgettable sensory experience. Nestled in the heart of Italy, Tuscany is a region renowned for its rich winemaking traditions and breathtaking landscapes.

Explore the picturesque countryside, dotted with vineyards and olive groves, as you take a journey to discover the hidden gems of Tuscan winemaking. From the cypress-lined hills of Chianti to the medieval charm of Florence , Siena , and Montepulciano , Tuscany boasts a myriad of cities where wineries flourish and local wines flourish.

The best season to visit Tuscany

The best time to visit Tuscany depends on your preferences. Spring (April-June) offers mild weather and blooming landscapes. Summer (July-August) is perfect for sun and beaches, but crowded. Autumn (September-October) is great for wine enthusiasts. This is a harvesting season  for both wine grapes and olives. Visiting Tuscany during this unique period will give you the chance to witness the beginning of the production of wine and olive oil. Winter (November-February) is quieter, ideal for exploring art and culture.

What to do in Tuscany?

Tuscany is a region rich in culture and is the home of Italian Renaissance art. Here's what you must not miss in between your wine-tasting tours in Tuscany:

• Florence is the capital city of Tuscany and one of the most beautiful and fascinating cities in the entire world. Stop by the Santa Maria del Fiore cathedral and admire the incredible Brunelleschi Dome.
• Siena , a charming town known for its narrow streets flanked by brick buildings.
• Pisa , the city of the Leaning Tower.

What to taste in Tuscany?

Tuscany is one of the world's greatest red wine producers. The most popular are Chianti Classico, Sangiovese and Brunello di Montalcino.

• Chianti Classico  is a medium to high-bodied red wine and it's the ultimate Tuscan king.
• Sangiovese  is a more fruit-forward red wine compared to Chianti (even if they come from the same grape).
• Brunello di Montalcino  is another famous wine in Tuscany. Brunello can be young or old, but generally, the most recognizable aromas are those of blackberry, strawberries, chocolate, leather, and delicate flowers. 

What to expect from Tuscany wine tours?

If you are a passionate wine enthusiast, participating in Tuscany wine tours is something you cannot miss! All wineries in Tuscany offer exquisite wine tastings, together with very detailed guided tours of their cellars and estates. Many tours in Tuscany also include a guided visit to the magnificent  vineyards  and in most cases, the guide, often an expert winemaker, will provide you with insights about the  wine production . In some cases, your wine tours to Tuscany will also include an  olive oil tasting  experience, since many wineries also have olive grooves and produce olive oil.

What travellers says about Tuscany Wine Tours

Frequently Asked Questions

The most frequently asked questions by our visitors, which are the best wine experiences in tuscany.

• Vignaioli del Morellino Di Scansano
• Podere Casanova
• Tenuta di Bossi
• Azienda Agricola Campochiarenti

Which places provide the best wine tours in Tuscany for kids and families?

• Wine tasting and tour at Buccia Nera
• Wine tasting and tour at Poggio al Chiuso
• Wine tasting and tour at La Ciarliana
• Wine tasting and tour at Fattoria Montepescini

Which places provide the top wine tasting tours for couples in Tuscany?

• Fattoria Le Pupille
• Podere Anima Mundi
• Tenuta Pian delle Ginestre
• Muschi Alti

Which places provide the best wine tours for groups?

• Wine tasting and tour at Erik Banti
• Wine tasting and tour at Martoccia Di Brunelli
• Wine tasting and tour at Tenuta Moriano

Which places provide organic wine tastings in Tuscany?

• Wine tasting and tour at Azienda Agricola Villanoviana
• Wine tasting and tour at Petrolo
• Wine tasting and tour at Azienda Agricola Val di Toro
• Rare wine tasting and tour at Villa Cilnia

Which places provide the best private wine tastings and tours in Tuscany?

• Podere Volpaio
• Poggio al Bosco
• Camigliano Castle

Are there any wine tours near Florence, Siena or Lucca?

What is considered the most famous wine of tuscany, are you interested in reading more about tuscany.

If you are looking for organized tours, check out our list of guided wine tours .

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The Best Tuscany Wine Tours to try in 2024

Apr 14, 2023 | Winery Tours in Italy | 0 comments

Are you dreaming of a trip to gorgeous Tuscany? If the rolling hills, charming hilltop towns, and spectacular sunsets over olive trees as far as the eye can see are calling your name, then this is the perfect region to visit. No trip to the Tuscan countryside would be complete without enjoying its famous red wines against the backdrop of the vineyards. Visiting a winery in Tuscany is one of the must-do activities you should try if you have even a passing interest in wine.

Table of Contents

There are so many great Tuscany wine tours to try depending on whether you want to try Chianti or Brunello di Montalcino or your pickup point, that we’ve put together this handy guide. Looking for the best winery tours in Tuscany? Keep reading for our top picks of wine tours Tuscany in 2024.

What to expect on a wine tour in Tuscany?

If you’ve been on a winery tour in Australia or the States, you should know that Tuscan wine tours are likely a little different. Besides the incredibly unique countryside, the main differences include:

• Number of wineries: Most tours will visit two wineries max with a stop for lunch.
• Appointments: If you’re organizing a self-guided wine tour, you’ll need to make reservations in advance rather than simply showing up on the day.
• There’s a focus on seeing the whole estate and understanding the winemaking process rather than just tasting
• They’re super fun, but the focus is not on it being a winery crawl/all you can drink

Why join a Tuscan wine tour?

 Because who wants to be designated driver?! Seriously though, if you’re interested in wine tasting Tuscany, then visiting some of the incredible wineries here is such an amazing experience. There are literally hundreds of wineries in the Tuscany wine region and it can get overwhelming quickly, so joining a wine tour is a great idea as you know you’re visiting a tried and trusted place that is used to hosting visitors.

It will probably come as no surprise that you can’t get public transport out to these places, so if you’re not confident driving in Italy or want to enjoy a few glasses of wine without worrying if you’re over the limit, winery tours in Tuscany is the way to go. If you’re a solo traveler, it’s also a great way to meet friends and enjoy a fun experience in a group setting.

The Best Tuscany Winery Tours – the complete list

For a quick snapshot of some of the best vineyard tours in Tuscany, refer to this handy table weve put together. You can easily filter for the best tour for you based on price, region and other inclusions. For more details, just scroll down to see each of the tours below.

The best Tuscany wine tours from Florence

Even if you’re not staying out in the Tuscan countryside, you can still have your Under the Tucan Sun moment by joining wine tours in Tuscany from Florence. Choose from a half day or a full day experience and away you go! Here are our tips for the best Tuscany wine tours from Florence to try in 2024:

1. Chianti wine tour from Florence  with Devour Tours

Devour Tours knows seriously good food and wine which is why they’re our first suggestion. They offer a half-day tour with pickup from Florence and take you to two favorite family-run wineries in Chianti. You’ll also have the opportunity to explore some scenic hilltop towns accompanied by your guide!

What’s Included:

• Guided tasting of 5 DOCG Chianti wines paired with light bites
• Guided stroll through picturesque towns of Greve in Chianti and Castellina in Chianti

Chianti Morning Tour with Lunch

This wonderful tour includes two wine tastings, a Tuscan lunch and even time to explore San Gimignano (aka medieval Manhattan or so they say!) You’ll be picked up in Florence and then driven to the gorgeous medieval town of San Gimignano in the morning before your wine adventures start. 

What’s included:

• Visit San Gimignano
• Wine tasting and Tuscan lunch at San Casciano in Val di Pesa
• Wine tasting in San Michele a Torri 

Try these Chianti wine tours

Chianti  is one of the most famous wine regions in all of Italy if not the whole world, so it comes as no surprise that Chianti Italy wine tours are so sought after! If you’ve never visited the Chianti area before, it’s a must-do! Here are our tips for some of the best Tuscany wine tours in Chianti.

Private Chianti Wine Tour   Tuscany with Liv Tours

If you’re looking for a romantic private wine tour, or simply a private group experience, this is it. Your driver will take you to one of the oldest Chianti producers for a tasting and the chance to explore the grounds. Afterward enjoy a visit to a small, traditional family-owned winery and enjoy a light lunch of traditional Tuscan foods paired with the estate’s wines. Pickup and dropoff in Florence too!

What’s included:

• 1/2 day tour with a bilingual chauffeur
• Visit an Etruscan castle and taste their classic Chianti wines
• Light Tuscan lunch
• 2 winery visits

Wine tour Greve in Chianti

If you’re specifically looking for a tour that takes in wine-obsessed Greve in Chianti, book this tour! You’ll get to explore the market town of Greve in Chianti and the Castle of Montefioralle with a local guide and your group before wine tasting at a local winery.

What’s included

• Wine tasting at a winery
• Round-trip private transportation from Florence
• Half-day tour of the Tuscan Chianti region from Florence
• Visit to Montefioralle and Greve in Chianti

San Gimignano Wine Tour

Gorgeous San Gimignano is not only famous for their medieval towers but is also Tuscany’s only well-known white wine region. Get a little off the Chianti track with a San Gimignano wine tour from Florence.

Wine Tasting San Gimignano   with Grape Tours

This tour includes pickup and dropoff in Florence before whisking you away to San Gimignano. There, you get to visit an organic winery that produces some of the finest whites in the region paired with delicious appetizers. You have the chance to explore the town of San Gimignano before heading to Chianti Classico with a stop at an old hamlet winery for lunch. Sit back and enjoy a Tuscan lunch paired with the winery’s wines before heading to the final winery for the day. Nestled inside a castle, this family-owned winery is completely organic and you’ll have the opportunity to taste their wines and visit the historical cellars.

• Guided tour led by sommelier
• Visits and tastings at 3 wineries
• Tuscan lunch
• Pickup and dropoff in Florence

Montalcino Wine Tours

Move over Chianti, because Montalcino is even more exclusive and one of the most prominent wine regions in the country. Just like in Chianti, the Sangiovese grape is used here but undergoes 5 years of aging before turning into delicious Brunello wine.

Brunello wine tour   Tuscany with Grape Tours Florence

This is a full-day tour with wine experts from Grape Tours. You’ll get to visit 3 top family-run wineries in Montalcino on this Brunello wine tour from Florence. The first winery visit includes visiting their historic cellars and even tasting inside the castle! At the second winery, enjoy an impressive view of 10th-century Sant’Antimo Abbey before sitting down to a 4 course home-cooked Tuscan lunch paired with 4 different wines including a Riserva. You have time for a wander around the village of Montalcino before a visit to the final, smallest winery for a tasting of their elegant organic Brunello.

• Semi-private wine tour with private visits to 3 exceptional wineries.
• Taste around 4 wines at each winery including a white and a rose.
• 4-course traditional Tuscan lunch.
• Short stop in Montalcino.

Brunello Wine Tasting and lunch in a Tuscan castle

Wine tours in Montalcino Italy don’t get much better than this one! It starts and ends in Montalcino, so you’ll need to be able to get yourself there. Enjoy a walk in the vineyards with a sommelier and learn about traditional wine-making. You’ll have the chance to taste 3 different local wines before sitting down for a delicious 3-course lunch.

• Winery and castle visit
• Taste 3 wines
• 3-course Tuscan lunch

Montepulciano Tour

In the Val dOrcia or Southern part of Tuscany, the two most important wine villages are Montalcino and Montepulciano. Majestic Montepulciano sits on top of a hill and is where the famous Vino Nobile is made.

Montepulciano wine tour from Florence   with Grape Tours

This wonderful tour in Montepulciano includes a visit to two different wineries in the village where you’ll learn about the winemaking process and enjoy tastings at each. There’s a stop for a 3-course Tuscan lunch at a family restaurant in a medieval hamlet and time to explore the village itself.

• 2 winery visits with tastings
• Free time in Montepulciano

Wine tasting Montepulciano with lunch

If you don’t need a transfer from Florence, this is a great tour that starts and ends directly in Montepulciano. You will enjoy a wine tasting of four different local wines led by a sommelier inside a centuries-old underground wine cellar. It concludes with a two-course Tuscan lunch!

• 1 winery visit with tasting of 4 wines
• 2-course Tuscan lunch

Siena Wine Tour

Tuscany wine tours from siena.

If you’re specifically looking for a tour that starts and ends in Siena, this is it! This tour starts in Siena where you are whisked away to a local winery for a Brunello wine tasting. Next, enjoy some free time in pretty Pienza and Montepulciano followed with a wine tasting of Montepulciano wine.

Whats included

• Visits to Montalcino, Pienza, and Montepulciano
• Visit wine cellars and sample local wines in both Montalcino and Montepulciano
• Free time in Montalcino and UNESCO-listed Pienza

Tuscany Day Trip   with Walks of Italy

If you’re looking for wine tours in Tuscany Siena, why not join this tour that leaves from Florence and includes a visit to Siena, San Gimignano and a nearby winery? You’ll enjoy a seasonal lunch and wine tastings at a family-run farm in the Chianti region, plus guided walking tours of both towns.

• Guided walking tour in Siena
• Guided walking tour in San Gimignano
• Farm-to-table lunch with wine tastings

Tuscany bike wine tours

One of the best ways to explore is on an e-bike or a vespa for a completely different perspective of the region! Have a look at these Tuscany Italy wine tours by bike now.

Tuscany Wine Tour by Vespa

Ever dreamed of riding a vespa with the wind running through your hair in the Tuscan countryside? Then this all day tour is for you! It includes a visit at the gorgeous farm Fattoria Poggio Alloro and a guided stroll through San Gimignano, with free time to explore. Youll also sit down for a three-course lunch paired with a tasting of nine local wines at Tenuta Torciano.

Chianti Countryside e-bike Tour

This is one of the best wine tours of Italy Tuscany. This three hour ride takes you through vineyards, picturesque olive groves, dense forests, and sleepy villages. You will visit Monteriggioni, a beautifully restored fortress dating back to the 13th century and have some time to explore. Then sit down at a local farm for a delicious lunch with local wine and tastings of extra virgin olive oil. The tour starts and ends at the Siena train station.

Maremma Wine Tours

The coastal area of the Maremma is much less known for wine, but a really fantastic wine region to explore. In fact, they make some of Italy’s most costly wines including Ornellaia, Sassicaia, and Masseto. The most important area for winemaking here is the Bolgheri wine zone. The wine here is a red blend of Cabernet Franc, Cabernet Sauvignon, and Merlot, aka a Super Tuscan. If you’re looking for Livorno wine tours consider one of these wine tours in Bolgheri.

  Super Tuscan Wine Tours from Florence

This is a full-day tour with a private chauffeur who will take you along the famous Via Bolgherese to the Tuscan Coast. You get to visit two diverse wineries and enjoy tastings at both before sitting down to a traditional Tuscan meal. Pickup and drop-off from Florence!

• Private chauffeur
• Pickup and dropoff from hotel in Florence

Tuscany Wine Tours from Rome

Not enough time to spend a few days or longer in Florence or Tuscany? That doesn’t mean you have to miss out on living out your Tuscan dreams! The best thing to do is join wine tours from Rome to Tuscany for the day, and sit back and relax as all the details are taken care of! We recommend going with Walks of Italy on their  Rome to Tuscany tour .

With pickup in Rome, the tour starts in cheese-crazy Pienza where you have some free time to explore before visiting a local farm for a delicious farm-to-table lunch. Next up, you get to explore the Montalcino Fortress before your first winery visit with a tasting of Montepulciano wine.

If you’ve only got a day free, this is one of the best Italy wine tours in Tuscany you can join.

Tuscany food and wine tour

If you’re looking for more of an experience that takes in wineries, local food, Tuscan culture and traditions, plus visits to some of the most charming and off-the-beaten-path towns in the region, then why not join an extended week-long tour?

Untold Italy run food and wine tours in Italy Tuscany a few times a year so you can choose between Spring and Fall or Autumn, which is probably the best time to visit the wine regions.

The tours run for 8 days and are all-inclusive with accommodation in a gorgeous stone farmhouse in the countryside, visits to family-run wineries, guided tours in towns like San Gimignano, Siena, Volterra, Pienza and more, plus even artisan visits to local ceramicists, basket weavers and Alabaster workshops. The tours include all meals and a bilingual host (normally Liv herself) will be with you the entire time.

Inspired to join one of these best wine tours in Tuscany? Whether youre a wine enthusiast or just like a nice glass of red, this is one of the most memorable experiences you can add to your trip to Italy. It will leave you dreaming of the rolling hills and with a newfound love of Tuscan wine forever.

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15 Best Tuscany Wine Tours From Florence in 2024

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Home » 15 Best Tuscany Wine Tours From Florence in 2024

Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.

🏆 BEST WINE TOUR FROM FLORENCE

Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour: Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany! I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer. Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

Small-Group Chianti Wine Tour from Florence

• Half-Day Tour (Around 4 hours)
• Small Group Tour (Max 25 people)
• Visit 2 Chianti wine estates and taste 6 different wines
• Explore the cellars and discover the art of winemaking.

Chianti Safari

• Full-Day Tour (About 9 hours)
• Small Group Tour (Max of 26 travelers)
• Visit a wine estate and historic villa and taste 9 samples of wine
• Traditional Tuscan Lunch at a winery restaurant with breathtaking views

Vespa Wine Tour from Florence

• Half-Day Tour (Around 6 hours)
• Small group tour that is limited to 15 people
• Ride along the scenic hillside and visit two wineries while riding a Vespa
• Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Tour Overview:

• Tour Type:  You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
• Guest Rating: 5 Stars from over 2700+ travelers
• Tour Sights & Stops:  2 Different Chianti Wineries in the Tuscan Countryside
• Departure Point:  Piazzale Montelungo, Florence
• Length:  4 hours 45 minutes
• Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting We went on the 1/2 day tour to two vineyards. They were both amazing! The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!! I thought the tour was perfect, I as so happy we did it. Nancy_H   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

• This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
• Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
• You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

2. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

• Tour Type:   Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
• Guest Rating: 5 Stars from over 2300 travelers
• Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
• Departure Point:  Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
• Length:  9 hours

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour . Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places. Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional. The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it. IVONNE_N   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

• Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
• Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
• Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting

• Tour Type:  Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
• Guest Rating: 4.5 Stars from over 2100 travelers
• Tour Sights & Stops:  During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
• Departure Point:  Piazzale Montelungo bus stop
• Length:  5.5 hours
• Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one. We had about 8 tastings of different wines and the chance to explore the venues. Our guide during the bus trip also made it very entertaining would highly recommend! GetYourGuide Traveller – Australia   (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

• During the tour, you will have the opportunity to visit two wineries.
• You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
• Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

• Tour Type:  This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
• Guest Rating: 4.5 Stars from over 600 travelers
• Tour Sights & Stops:  Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
• Departure Point:  Piazza Mentana in Florence
• Length:  6 hours

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa !

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end. The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside! Philip_G   (Read More  Review on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

• Children from age 12+ can join this tour as a passenger on the Vespa.
• Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
• A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

• Tour Type:  Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
• Guest Rating: 5 Stars from over 500 travelers
• Tour Sights & Stops:  San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
• Departure Point:  Curtatone Firenze
• Length: approx 8 hours

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano , with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany. The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious. Everywhere you looked there were breathtaking views. This is a must do in our opinion! Emma_L(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

• The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
• A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
• A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

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

• Tour Type:  This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
• Guest Rating: 5 Stars from over 11500 travelers
• Tour Sights & Stops:  Siena, San Gimignano, Pisa and Lunch at a Winery
• Departure Point:  Piazza della Stazione
• Length: approx 11-12 hours

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable. VictoriaG(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-Hotel pickup and drop-off are not included. -There is an admission fee to enter the Siena Cathedral. -Wine tasting is only available on tours that include lunch. -Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry -While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted. -Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

• Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
• Operates regardless of the weather conditions.
• Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

• Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
• Guest Rating: 5 Stars from over 480 travelers
• Tour Sights & Stops:  San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
• Departure Point:  Via San Gallo
• Length: approx 4-7 hours

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence. Awesome views with vineyard visit. Shipped some delicious wine back to the states… You won’t regret taking this tour!!! John was awesome. Eric_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

• Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
• Experience the flavors of Chianti without embarking on a long day trip.
• Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

8. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

• Tour Type:  A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
• Guest Rating: 5 Stars from over 400 travelers
• Tour Sights & Stops:  15th-century Renaissance villa and wine estate in the heart of Tuscany
• Departure Point:  Via Corbinaie
• Length: approx 4 hours

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family. The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy. Everything was very relaxed, fun, energetic and as professional as it gets. The lunch and wine tasting was a blast. We learned so much history and tasted some great wines. We even left with a bottle of wine because it was that good… Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again! Shawn_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

• The minimum age is 18 years to drive. Bring your driver’s license.
• Familiarity with operating manual gears is a must.
• Each booking must have a minimum of two people.
• We recommend that the designated driver in your group spits out the wine rather than swallowing it.
• There is a fuel surcharge
• Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
• Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

• Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
• Tour Sights & Stops:  Florence
• Departure Point:  Piazza Santo Spirito
• Length: approx 3.5 hours

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves! Cheryl_H(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

• Discover the captivating tradition of wine windows in the charming city of Florence.
• Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
• Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

• Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
• Guest Rating: 4.9 Stars from over 400 travelers
• Tour Sights & Stops:  3 Wine Estates
• Departure Point:  Piazzale Montelungo

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides. All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable. The wines were excellent! This tour far exceeded expectations. You will not regret doing it! GetYourGuide traveler – United States (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

• Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
• Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
• Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds )

• Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
• Guest Rating: 5 Stars from over 380 travelers
• Tour Sights & Stops:  2 Wine Estates plus San Gimignano
• Departure Point:  Parcheggio Oltrarno
• Length: approx 7 hours

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds , immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

A great day for wine tasting! The tour was very organized, nice bus to transport us, amazing views and great staff. Would definitely use the company again for other excursions in Europe. Carly_S(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

• An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
• Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
• San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

• Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
• Guest Rating: 4.5 Stars from over 300 travelers
• Tour Sights & Stops:  Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
• Length: approx 11.5 hours

Join this sightseeing plus wine and cheese tasting tour , designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days. Our tour guide, Elisabeth, and driver, Sergio, were wonderful people… We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip. Airi_W(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

• Experience a delightful one-day tour aboard a comfortable coach bus.
• Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
• Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

• Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
• Guest Rating: 4.4 Stars from over 200 travelers
• Tour Sights & Stops:  Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
• Departure Point:  Piazzale Montelungo Bus Terminal 

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular! Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience! GetYourGuide traveler – United States(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – Large or big bags are discouraged

• Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
• Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
• Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

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

• Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
• Guest Rating: 5 Stars from over 190 travelers
• Tour Sights & Stops:  San Gimignano + Chianti Winery
• Departure Point:  Via Curtatone

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael. The town was charming and gorgeous. The wine tasting was excellent and the food was too. Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation. Aimee_B(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

•  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
• Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
• Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

• Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
• Tour Sights & Stops:  Chianti Wine Estate
• Departure Point:  Villa Costanza
• Length: approx 5.5 hours

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it. The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be. The food was fantastic and served feasting platter style for each table and was more than enough. We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings. GetYourGuide traveler – Australia(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

• Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
• A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
• A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

The easiest way to get around in Tuscany is either via rental car , bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany . If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

• Family Tuscan Toad Trip Ideas
• Best Places to Visit in Tuscany
• Best Places to Visit in Northern Italy

Jolene Ejmont

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11 BEST Wine Tours in Tuscany from Florence in 2024

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!

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.

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

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

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.

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

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.

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

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

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.

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

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

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?

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?

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?

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?

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?

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?

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 .

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!

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12 Best Wine Tours and Tastings in Florence

By Erica Firpo

A nearly 9,000-square-mile region of rolling verdant hills, salty coastline, and picturesque hilltop hamlets, Tuscany is an incredible play land for the eno-curious. The region's heavy-hitters are many, from Chianti Classico, to Brunello, and Vino Nobile di Montepulciano—and, of course, the famous Super Tuscans. It's filled with landmark wineries and epic winemakers who know it, so they've created incredible experiences and tasting rooms to attract visitors, from fairytale to futuristic, combing natural landscapes with award-winning architects. Whether you've only got time for a light tasting or want to make a day out of a full regional experience, we've got you covered. Exploring this countryside is the tastiest way to truly understand Tuscany, which is why we've picked our favorite wine tours and wine tastings in Florence.

Badia a Coltibuono Arrow

Badia a Coltibuono is set in a beautiful landscape of rich greens near Siena. Its charming medieval building, a historic abbey with a romantic atmosphere, looks like the backdrop to a Raffaello painting. Guests reserve their Chianti tasting in advance, so you can be sure that everyone here has done their research—you'll be in good company. The entry-level wine tasting, though well planned, doesn't include snacks. If you're looking for a bite, go for the more advanced tasting, which includes charcuterie and bruschetta.

Cantina Salcheto Arrow

Cantina Salcheto enjoys an enviable and jaw-dropping location—in the beautiful hills of Montepulciano—and manages to toe the line between rustic and futuristic, if that's possible. The 40-acre main vineyard is Tuscany at its best: rolling hills, rich colors, and a state-of-the-art cellar that's impressive in looks and, of course, in inventory—here, you're drinking Rosso di Toscana IGT and Vino Nobile di Montepulciano DOCG. There's no food in the basic tasting, but you can upgrade to the paired tasting or enjoy lunch at Salcheto's onsite enoteca.

Rocca di Frassinello Arrow

Rocca di Frassinello is a beautiful and modernist winery designed by Italian architect Renzo Piano. The feat of geometry—whose rich ambers and reds seem to fold into the greens of Grosseto along Tuscany's coastline—is a must-stop for architecture buffs and oenophiles alike. Rocca di Frassinello isn't the kind of place you just happen upon—Maremma, in the south of Tuscany, is rugged cowboy country, so there are no crowds; rather, you'll be tasting cult favorite wines alongside well-researched and well-traveled culture vultures.

Ornellaia Arrow

Ornellaia, which produces superb Super Tuscans that most can only dream of tasting, is one of the most exclusive wineries in Tuscany, and it's the perfect place to come with wine-loving friends. The landscape itself is worth the trip, with verdant and beautifully landscaped hills dotted with castle and towers here and there along the coastline between Livorno and Grosseto. Visitors will gain a fully immersive lesson in the world of winemaker Axel Heinz's Super Tuscans and innovative wines, which are favorites among collectors sommeliers the world over.

Jessica Puckett

Hannah Towey

Karthika Gupta

Castello di Ama Arrow

Located in a beautiful medieval hilltop town just north of Siena in Chianti, Castello di Ama feels like an old-fashioned fairytale—one that also happens to be a destination for contemporary art. Lush vineyards produce award-winning wine; gardens are a backdrop to 14 site-specific works and installations by 13 international artists, a combination that attracts wine connoisseurs and art lovers alike. The tour and tasting of Chianti Classico Riserva DOCG also includes bruschetta, though if you're looking for something heartier, the surrounding picturesque village has an enoteca.

Biondi Santi Tenuta Greppo Arrow

One of the most popular wineries in the world, Biondi Santi's tours and tastings are superbly rated—for good reason. This is the seat of Brunello di Montalcino, one of the most popular reds coming out of Tuscany around the world. When you book, you're asked a series of questions relating to your knowledge of and interest in wine; from there, you'll be matched with a guide and tour type. Even those with little (or no) knowledge can enjoy the sweeping views and the history of the vineyard, as well as the universally edifying experience of learning about a trade and practice.

Antinori Nel Chianti Classico Arrow

Antinori nel Chianti Classico is nothing if not monumental: a striking contemporary sculptural edifice that epitomizes the winery's impact on Italy's history and culture. Antinori is one of the biggest (if not the biggest) producers of wine, and one of the most historic: the label defined, and then redefined, Chianti Classico, upgrading it from a table wine to a prestige one. The architecture, designed by Marco Casamonti, best exemplifies this grandeur. Antinori plays the classics; expect plenty of silky Chianti Classico.

Altesino Arrow

Altesino is a postcard-perfect Italian country villa off a charming dirt road in the Montalcino hills. The late-14th-century Palazzo Altesino sets the stage for an elegant wine. Visits are private; often it's only you, your group, and the winemaker. The focus is Altesino's award-winning wines, from Brunello di Montalcino DOCG to Rosso di Montalcino, and you can also a enjoy a decent snacks pairing. The beautiful location promises to win everyone over, no matter how much they know about wine.

DiVine Tours Arrow

DiVine Tours offers a series of bespoke wine tours around Tuscany and other select parts of Italy—Umbria, Sicily, Puglia, and Piedmont, among others—all of which are highly personalized and professional. Miriam, DiVine's owner and founder, is a consummate professional who hires top-notch guides and experts. Her tours are very organized and very easy to understand, and you can customize pretty much everything. These tours are excellent for those interested in attaining robust knowledge of area wineries and their history, but they're not for people who don't like wine.

Volpaia Arrow

A walled hamlet on a Chianti hill, Volpaia is the quintessential Tuscan wine fantasy visit. The town itself is charming and the castle drips with Florentine history, having served as a key defensive outpost for the Florentine Republic during its heyday. Volpaia wines are exceptional Chianti Classicos, and that's what you'll learn about on a private tour. The staff is very personable and friendly—but most importantly, they know and love Volpaia, and that enthusiasm is infectious.

Podere Le Ripi Arrow

A beautiful Tuscan drive through winding rustic roads ends at Podere le Ripi, a photogenic winery with a modern reception and tasting area. Winemaker Francesco Illy (of the Illy coffee family) is known industry-wide as an innovator; his wines are biodynamic—and he himself is dynamic, too. After a tasting and snack, you'll leave with one key takeaway: that you can at once embrace and buck tradition while still creating great wine.

Fèlsina Arrow

Felsina's picture-perfect stone entrance comes into view after you've slowly meandered around the hills and valleys of Chianti—and what a sight it is. Here, the mentality is purist; everything you eat comes from the surrounding land. The olive oil is from single cultivars, and the oil-making process strictly adheres to Veronelli's rules of pressing. You can have a simple Chianti wine tasting, a wine tasting with a light lunch, or a wine and olive oil tasting with lunch alongside other wine lovers, culinary travelers, and anyone interested in the hows and whys of wine- and olive-making.

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The best vineyards and wine tours in tuscany.

By Zuzana Paar

| Updated: September 21, 2023

Discover the allure of Tuscan wines through immersive vineyard tours. From introductory to private tours with dining experience, explore the top Tuscany wine tours planned for your next visit.

Looking to indulge in the exquisite world of Italian wines while basking in the stunning beauty of Tuscany? Look no further. Tuscany wine tours offer an unforgettable experience, combining the charm of the countryside with the rich heritage of winemaking. In this guide, I will take you through some of the best vineyards and wine tours Tuscany offers. Grab your wine glass, and let’s dive into the world of Tuscan wines.

I am lucky to have a husband who enjoys organizing and booking all of our visits, and that is what we have done this year. But no worries. I will give you a few examples of tours you can book directly with agents so you don’t have to worry about organizing it all by yourself.

This post may contain affiliate links that may earn us a commission. For more information, see our Disclosures .

A taste of Tuscany: The introductory tour

Kickstart your Tuscan wine adventure with the perfect introductory tour. These tours are designed to give you a glimpse into the region’s wine culture, making them ideal for those new to the world of wines. You’ll visit quaint vineyards and learn about the winemaking process from grape to glass. Take advantage of the opportunity to taste the famous Chianti classico wines that Tuscany is renowned for.

During the tour, stroll through picturesque vineyards, accompanied by a knowledgeable guide who will introduce you to the key grape varieties cultivated in the region. Learn about the unique terroir that lends its distinct character to Tuscan wines. At the tasting sessions, engage your senses as you sip on rich reds and crisp whites, understanding the art of wine appreciation . The introductory tour is not just an exploration of wines; it’s an initiation into the heart of Tuscany’s winemaking traditions.

When staying around Florence, a Tuscany wine tour of 2 wineries and tasting 9 different types of wines, guided by a local expert tour leader, is what you are looking for.

If you are in the Sienna region, a great wine-tasting educational tour in Siena might be your choice.

Unveiling excellence: Private vineyard tours

For a more immersive experience, opt for a private vineyard tour. You’ll be guided through renowned estates by knowledgeable sommeliers who share their expertise in grape varieties, terroir and winemaking techniques. Engage in intimate tastings, explore historic cellars and savor exceptional wines paired with delectable Tuscan cuisine. This is a journey for those seeking a deeper connection with the art of winemaking.

One of the highlights of private vineyard tours is the personalized attention you receive. Your sommelier not only introduces you to the wines but also tailors the experience to your preferences. Ask questions, delve into the nuances of each vintage, and discover the stories behind every bottle. As you wander through vine-covered landscapes and savor meticulously crafted wines, you’ll find yourself immersed in the true essence of Tuscany’s winemaking heritage.

Throughout our 2 weeks trip, we have visited at least ten different vineyards and I must say every single one was a beauty on its own. I would not be able to pick the best, because each had its own charm and a different story.

A great choice I would pick is the private Tuscany wine tour from Florence because you get to choose 3 different wineries and a real authentic Tuscany lunch.

Cycling through vineyard rows

Get ready to saddle up and embark on an adventure that combines the thrill of cycling with the delights of budget-friendly wine tasting. Cycling through the beauty of Tuscany’s vineyard-laden countryside is a feast for the senses. As you pedal along winding paths, you surround yourself with rows of vines heavy with grapes, soon transforming into fine wines.

The journey is not just about reaching your destination — it is about the experience along the way. Stop to breathe in the earthy scents of the vineyards, feel the gentle breeze on your skin, and soak in the panoramic views that stretch as far as the eye can see. With guided bike tours, you’ll have the chance to explore hidden gems, stop at charming villages and indulge in wine tastings that rejuvenate both the body and soul.

A 3-hour bike tour and wine would be my suggestion.

Montepulciano Marvel: Exploring the wines and tours

Dive into the world of Montepulciano wines, renowned for their richness and depth. Discover the charm of Montepulciano’s vineyards through guided tours that offer an intimate glimpse into the winemaking process and a taste of Tuscany’s finest.

Regarding Italian wines, Montepulciano holds a special place on the map. Nestled in the heart of Tuscany, this charming town is famous for producing wines that capture the essence of the region’s terroir.

Montepulciano’s wines are a testament to the region’s winemaking legacy. At the heart of it is the celebrated vino nobile di Montepulciano, a wine known for its elegance, complexity and aging potential. Crafted primarily from Sangiovese grapes, this wine embodies the harmony between tradition and innovation, resulting in a liquid masterpiece that graces tables worldwide.

We visited Montepulciano this year, and I must say, it was my favorite spot; I would love to see it again. This picturesque little village has got everything you have dreamed of. Restaurant with a view like no other, lots of souvenir shops and wine tasting on every corner.

A great tip is to take wine tasting and tours with the visit to Montepulciano , which will be unforgettable.

Gastronomy and grapes: Wine and food pairing

Indulge in the ultimate culinary delight with a wine and food pairing tour. Tuscany is renowned not only for its wines but also for its delectable cuisine. Join expert chefs and sommeliers as they guide you through a gastronomic journey, pairing local dishes with the perfect wines. From rich reds complementing hearty stews to crisp whites enhancing delicate seafood, your taste buds are in for a treat.

Throughout the tour, you will discover the complex relationship between wine and food. Learn how specific flavors in both wine and dishes can elevate each other, creating a harmonious and memorable dining experience. Whether it’s a robust sangiovese with a succulent steak or a refreshing vernaccia alongside fresh seafood, tomato mozzarella chicken , homemade noodles or Italian breadsticks , the wine and food pairing tour unveils the symphony of flavors that Tuscany has to offer.

A private day trip to the Tuscany landscape and a wine tour from Florence with a stopover for lunch is what I recommend.

Final words

Tuscany wine tours offer an exquisite blend of history, nature and wine that leaves a lasting impression on all who embark on this adventure. Whether you’re a wine novice or a seasoned connoisseur, there’s a tour for everyone. From the intimate private vineyard experiences to the enchanting sunset tours, Tuscany’s vineyards offer a glimpse into the heart and soul of Italian winemaking.

Exploring Tuscany’s best vineyards and wine tours is not just about the wine — it is about immersing yourself in the culture, history and breathtaking landscapes that make this region truly special. Sometimes that is exactly what you need after you visit some of the greatest white-sand beaches in the Caribbean .

Zuzana is the creative force behind her websites, Lowcarb-nocarb and Best Clean Eating. As a content creator, food recipe developer, blogger, and photographer, Zuzana brings diverse skills to the table with a dedication to sharing delicious, healthy recipes and helpful tips with the readers. Get her Best Keto Recipes Book for free.

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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

Related Articles

Tuscany Wine Tours for the First Timer

Here at Walkabout Florence we’re pretty passionate about our food and wine: after all, we’re Italian, so what’s not to be passionate about! For those people lucky enough to visit this beautiful country on a holiday, there’s just so much to enjoy in terms of not just the wine, but also the culture, art, history, architecture and simply the famous Italian ‘bella vita’.

We really do think this is the best place in the world and the hundreds and hundreds of happy guests we meet certainly seem to agree!

Come on One of the Best Tuscany Wine Tours

While everyone has their own personal reasons for making their dream of an Italian holiday come true, there are many who come specifically to immerse in the production of the vineyards that abound here – particularly in our favourite part of the country. We’re very proud to say we think we’ve got the very best Tuscany wine tours on offer, led by our wonderful local guides and visiting some of Chianti’s top vineyards – as well as some that are delightful hidden secrets.

Our guests tend to be a mix of genuine aficionados, people who enjoy a tipple and want to sample a range of world-famous varieties, and also quite a few first-timers – people who really know nothing about them but want to find out in one of the best places on the planet to do so!

This blog post is aimed at that last group and also for those who are thinking that just maybe they might like to learn more about what to expect on the tours we offer.

So we’ve asked one of our favourite guides to talk about what you’ll experience and how to make the very most of a day trip through the most beautiful wine producing region in Italy, and we’re just going to say it – the world!

First Time? What to Know Before you Go

Before we go any further, probably the first thing you should know is that, for a first-timer, the easiest way to absolutely guarantee that you’ll make the most of every moment is to book on to a small group tour with a reputable operator and some like minded travellers. Of course, you could do it on your own, hire a car or take public transport and try to juggle all the logistics, but that can actually be extremely stressful if you’re not familiar with the language and country – not to mention working out where to visit and then not knowing what to do when you get there.

The solution? Book with us on our renowned Chianti Wine Tour. Not only will you get to visit multiple estates and learn all about the production of the famous Chianti Classicos and others, but because you’ll be accompanied by one of our passionate and highly knowledgeable guides, you’ll be able to learn so much. And, by the way, our guides love questions, so you’ll be able to find out everything you’ve ever wanted to know but were afraid to ask in case you looked silly.

Our wonderful guides are the reason our day trips are among the best Tuscany wine tours on offer – and, as a bonus, our Chianti Wine Tour introduces you to the delicious traditional gourmet cuisine of the region as well.

Ready to be tempted? If you have a little bit of knowledge ahead of time you’ll find out that knowing nothing about wine is no hindrance when you’re on the best Tuscany wine tours. We’ve put together some basic facts on the area so you can learn the most important stuff straight from the horse’s mouth, so to speak.

The Chianti Region

If you know a little about the region through which you’ll be travelling before you get there your experience will certainly be enhanced, so here’s a brief run-down.

Chianti covers an area in central Tuscany and while the borders are a little blurred, we can safely say it includes the provinces of Siena and Florence and slightly beyond. Within the magnificent landscape there are around eight larger towns and many hamlets, rolling vineyards, olive groves, castles and charming churches.

Chianti has a thriving tourism industry – a no-brainer because it’s unbelievably beautiful and imbued with a rich history and culture – but its main draw card really is the agriculture and farming, namely the production of things like olive oil and, you guessed it, the wine.

This part of Italy is extremely accessible from Florence, the main touristic hub of the region, which means that day tours out into the countryside are common practice. Many visitors tend to use Florence as a base and then travel out to explore the surrounding area on multiple day trips. (Which is where we come in.) While you can, of course, choose to self-drive around the area, for a first-timer it’s much more relaxing to let someone else do the driving and navigating while you just sit back and do the tasting.

Top tip: While we do offer the best Tuscany wine tours, remember that’s not all we do! Check out our great range of other day trips from Florence too.

The Famous Chiantis

You might have heard the word and thought, ‘well is it a drink or a place?’ The answer is that it’s both. The reds known widely as Chianti date back to the early 1700s and were traditionally bottled in a stout bottle wrapped in a straw basket called a ‘fiasco’. (Nowadays you won’t see that so much, if at all.)

To be able to use the name, the product must be made from at least 80% Sangiovese grapes. Some makers blend the Sangiovese with other grapes like:

• Canaiolo Nero

Generally they are high in tannins and acidity, giving them a dry, earthy taste, overtones of cherries and strawberries, and the ability to be paired with a wide variety of foods.

The Classico is the higher-end version and every bottle will be labelled clearly so you can determine whether it is a regular Chianti or a Classico. While in 1967 the Italian government created the region’s Denominazione di Origine Controllata (DOC), in the seventies some producers began to make their versions using unapproved high-quality international grapes – these became known as the ‘super Tuscans’.

These later went on to win approval with the country’s highest classification: the Denominazione di Origine Controllata e Garantita (DOCG). The two designations are now classified separately.

There are seven sub-zones in the Chianti DOCG area:

• Colli Fiorentini
• Colli Aretini
• Montespertoli
• Colline Pisane
• Colli Senesi

The purpose of knowing this is not to overload you if you’re a novice, but just to give you an indication as to how the region is designated in terms of its grape growing. Simply getting a basic ‘layout of the land’ will help you to understand the concept of the differences that are achieved from different soils, sub-climates and production methods.

What I really love about our Walkabout Florence tours (and I’m sure you will too!) is that our itineraries are designed so guests get the widest and most authentic overview of the many local producers. That’s why we visit a lesser-known family vineyard as well as one of the most prestigious estates in the entire region. Don’t ask me to pick a favourite though, because I love them all the same!

Top tip: The more you sample the more you’ll be conscious of the diversity of flavours, so get into the habit of really tasting what’s in your mouth and, when you notice something, speak to your guide about it.

Our guides are passionate aficionados themselves and they love the opportunity to share their knowledge with guests.

Learning About Perfect Pairings

As mentioned above, the wines from the region go with a huge variety of food, but the beauty of being on one of our Wine and Food Safaris is that you’ll have the opportunity to learn from the experts just what the most amazing pairings can be – and how the locals do it.

To this end, we visit two estates (which are very different from each other) to enjoy food and wine tastings onsite, as well as enjoying an amazing lunch in a traditional Tuscan restaurant – accompanied by perfectly paired wines of course.

In the lovely town of Greve, we even visit a famous butcher to choose a selection of salami, which we’ll later pair with the products of a wonderful family owned winery that we visit.

Because the wines are so adaptable to a vast range of flavours, the locals here pretty much don’t drink anything else. I mean, why would they?

Here are some examples of favourite pairings of the local Chianti to give you some ideas to start with:

• Tomato based pasta sauces
• Roasted and grilled meats (lamb, wild boar, pork, beef)
• Pecorino cheese (and any other cheese)
• Tuscan olive oil

Mouth watering isn’t it? And if you think it sounds good, just wait until you’re there in person… satisfaction guaranteed!

Fast Facts About Chianti (the region and the wine)

The name is protected by Italian law and can only be applied to wines made in the region.

Records indicate it started out as a white, with mentions of such until 1398 and only becoming a red from somewhere around the fifteenth to the eighteenth century.

The Classicos (including the Riservas) are denoted by a black rooster on the label.

The Riserva name denotes an advanced ageing process.

The Superiore name denotes that it goes beyond the required standards of DOC regulations. Often this means it is aged in oak, for instance, which is not a requirement of the DOC.

The region has become so popular with British visitors that it’s gained the nickname ‘Chiantishire’.

The nutrient rich soils of this area not only give the wine its intense flavours, the same applies to other local produce like olives, tomatoes and even the cured meats.

The Florentine and Sienese municipalities are lobbying hard to have the region nominated as a UNESCO protected site on the grounds of its unique cultural, agricultural, landscape, tourism and economic features.

The area encompasses around 250 square kilometres and as well as Florence and Siena includes numerous other notable towns including Castellina, Greve, Gaiole and Radda.

Is it Worth Coming if I Know Nothing About Wine?

The answer to that is a resounding ‘yes!’ You really don’t have to go into any great depth of learning if you don’t want to – there are some people who are simply there to enjoy the world-famous tastes and flavours of this part of the world, and that’s absolutely fine.

In my experience, though, when you’re in a place as agriculturally abundant as this, you can’t help but become a little intrigued by finding all about the traditional processes and production methods. Guests have told me over and over again that there’s just something so special about being here that makes them feel closer to the land and the old ways of doing things. ‘Provenance’ has become rather a buzzword in the last decade or so, and I honestly don’t think there’s anywhere else in the world that allows you to enjoy the immersion into culture and its relationship with cuisine as much as here.

So, if you’re looking for the best Tuscany wine tours, I invite you to join my colleagues and me and allow us to show you just what we’ve got. Bring a sense of fun, an open heart and a healthy appetite and whether you already know a whole lot about wine or you don’t know anything except that it tastes good, you’ll find a lot to love. And a lot to eat and drink too…

Spero di vedervi presto. (Hope to see you soon!)

We are walkabout florence.

As one of the most renowned and respected independent tour operators in the business, here at Walkabout Florence we’re proud of our diverse range of fun, fulfilling day tours that introduce visitors to the wonderful art, history and culture of Italy. Our knowledgeable and passionate guides are committed to guests’ satisfaction and we’re proud of their reputation for excellence. From cultural day tours and food and wine safaris, to Vespa and Fiat 500 tours, our highly acclaimed day trips are guaranteed to give you the most enjoyable experience possible.

Chianti Safari: Off Road Tuscany Wine Tour from Florence

Eat and drink your way through Chianti, taking hidden back roads to find the wine estates, restaurants and breathtaking views that the region is famous for. A full day adventure for wine and food lovers!

Why book with Walkabout Tours?

Passionate expert guides, excellent value for money, easy, secure booking, 24-hour free cancellation.

Whatever you need, we’re here for you.

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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

Best Tuscany Wine Tours – Pin for Later

The 15 Best Winery Hotels to Book in 2024

words: Hannah Staab

illustration: Sara Pinsonault

Published: April 14, 2024

From tasting rooms and vineyard tours to wine bars to dinner pairings, there are lots of ways to experience wine country. But if you want to take the vacation’s dedication to wine to the next level, it’s time to factor lodging into the equation. Wineries that double as hotels are a great way to fully immerse yourself in the region, so you can sleep just steps away from the action.

These hotels in wine destinations around the world make sure every moment of your stay is centered around wine. Some are surrounded by stunning vineyards, offer on-site tastings, or even present the chance to sleep in a ginormous wine barrel. From waterfront villas to historic cottages, if you’re heading to one of these iconic regions, here are 15 winery hotels to keep in mind for a truly captivating stay.

Villa La Coste, Provence, France

If you close your eyes and picture staying at a hotel surrounded by vines, odds are you’re imagining a villa in the sun-kissed south of France — and Villa La Coste in Provence brings the idealized dream of sipping rosé amongst the vines to life. The estate is located in the sprawling Provencal landscape, nestled between the historic town of Aix-en-Provence and the stunning Luberon Nature Park. When guests aren’t galavanting through the organically farmed vines of Château La Coste, they can enjoy a meal at the on-premise Michelin-starred restaurant, take in the expansive views at the pool, or indulge in some treatments at the spa.

Jackalope, Mornington Peninsula, Australia

Jutting off of the southern coast of Australia an hour outside Melbourne, the Mornington Peninsula is a refuge for cool-climate winemaking in the otherwise heat-prone region. The Jackalope Hotel is a modern estate with 44 rooms, an infinity pool and pavilion, a cocktail bar, and two restaurants — not to mention the on-site winery, Rare Hare, which focuses on elegant expressions of Chardonnay and Pinot Noir . The hotel is also known for its art collection, featuring an immersive Rain Room , which entails exactly what you think it does.

Quinta do Vallado, Douro Valley, Portugal

The Quinta do Vallado winery was established in 1716, making it one of the most historic estates in Portugal’s Douro Valley. The property, located high in the rolling green hills of the Douro, offers two different lodging experiences. The first is a traditional wine house with five recently renovated suites that was originally built in the 18th century. The building once belonged to Dona Antónia Adelaide Ferreira, a true icon of the region. Alternatively, guests can stay in the other more modern buildings, including the Eira Lodge, which was added in 2023. Either way, visitors can take in the views of the Douro poolside, enjoy fresh produce from the estate’s organic garden at its restaurant, and experience the wines through a winery tour and tasting.

Mastinell, Penedès, Spain

Unlike the old farm houses that are typically associated with remote winemaking towns, the Mastinell winery and hotel in Penedès is a modern architectural feat. The exterior of the hotel is designed to look like Cava bottles aging on their sides, with an impressive curved roof and circular mirrors. Not only do you feel like you’re sleeping inside a wine bottle, but while staying on the property guests have the opportunity to tour the vineyards and winery as well as sample the local Cava and cuisine.

Reeve Wines, Sonoma, California

When it’s time for a serene Sonoma getaway, skip the hotel and opt for a vineyard-front villa. Sonoma’s Reeve Wines is renowned for its elegant expressions of Pinot Noir, but beyond visiting its tasting room, those traveling in large groups should also consider booking the winery’s villa. The property can fit eight guests and offers a full kitchen, a pool, and a patio with panoramic views of Dry Creek Valley. Plus, just 10 minutes outside Healdsburg, you can easily access downtown tasting rooms and restaurants.

Delaire Graff Estate, Cape Winelands, South Africa

Inspired by the drastic landscapes of the Cape Winelands, the Delaire Graff Estate is tucked into the region’s mountainsides, surrounded by stunning rolling vineyards. The property is home to several lodges, each of which offers its own unique view of the land’s vineyards or gardens. When you aren’t lying out on the patio, diving into the plunge pools, or relaxing at the on-site spa, you can explore the wines of the estate with a curated tasting.

Castello Banfi, Tuscany, Italy

When we’re talking about escaping to a far-off wine region, Tuscany is also up there on the list of dream destinations. One of the best spots to fulfill your “Under the Tuscan Sun” fantasies is the Castello Banfi Wine Resort . This sun-soaked Tuscan castle is home to a 14-room boutique hotel, two restaurants, the Glass Museum, and a pool. Not to mention the property is surrounded by a 7,000-acre vineyard, so immersive wine experiences are a top priority.

Bruma, Valle de Guadalupe, Mexico

Not every trip to Mexico has to be centered around tequila and mezcal . Valle de Guadalupe is home to a burgeoning wine scene, and there’s no better way to experience it than staying at an immersive wine hotel. Boutique hotel Bruma boasts just eight rooms adjoined by a main house with outdoor patios, a pool, and a biodynamic swimming pond. The design seamlessly fits into its surroundings of mountains, deserts, and vineyards with its natural tones and zen vibes. Enjoy the local cuisine at the on-site restaurant Fauna and spend an afternoon at the tasting room to really take in all the wine and food.

Quinta da Pacheca, Douro Valley, Portugal

Nothing says “I stayed at a winery” more than sleeping in the oversized wine barrels at Quinta da Pacheca . At this estate guests can cozy up inside a literal wine barrel surrounded by vineyards in one of the world’s most beautiful wine regions. The Douro Valley estate produces wines and olive oil and offers several tour and tasting experiences, including a chance to participate in harvest.

Barboursville, Monticello, Virginia

If you’re looking for a more low-key getaway, book a stay at the inn at Barboursville Vineyards in Monticello. The winery’s historic houses will bring all of your cottage-core dreams to life. Guests can stroll the grounds and discover landmark ruins of Thomas Jefferson’s estate, visit the property’s restaurant, or book the Library 1821 tasting to explore back vintages of Virginia wines.

The Vines, Mendoza, Argentina

Perched in the high-elevation region of Mendoza, The Vines is a remote property located on 1,500 acres of vineyards with panoramic views of the Andes. The property offers several immersive experiences including horseback riding, yoga, fly fishing, and even blending your own wine at the winery. Make sure to visit the on-site restaurant Siete Fuegos for captivating open-flame cooking.

Hotel Marqués de Riscal, Rioja, Spain

It’s impossible to miss Marqués de Riscal while driving through the rolling vineyards of Rioja in northern Spain. The head-turning hotel, designed by renowned architect Frank O. Gehry, has a stunning avant-garde exterior of spiraling titanium and steel panels. There are 61 luxury rooms, the Michelin-starred Restaurante Marqués de Riscal, and a spa with Vinothérapie treatments .

Seeleiten Lake Spa Hotel, Alto-Adige, Italy

This standout wooden structure is the perfect place to relax among the mountains and vineyards of Italy’s Alto-Adige region. The Seeleiten property has its own private beach on the warmest bathing lake in the Alps, a pool, and a revitalizing spa. After a day of paddleboarding in the lake, book a tasting at the Moser winery to learn more about the local wines.

Viña Vik, Millahue, Chile

Viña Vik is a retreat in the heart of Chile’s beautiful countryside. On top of a hill within a nature reserve, this modern estate is surrounded by vineyards and the Andes mountains. The property is home to 22 themed rooms and seven private glass-walled bungalows, as well as an infinity pool, an on-site restaurant, and, of course, the stunning winery.

Meneghetti Wine Hotel & Winery, Bale, Croatia

The wines of Istria are hot right now, and there’s no better way to experience them than at a winery on the beautiful Adriatic coast. The Meneghetti Wine Hotel & Winery is home to several gorgeous rooms, suites, and villas for couple or group vacations. Enjoy on-premise wine and olive oil tastings as well as private tours of the Istrian coast.

*Image retrieved from Ilia Nesolenyi via stock.adobe.com

• The 15 Best Winery Hotels to Book in 2024 | VinePair
• https://vinepair.com/articles/best-winery-hotels/
• wbs_cat Wine, hotel, Travel, Wine Travel, winery
• Baglio di Pianetto Is Leading Sustainable Winemaking in Sicily | VinePair
• https://vinepair.com/articles/baglio-di-pianetto-sustainable/
• LaShea Delaney
• wbs_cat Wine, wbs_type red wine, wbs_brand Baglio di Pianetto, Baglio di Pianetto, italian wine, red wine, sicilian wine, sicily, sustainability

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7 of the best small towns and villages to visit in Tuscany

Driving among the medieval towns dotted across the countryside is a quintessential tuscan experience, article bookmarked.

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Although Italy has no shortage of enchanting holiday destinations – the Amalfi Coast , Cinque Terre, Puglia and Sicily , to name just a few – there’s something particularly magical about Tuscany.

This is a region that often seems to be bathed in a soft golden light, with gently sloping hills and beautiful Italian villas nestled among olive groves, cypress trees and vineyards .

Although you could easily fill your days in the cities of Florence and Pisa, or exploring the narrow streets and central piazza of Siena, perhaps one of the greatest experiences in Tuscany is exploring the many medieval hilltop towns and villages that are scattered through the countryside.

From the famous towers of San Gimignano and charming Pienza to Greve in the wine-making region of Chianti, there are plenty of towns and villages to discover, all with their own unique charms and within easy driving distance of one another. Here are seven of our favourites.

San Gimignano

San Gimignano is one of the best known small towns in Tuscany – and for good reason. With its hilltop location, charmimg local restaurants and picture-perfect setting, it’s a favourite among tourists. Visitors can stroll through the medieval streets, stop in at one of the many small shops, gaze at the town’s impressive Duomo cathedral and visit the civic museum at the Palazzo del Popolo.

There’s a fun story behind San Gimignano’s famous towers. Between the 11th and the 13th centuries, the noble families who controlled the town believed their towers were a sign of wealth and power to their political and economic rivals, and so kept building more and more – it is believed that a total of 72 could be found in San Gimignano at its peak. Only 14 have survived, but they’re still rather impressive and give the town a palpable sense of history .

Read more on Italy travel :

• The adventure holiday in Italy tracking wolves and bears – just 90 minutes outside of Rome
• Lerici: Italy’s under-the-radar alternative to the Cinque Terre
• Palermo city guide: Best things to do and where to stay in the energetic yet charming capital of Sicily

Montalcino is an excellent choice for wine lovers – it’s well known for its brunello di montalcino and rosso di montalcino wines. The location in the hills of the Val d’Orcia gives it an even more rustic setting than other towns on this list. Visitors will find themselves surrounded by countryside dotted with cypress trees and flowers, as well as rolling olive groves and vineyards. Tourists can climb the fortress walls, amble through the winding streets and spend some time on the town’s Piazza del Popolo – but no visitor should miss the wine tastings which can be enjoyed in and around the town.

Pienza also lies in the Val d’Orcia, where gently rolling hills are populated by Renaissance towns, vineyards and medieval castles. The town itself is surrounded by medieval walls, inside of which is a maze of pretty cobbled streets lined with typical Tuscan houses. From the town you can enjoy amazing views over the hills and olive groves, and in the distance sits Mount Amiata.

All roads in this town lead to the Pio II plaza, with particularly picturesque streets including the Via dell’Amore and Via del Bacio. The town’s cathedral sits in this square, as does the Palazzo Piccolomini and Palazzo Borgia, which houses the town’s museum.

Greve in Chianti and Montefioralle

A visit to Tuscany is arguably not complete without a visit to Chianti, the region’s famous wine-producing area. Greve in Chianti is one of the more scenic towns in this part of Tuscany – it’s centred around the triangular Piazza Matteotti, the porticos of which hide vendors of various fresh produce.

In the foothills just below Greve in Chianti lies Montefioralle, one of the oldest villages in Tuscany. It’s still enclosed by its original defensive walls, and its (nearly) car-free centre is a great place for a relaxed stroll. The surrounding vineyards will likely be the focus of your visit, but be sure to climb up the hills to the highest point in the village where you can see the Santo Stefano church and take in a sweeping view of the vineyards, olive groves and cypress trees.

Volterra was once a mighty Etruscan city, but nowadays it is best known for Italian handicrafts and remnants of its medieval past. It is dominated by its Duomo along with the Palazzo dei Priori and 13th-century palazzo, though the 2,000-year-old Roman amphitheatre is another highlight. Remnants of its Etruscan past remain in the 5th-century Porta all’Arco walls and the Guarnacci Etruscan Museum, while the smaller Pinacoteca museum focuses on art from between the 14th and 17th century.

Pitigliano is located in the Maremma region near the Tuscan coast. It’s another hilltop town, and features rows of sandstone buildings built on top of volcanic red “tuff” stone. As well as enjoying wine tastings, tourists can amble through the mazy streets, stop for a drink or bite to eat around the lovely Piazza del Popolo, explore the palace-fortress of Palazzo Orsini (and its museum) and visit the Sette Cannelle fountain.

This town is also known as “Little Jerusalem” as a large Jewish population resided there until around the time of the Second World War, and there are several remnants of its religious history still present, from an old Jewish Quarter – now with a Jewish museum – to a gilded synagogue.

Pietrasanta

Pietrasanta still retains some of the artistic creativity that was associated with it in bygone times when artists such as Michelangelo frequented the town. Today it has one of the highest concentrations of art galleries in any Italian town, from the Favret Mosaici Artistici to the Flora Bigae gallery of contemporary art.

Pietrasanta is located very close to the coast, near upmarket resorts like Forte dei Marmi, and so is a town influenced by both local history and modern tourism. Away from the beaches, the highlights include the Duomo and the Rocca di Sala fortress, while an archaeological museum, marble quarry and yearly performing arts festival (named La Versiliana) are a little more off the beaten track.

Read more on Italy with the best hotels in Rome

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Sober Travelers Find Something to Savor in Wine Country

Mocktail trails, olive oil tours and elevated dining experiences are among the many ways the renowned wine-producing areas of Sonoma, Mendoza and Tuscany are appealing to sober or sober-curious travelers.

By Christine Chitnis

Amy Snook knows more about wine than your average traveler. Originally from California, she now lives in the Douro Valley of Portugal, her partner works in the wine industry, and she has visited 47 countries, many of which have celebrated viticulture. But seven years ago, on a trip to Mendoza, a winemaking region in the foothills of Argentina’s Andes Mountains, she opted to abstain from drinking alcohol, a decision she would repeat in future travels.

“It’s such a long flight to Argentina, and I was only there for 10 days,” said Ms. Snook, 34, a publishing professional. “I’m aware of how alcohol affects me, and I chose to prioritize feeling amazing every day of the trip over dealing with a hangover.”

During her visit, Ms. Snook bicycled between vineyards, reveled in breathtaking scenery, relaxed with spa treatments and engaged with sommeliers and winemakers, coming away with a new appreciation for sustainable and regenerative agriculture.

“The obvious question when you tell someone that you aren’t drinking is, ‘Out of all the places you could go, why travel to wine country?’” she said. “But to me, it makes perfect sense because these regions offer all the perks of luxury travel — wellness amenities, beautiful landscapes and fine dining.”

With 41 percent of Americans seeking to reduce their alcohol intake, according to a consumer-sentiment study released in January by NCSolutions, Ms. Snook’s experience is part of a larger trend: the rise of sober-curious or mindful drinking. While sober travel is hardly a new concept, its popularity is surging to new heights — particularly among younger generations — and forcing a reckoning in the wine industry. The 2024 State of the U.S. Wine Industry report , an annual forecast of market conditions and trends written by the wine-business analyst Rob McMillan, found that 52 percent of consumers ages 21 to 34 believe that consuming alcohol, even in moderation, is bad for your health.

This trend is reshaping travel to world-class wine destinations like Sonoma County, in California, as well as Mendoza and Tuscany. Blessed with temperate climates, extended growing seasons, fertile soils, rich histories and breathtaking vistas, these renowned wine locales are expanding their offerings to attract drinkers and nondrinkers.

Here are some of the restaurants, tour groups and wineries in those regions that are reinventing the travel experience to be more inclusive of the sober-curious.

Dining in Sonoma

If wine is a true expression of the land, embodying the unique characteristics of its soil, weather and the meticulous craftsmanship of those who cultivate it, can you still forge that connection without drinking?

At Cyrus , a Michelin-starred fine dining destination in Geyserville , Calif., the answer is a resounding yes. Sonoma County, double the size of neighboring Napa, made conscious decisions to protect and diversify its land use, ensuring grapes as well as agricultural crops were grown. Douglas Keane, Cyrus’s owner and chef, highlights the local harvest by working with small farms and purveyors to source his ingredients. Crosnes — a Chinese artichoke — from Alexander Valley Vineyards gardens, yuzu and finger limes from the citrus grower David Levine, and cheesefrom Andante Dairy have all ended up on Cyrus’s menu.

Also on the menu: Kally , an alcohol-free wine alternative produced with housemade organic verjuice and sourced from Northern California. Served at more than 15 other Michelin-starred restaurants, Kally’s bottles include Early Chardonnay, which is crisp, bright and changes flavor and aroma as it moves across the palate, similar to a fine wine. A tart, vibrant Golden Sparkler has notes of jasmine and citrus, and a floral, fruity Rosé Sparkler offers hints of strawberry and hibiscus.

“Chefs and sommeliers are interested in having precise nonalcoholic pairings. Their food was created to be prepared with sophisticated drinks, not just sparkling water,” said Scott Mitic, who created the beverage along with his wife, Katie.

Customers, too, appreciate having a choice, he said, noting that many of Kally’s most loyal drinkers are wine enthusiasts. “This is not an abstinence movement; it is a moderation movement.”

Cyrus Schultz, the wine director and sommelier at Cyrus, aims to create drinks that make sober guests feel just as special, if not more, than those indulging in traditional wine pairings. His nonalcoholic creations include the Rosé Champagne, an effervescent blend of coconut, white sesame, cherry blossom and lime, and the Apple Martini, a sweet, herbaceous concoction of pink lady apple, fennel and mint olive oil.

“The intention is never to mimic alcohol products, but to construct the pairings similarly to how a chef looks at a menu — different textures, temperatures and flavor profiles,” Mr. Schultz said.

These efforts are not limited to one restaurant. Chris Vomvolakis, senior manager of consumer public relations at Sonoma County Tourism , said bars, restaurants and wineries across the region are recognizing that it’s not all about wine.

The town of Healdsburg recently created the Mocktail Trail , with eight participating restaurants, and Meadowcroft Wines in the town of Sonoma curated a flight of original zero-proof cocktails. David Messerli, Meadowcroft’s marketing and strategy director, said the winery encourages guests “to discern aromas, flavors and nuances, much like they would with wine.”

“For those opting out of alcohol, we felt there was more we could do,” he said. “People have various reasons for abstaining from alcohol, and no one should feel excluded because of it.”

Women-led luxury in Mendoza

Mendoza, renowned for its malbec wines and stunning Andean landscapes, is no stranger to luxury accouterments, but sober guests? That is a newer phenomenon. “We have definitely noticed an increase in guests seeking nonalcoholic travel options in recent years,” said Victoria Stiles, sales manager at Cavas Wine Lodge , a luxury 18-room hotel set amid a 55-acre vineyard.

At Cavas, wine may be the main attraction, but guests can book spa treatments using vine and grape-seed extracts, join yoga sessions on the private terrace overlooking the Andes and vineyards, and take full-day hiking excursions to Aconcagua Provincial Park, a rugged, mountainous destination that is home to Mount Aconcagua, South America’s highest peak.

Wild Terrains , a certified B-Corp travel company specializing in experiences for women, has planned three days of a 10-day Argentina tour to be sober-inclusive in Mendoza. Built around women-owned businesses, stops include boutique lodging at Entre Cielos , horseback riding in the Andean foothills, home-cooked asado at Estancia Los Chulengos and a private dining experience at Michelin-starred Zonda Cocina de Paisaje . The meal offers special mocktail pairings with distinct flavors like lemon verbena, beets and burro, an herb used to make digestive teas and infusions.

“In Mendoza, our trip centers on talented female winemakers who are pushing boundaries in a historically male-dominated industry,” said Lauren Bates, founder of Wild Terrains. “While these experiences include wine tastings, we want sober travelers to feel intentionally included even if they are skipping the wine tasting.”

Sofia Pescarmona, owner of the Bodega Lagarde vineyard and Zonda Cocina de Paisaje, said that while the restaurant experience aims to showcase their wine, nondrinkers will also appreciate it.

“We truly believe we can offer an elevated experience for those who don’t drink wine by highlighting other seasonal produce grown on our property,” she said.

Tasting olive oil in Tuscany

Wine tastings epitomize indulgence, especially immersed in the heart of Tuscany, when visitors can savor glass after glass of Chianti, Brunello di Montalcino and Vino Nobile di Montepulciano. Salvatore Ferragamo Jr., chief executive of the Il Borro wine estate and grandson of the fashion house’s founder, encourages guests to find other ways to indulge.

“The olive harvests in the autumn produce the region’s spicy, piquant ‘green gold,’” said Mr. Ferragamo.

Il Borro, in Tuscany’s Valdarno, is a meticulously restored medieval village that includes 58 suites, three vacation villas, two restaurants, stables, working vineyards and olive groves. Olive oil production began in 1996, following the recovery of varieties like Frantoio, Moraiolo and Leccino that had long been neglected. Now, after touring some 80 acres of organic groves, guests can engage in a tasting experience of two distinct oils, one full-bodied with floral, fruity and grassy aromas, the other robust, peppery and dark.

Another option, Tuscan Organic Tours , offers immersive daylong experiences that delve into wine and oil but also other rich agricultural offerings. Delicious tours with private transportation highlight tastes and flavors that include Pecorino di Pienza, one of the most renowned Italian cheeses, saffron and fresh pastas. The tours include visits to organic farms, lunches, tastings, and opportunities to participate in cheese-making and saffron harvesting.

Follow New York Times Travel on Instagram and sign up for our weekly Travel Dispatch newsletter to get expert tips on traveling smarter and inspiration for your next vacation. Dreaming up a future getaway or just armchair traveling? Check out our 52 Places to Go in 2024 .

Open Up Your World

Considering a trip, or just some armchair traveling here are some ideas..

52 Places:  Why do we travel? For food, culture, adventure, natural beauty? Our 2024 list has all those elements, and more .

Mumbai:  Spend 36 hours in this fast-changing Indian city  by exploring ancient caves, catching a concert in a former textile mill and feasting on mangoes.

Kyoto:  The Japanese city’s dry gardens offer spots for quiet contemplation  in an increasingly overtouristed destination.

Iceland:  The country markets itself as a destination to see the northern lights. But they can be elusive, as one writer recently found .

Texas:  Canoeing the Rio Grande near Big Bend National Park can be magical. But as the river dries, it’s getting harder to find where a boat will actually float .