wine tasting tour san gimignano

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San Gimignano Wine Tour Wine in the heart of Tuscany

Wine tour in San Gimignano with visit and tasting in the wineries of San Gimignano with private driver and sommelier / guide; visit and tasting in selected wineries producing Vernaccia di San Gimignano Docg and Chianti Docg

San Gimignano Wine Tour

wine in the heart of tuscany, the san gimignano wine experience, the white wine of tuscany.

Made from at least 85% Vernaccia grapes, Vernaccia di San Gimignano Docg is one of the few white wines from Tuscany. It is a fresh wine, with fruity and floral notes, to which aging in French oak barrels gives a spiced aroma and longevity.

 Hills in the heart of Tuscany

The beauty of the Tuscan countryside with its sunny green vineyards, and the quiet and peacefulness of the olive groves. Enjoy views and glimpses of Tuscan lifestyle among the sips of wine and the soul of the region.

San Gimignano: city of middleage

It was the year 1276 when the administration of the city-state of San Gimignano imposed a tax for the Vernaccia trade, and when the city itself, free, independent and rich, was a pilgrimage crossroads towards Rome; today it is certainly one of the most fascinating and charming Tuscan hill towns.

Buon appetito!

It’s lunch time! The food / wine experience in the heart of Tuscany to discover even other traditional local products such as Saffron of San Gimignano DOP.

Inclusions & det ails

Wine tour in San Gimignano from San Gimignano town center, Siena, Florence, Colle Val d’Elsa, Certaldo, Castellina in Chianti, Tavernelle, San Casciano, Castelfiorentino, San Miniato, Barberino, Radda, Panzano in Chianti, Monteriggioni, Casole, Gambassi, Montaione and all Tuscany Private transportation by luxury car or minivan Expert English speaking driver / guide Food and wine tastings according to the program Length: 8-9 hours

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• WINE TASTING

YOUR BEST WINE TASTING EXPERIENCE IN SAN GIMIGNANO, TUSCANY

Experience the authentic flavor of the Tuscan countryside. Discover the most revered Tuscan wines, learn the characteristics of each blend and hear the winemakers’ secrets. Tuscan or Super Tuscan wine, EVO Olive Oil, and Cheese tasting, wine tasting with a meal such as pasta with saffron, pesto, or truffle… and don’t forget to discover the Vineyard or Cooking Class experiences!

…and all this with a stunning panoramic and breathtaking view of the Vineyard and San Gimignano’s old towers.

TRUFFLE EXPERIENCE

Do you want to deepen your knowledge of one of the finest slow-food products in the world?Take part in our truffle hunt with Mirco and Luca and savour the true and unique emotion of finding, smelling and touching one of the most precious fruits of the earth .

Our authorised guides will introduce you to the world of truffle hunting, they will teach you to recognise the trees under which they grow, the ideal habitat for truffle growth and how to cook and store them.

COOKING CLASS WITH FUN

Join our immersive cooking class where you’ll learn to craft exquisite dishes from scratch. Afterward, delight in a tasting experience featuring fine wines, premium olive oils, and rich balsamic vinegars. Our expert chef will guide you through each step, enhancing your culinary skills while you savor the flavors of each ingredient. It’s a perfect blend of learning, tasting, and enjoying, all in a welcoming, hands-on environment.

VINEYARD EXPERIENCE

Yes, exactly! You will be wine tasting in front of Vernaccia Vineyard, where our cool and breezy tents provide shaded comfort. Take a break in our peaceful place or in one of our private and exclusive tasting terraces. Enjoy a Wine, Oil, and cheese tasting overlooking the famous medieval towers of San Gimignano.

WINE TASTING WITH MEAL

Relax in our beautiful garden or private tasting rooms . Enjoy wine, oil, and cheese tastings with stunning views of San Gimignano’s medieval towers. Beat the heat and bask in comfort under our cool and breezy tents. Here, amidst the splendor of our garden, you can relax and savor the moment, shielded from the sun's warmth.

WINE TASTING EXPERIENCE

Where tranquility and beauty converge. Our beautiful garden and private tasting rooms provide an idyllic setting for couples seeking a serene escape. Savor exquisite wine, oil, and cheese tastings while gazing upon the captivating medieval towers of San Gimignano . Whether you're celebrating a special occasion or simply looking to unwind, our venue promises a memorable experience. Embrace the romance of Tuscany, where every sip and every view exist to create cherished moments.

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San Gimignano wine tasting tours and winery visits

Best wine tours in San Gimignano

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Why Visit San Gimignano?

Tuscany is not short of picturesque medieval towns but San Gimignano is arguably the most enchanting and recognisable. This charming hilltop town is best known for its magnificent stone towers that dominate the skyline. Wine lovers are lured to the region to sample one of Italy’s most highly prized white wines: Vernaccia di San Gimignano. A visit to San Gimignano should be an essential inclusion of any wine tasting holiday in Tuscany.   

WINE TASTING TOURS IN SAN GIMIGNANO San Gimignano hovers on the outskirts of the Chianti Classico DOCG region: Tuscan red wine country. However, the undulating vineyards around this medieval town are planted predominantly with the powerfully flavoured, white Vernaccia grape. Produced solely in these hills, Vernaccia di San Gimignano is the first Tuscan white to boast DOCG status. Taste this renowned, characterful wine on a guided wine tasting tour from nearby Siena or Florence.

MORE REASONS TO VISIT SAN GIMIGNANO You can easily spend a day leisurely strolling San Gimignano’s narrow streets, gazing skywards at the famous towers, browsing the boutiques and eating ice cream (Gelateria Dondoli is our pick!) For the most incredible panoramic views climb the 200+ steps to the top of Torre Grossa - the tallest of the towers. Another must-visit is the UNESCO World Heritage Duomo di San Gimignano, which houses some of the finest interior frescoes and murals in Tuscany.

Plan Your Visit

Best known grapes, best time to visit, how long to stay, how to get there.

WineExperience - Consorzio del Vino Vernaccia di San Gimignano

The Vernaccia di San Gimignano Wine Tasting Experience

Meet the queen of tuscany..

Wine Tasting, Culture, Land.

Discover the tradition, history and authentic taste of vernaccia di san gimignano, located in the enchanting and evocative rocca di montestaffoli area., book your wine tasting experience.

Top Masterclass

A two-hour lesson designed to help you discover the world of wine tours and tastings in Tuscany. An entire wine-producing area to discover, get to know and taste.

Superior Wine Tasting

An hour and a quarter of complete relaxation by learning, tasting and sampling the eno-gastronomic wonders of this ancient wine-producing area.

Easy Wine Tasting

Those who don't have much free time, but would love to learn about the enological excellences of this area, absolutely cannot miss our “Easy Wine Tasting” experience.

With an unexpected and surprising flavor, Vernaccia di San Gimignano is a wine whose unique features are waiting to be discovered. Beginning with its almost thousand year history, served on the tables of popes and kings, it was the first Italian DOC wine. Perfectly paired with fish, white meats, cheeses and much more, it is a wine with a pleasantly unexpected flavor. A uniqueness that can only be fully grasped by tasting it.

Located in the heart of Tuscany, Vernaccia di San Gimignano comes to life in over 730 hectares of vineyards. An extraordinary area of land that is rich in biodiversity and free from highways, railways and industries. Thanks to this indissoluble bond with its land, Vernaccia di San Gimignano proclaims its nature as a wine that has always been produced in harmony with its environment, because it was born in an uncontaminated territory waiting to be visited and discovered.

What they say about us

You'll be amazed.

It is located in a magnificent corner of San Gimignano, right at the top of the town, dominating the valley below and offering a wonderful view of the towers. The staff is friendly and professional, very well trained. Lorenzo B

WINE TASTING IN SAFETY

My husband and I participated in a wine tasting experience of 4 different types of Vernaccia. There was an outdoor table overlooking the valley, everything was very clean and disinfected, and the server was very kind and professional. pierpaola_10

A PERFECT DATE

The right choice to make when tasting the interesting Vernaccia di San Gimignano wine. The location and courteous staff are the perfect backdrop. Not to be missed. Massimolm

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La Vernaccia di San Gimignano Wine Experience

Incontra la regina bianca della toscana..

San Gimignano Chianti Wine Tasting

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San Gimignano & Chianti – Town & Country Tour

Medieval towers, wine tasting, & the tuscan landscapes.

Your San Gimignano & Chianti tour includes: • Private travel with recent model minivan with AC • Pick up from your doorstep • Two hours free time in San Gimignano • Vineyard tour with views • Three course home cooked winery lunch • Tasting of Chianti & Vernaccia wines • Olive Oil tasting • Scenic drive of the Tuscan countryside • Stops with ample time for photos

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FIND OUT MORE

My San Gimignano Chianti tour, combines a visit to the medieval Manhattan, a three course home cooked winery lunch, wine tasting and a scenic drive through the gorgeous Tuscan countryside.

San Gimignano is a tiny town that’s famous for the unique state of preservation of its medieval architecture. This includes a dozen of its tower houses, that together with its hilltop setting, form an unforgettable skyline. The town also is known its white wine, Vernaccia di San Gimignano, produced from the ancient variety of the Vernaccia grape.

Chianti also referred to as Colline del Chianti (Chianti Hills), is a mountainous area of Tuscany between the provinces of Florence and  Siena. If seeing the iconic scenery for which Tuscany is world famous is something you’d like to enjoy, then this is the place to be. We will of course be making stops for contemplation and photos.

San Gimignano Chianti Town and Country Tour

The departure from your accommodation for our San Gimignano Chianti tour is 9.oo am, and we arrive in San Gimignano after about an hour’s drive. The reason it’s called the Manhattan of the 13th century will soon be apparent.  The town once boasted seventy two towers and today twelve are left. Your visit is in free time, will start with a walk up the main street which leads to the town piazza. With its wonderfully preserved medieval stone buildings, the town has an atmosphere all of its own. The town is very small indeed, and you’ll easily find the panoramic points (which are well indicated), for some spectacular views and photos.

Late morning will have us visiting Marronaia   or Casa Emma winery for our Four Course Home Cooked Lunch, and paired wine tasting (payable separately to the winery, see below).

The visit starts with a walk in the vineyards, which also have a breathtaking views towards the vineyards. Then it’s time to take your seat for your home cooked lunch with a paired tasting of the estate’s Chianti and Super Tuscan wines. You’ll also be tasting the estate’s genuine extra virgin Olive Oil . Your lunch will be outside, weather permitting

After lunch we head towards the Chianti region for our leisurely drive of the iconic landscapes. We’ll be making stops for photos and contemplation of the gorgeous scenery. A unique picture of undulating hills, vineyards, olive groves, natural woodland, and old stone farmhouses. The Chianti landscapes have inspired countless photographs, many of which have become classics for postcards and calendars.

We conclude our San Gimignano Chianti tour around 04.00 pm and head back to Florence where we arrive at 05.00 pm.

Please Note: by Italian law drivers are not allowed to do guiding of historical sites or museums. Therefore your visit to San Gimignano is done in free time.

2024 fully inclusive price list:

Discounts for families with minors just ask

2 participants € 265 per person 3 participants € 195 per person 4 participants € 180 per person 5 participants € 165 per person 6 participants € 155 per person 7 participants € 145 per person 8 participants € 135 per person

Four Course Tuscan Lunch is an additional €60 per person

This is not a group tour, prices refer exclusively to private parties

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Private Tuscany Wine Tours

A private Tuscany wine tour isn't just about about reaching the next winery. It's about enjoying the journey as an experience in itself. The beauty of Tuscany has much to do with nature, but man has improved what nature gave. It was during the renaissance that a new philosophy of combining farming with landscaping was conceived, and the concept still exists today. This is where you'll find some of the world's most breathtaking scenery, making each turn of the meandering roads a new and vibrant experience. Oh! The wine's pretty good too.

Must-Visit San Gimignano Wineries

San Gimignano, located in the heart of Tuscany, is a small medieval town globally recognized for its incredible wine! The town's nearby wineries enjoy a stellar reputation across the globe and offer a diverse range

San Gimignano, located in the heart of Tuscany, is a small medieval town globally recognized for its incredible wine! The town’s nearby wineries enjoy a stellar reputation across the globe and offer a diverse range of grape varieties that cater to a wide spectrum of wine lovers.

Best San Gimigiano wineries

San Gimignano, known as the Town of Fine Towers , is a stunning medieval hill town in Tuscany, Italy. The town is renowned for its unique medieval architecture, which includes a dozen well-preserved tower houses that form an unforgettable skyline. San Gimignano was once home to 72 towers during the fourteenth century when each family built a tower to demonstrate their economic power. The town’s historic center has been designated a UNESCO World Heritage Site since 1990.

In addition to its striking architecture, San Gimignano is famous for its local products, including saffron and a prize-winning white wine called Vernaccia di San Gimignano. Vernaccia is one of the oldest wines in Italy, dating back to the town’s founding. Even Dante mentions it in his Divine Comedy. Visitors to San Gimignano are encouraged to try this exceptional wine, which wineries produce with a long history and passed-down techniques.

The region’s unique soil and microclimate contribute to developing these exceptional wines, which are highly sought after. San Gimignano’s beauty and cultural significance make it a must-visit destination for anyone traveling to Tuscany.

1. Tenuta Torciano

Photo credit: Tenuta Torciano

For over three centuries , Tenuta Torciano has been synonymous with high-quality wines ! Founded in 1720 by Bartolomeo Giachi, the art of winemaking was passed down from generation to generation, with each descendant building on the knowledge and skills of their forebears.

Today, Tenuta Torciano is owned and operated by Pierluigi Giachi, his wife Luciana, and their children Emanuele and Vittoria. As the thirteenth generation of the Giachi family in the wine industry, they have continued the legacy of producing some of the finest wines from both long-established wine-producing regions in Tuscany and emerging viticultural areas.

What sets Tenuta Torciano apart is its unwavering commitment to integrity, high quality, and excellent service. They strive to provide their clients with an exceptional selection of fine and rare wines while ensuring that they receive personalized attention and exceptional service. The team at Tenuta Torciano comprises dedicated and knowledgeable professionals who are passionate about what they do.

Located on the hills near San Gimignano, Tenuta Torciano is one of the top-rated vineyards in Tuscany. The wine tastings , led by the charismatic Pier Luigi Giachi, are a must-try experience. The wines are presented with passion, from white Vernaccia di San Gimignano to Tenuta Torciano’s Super Tuscans , paired with different types of ham and cheese. Their famous lasagna with truffle olive oil is a highlight that will leave you craving more.

In addition to its exceptional wines, Tenuta Torciano offers a one-of-a-kind experience of immersing oneself in the beautiful Tuscan countryside, surrounded by nature, and indulging in the art of winemaking.

Uncover Best San Gimignano Wine Tasting Experience with Food .

2. Podere La Marronaia

Photo credit: Podere La Marronaia

If you plan a trip to San Gimignano, Tuscany, and enjoy wine, you won’t want to miss a visit to Podere La Marronaia. This family-run farm is located just a 5-minute drive from the center of San Gimignano, surrounded by picturesque vineyards, and offers an unforgettable wine-tasting experience.

Podere La Marronaia is an organic and biodynamic farm that produces exquisite wines and extra virgin olive oil. The farm was established by Silvia and Luigi in 2000 and has since been run by their family, including their sons Pietro and Corrado. The family owns three vineyards, where they grow a variety of red and white grapes, including.

• Sangiovese,
• Chardonnay,
• Cabernet Sauvignon, and

The family takes great pride in using organic and biodynamic methods to cultivate their crops, focusing on maintaining the soil’s natural fertility and promoting the balance of the ecosystem. They also have an extensive olive plantation in the Siena countryside, under the Chianti Colli Senesi DOC region, to produce their delicious extra virgin olive oil.

At Podere La Marronaia, visitors can take a guided tour of the farm. The tour starts with a short introduction to the whole farm activity and continues with wine and extra virgin olive oil tasting at their charming cellar in the farmhouse shop “Ai Quattrorsi.” In addition to wine and olive oil tastings, they also offer cheese tastings, pasta with saffron, pesto, or truffle meals, vineyard experiences, and cooking classes.

If you want to stay a bit longer, Podere La Marronaia also offers accommodation in their well-furnished rooms with modern facilities. The panoramic windows offer stunning views of the vineyards and San Gimignano’s towers.

With its organic and biodynamic methods, charming farmhouse, and picturesque vineyards, it’s no wonder why it’s considered one of the best wineries to visit in Chianti.

Indulge in the Wine & Oil Tasting with Lunch or Dinner .

3. Fattoria Poggio Alloro

Photo credit: Fattoria Poggio Alloro

Experience the quintessential Tuscan hospitality and stunning views of medieval towers at Fattoria Poggio Alloro , one of the first wineries you’ll encounter while approaching Florence from the northeast. The family-run estate, nestled amidst rolling hills and lush fields, is a popular destination for its all-organic farm, wine tastings, educational farm activities for kids, and a restaurant that serves delicious Tuscan delicacies.

Spread over 250 hectares, 70 of which are dedicated to growing the local Vernaccia di San Gimignano and other grapes and olive trees scattered across the estate that yield excellent extra-virgin olive oil. The family uses organic fruits and vegetables grown in the garden and orchards to create traditional Tuscan dishes.

The estate’s agriturismo comprises ten rooms and an apartment in a Tuscan-style restored farmhouse, where guests can enjoy a sweet morning with fresh milk from the dairy cows, homemade breakfast cakes, and freshly picked fruits. During the day, guests can explore the farm and visit nearby historical and natural sites. In the evening, they can relax and taste the estate’s wines , dine on the restaurant’s traditional Tuscan recipes, and even join other guests at long tables to share a bottle of wine.

The Fioroni family moved to San Gimignano from the Marche region in the boom years after World War II to work as sharecroppers. In 1973, they decided to buy the farm, and since then, they have nurtured it into the successful winery it is today. The estate’s name, Poggio Alloro, derives from the Bay Leaf Hill that abounds with bay laurel bushes on the property.

Whether you are a wine enthusiast, a foodie, or just seeking a peaceful countryside retreat, Fattoria Poggio Alloro has something for everyone. With its warm hospitality, organic produce, and stunning surroundings, it is no wonder that this family-run farm has become a popular Tuscan destination.

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

4. Il Colombaio di Santa Chiara

Photo credit: Il Colombaio di Santa Chiara

Il Colombaio di Santa Chiara is an elegant agriturismo located just 2 km from San Gimignano, immersed in the stunning greenery of the Tuscan countryside, surrounded by vineyards and olive groves. The property offers its guests an unforgettable stay, thanks to the meticulous renovation carried out by the owner himself, using natural materials and enhancing the original atmosphere of the building.

The accommodations have been adapted to offer maximum comfort while retaining the original spaces’ pleasant atmosphere. The agriturismo is located in a structure dating back to the 1800s, and guests can explore the old cellar, which was once used to store wine at a low temperature. For those who love to stroll, San Gimignano can be reached by walking along a white road for just 800 meters. Car and scooter rentals are also available for those who wish to explore the surrounding area.

The owner’s extensive experience in the agricultural sector is at the guests’ disposal for those interested in activities such as tastings of the estate’s own products, including wine and olive oil. But Il Colombaio di Santa Chiara is not just a wine estate – it is also a stylish retreat, with six sumptuously designed rooms and tasting rooms with creative touches.

The Logi family, who owns the estate, are known for producing some of the finest Vernaccia around, and their passion for winemaking is evident in everything they do. Visitors can enjoy lunch on the restaurant’s scenic terrace or take a much-recommended Jeep tour through the vineyards.

In short, Il Colombaio di Santa Chiara offers its guests the opportunity to experience the beauty and elegance of Tuscany in a truly unforgettable way. Its stunning location, luxurious accommodations, and exceptional wine and food make it the perfect place to relax, unwind, and enjoy all these magical region offers.

Join The Ultimate Tuscan Cooking Class!

5. Mormoraia

Photo credit: Mormoraia

La Mormoraia, located in the heart of Tuscany hills, is an elegant farm run by the Passoni family. The farm is built on the site of a former convent and has been lovingly restored to its old-world charm. The farmhouse has 30 double rooms, all renovated in the traditional and rustic Tuscan style, set in a panoramic position of rare beauty overlooking the towers of San Gimignano.

The history of La Mormoraia is one of the fathers’ passions transmitted and carried on by sons. The former convent La Mormoraia became the property of Pino Passoni, a Milan businessman, and his wife Franca in 1980. In 1990, they began the careful renovation of the estate buildings and vineyards, with the intention of restoring them while maintaining the same characteristics of old times.

In 2012, Alessandro, only 23 years old, took control of the company and reorganized it with the support of his parents. The apartments were transformed into elegant B&B rooms, the sauna and steam bath were built to meet the needs of relaxation and well-being, and the agricultural production was converted into organic. In 2014, the restaurant was opened to allow guests to discover the flavors of the Tuscan tradition.

La Mormoraia offers various activities to its guests, such as hiking around its vineyards, forests, and lake. Guests can also explore the Tuscan hills using one of their Electric Mountain bikes. The farm offers massages in its wellness area and cooking classes with chefs. Guests can also taste their wines and extra virgin olive oil served with typical local products.

In conclusion, La Mormoraia is a unique and special place where guests can immerse themselves in the charm and traditions of Tuscany, enjoying a relaxing and authentic experience.

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San Gimignano food and wine pairing

San Gimignano is a picturesque medieval town renowned for its beautiful architecture and captivating history. However, the town’s beauty is not just limited to its landscape; it is also celebrated for its gastronomic delights and the local wines that perfectly complement the region’s flavors.

San Gimignano’s cuisine is rooted in the Tuscan tradition, with its simplicity and emphasis on using fresh and locally-sourced ingredients. The town’s culinary specialties are characterized by their strong flavors, reflecting the agricultural and pastoral heritage of the region.

Uncover Truffle Hunting Experience with Wine and Lunch in Tuscany.

Regarding food and wine pairing, San Gimignano is a paradise for any foodie or wine enthusiast. For instance, the Vernaccia di San Gimignano is the region’s pride, renowned for its crisp acidity and delicate floral notes. This wine pairs perfectly with the local dish Pappa al Pomodoro, a tomato and bread soup with a hint of garlic and basil. The acidity of the wine cuts through the sweetness of the tomato, while the floral notes balance the dish’s earthy flavors.

Panzanella, a bread and tomato salad, is another classic Tuscan dish that pairs well with San Gimignano’s wines. The dish’s tangy flavors perfectly match the town’s red wines. The wine’s acidity and tannins help balance the salad’s oil and vinegar dressing, while the fruity notes bring out the sweetness of the tomatoes and the bread.

Join The Private San Gimignano Walking Tour .

Lastly, the famous Florentine steak is a must-try dish when in Tuscany. The dish’s juicy and flavorful meat pairs best with San Gimignano’s bold and robust red wines, such as Brunello di Montalcino or Vino Nobile di Montepulciano . These wines are known for their full-bodied and complex flavors, complementing the steak’s intense taste and richness.

In conclusion, San Gimignano’s food and wine pairing is a journey worth embarking on for anyone who appreciates good food and wine. The town’s local cuisine perfectly reflects its rich history and agricultural heritage, while its wines are a testament to the region’s winemaking traditions. With every sip and bite, you can experience the true essence of Tuscany’s culinary delights.

When to visit San Gimignano  

San Gimignano attracts visitors worldwide due to its rich history, stunning architecture, and beautiful landscape. The town has a unique charm that can be enjoyed throughout the year, but the best months for a visit are April to July and September to December when the weather is ideal.

San Gimignano’s weather can be described as mild and pleasant, with relatively low humidity and little precipitation. However, temperatures can feel cold for about half the year, with the warmest months being June to August. This makes it an excellent time for sunbathing, swimming, and enjoying the outdoors.

Experience Wine and Food Tasting On An Organic Family Farm.

Spring and autumn offer excellent weather for exploring the city. During these seasons, the temperature is pleasant and comfortable, and visitors can enjoy the town’s sights without worrying about heat exhaustion or chilly weather. In contrast, winter in San Gimignano can be quite cold, and the town can be covered in snow during this period, creating a picturesque winter wonderland. On the other hand, summer in San Gimignano is warm. Visitors can expect long, sunny days and warm evenings during this period, making it an excellent time to explore the town’s sights and enjoy outdoor activities.

The off-season in San Gimignano starts in October and lasts until February, during which the tourist rush is less, and hotels offer low fares. This makes it an ideal time for visitors who want to avoid crowds and leisurely explore the town’s beauty.

Uncover Unforgettable Lunch in the Vine Rows in Tuscany.

Visitors can explore the estates of San Gimignano’s wineries, where they can sample some of the region’s finest wines and learn about the wine-making process. They can also explore the local cuisine, which perfectly complements the rich and complex flavors of the wines.

The experience of visiting San Gimignano’s wineries is truly unique. It brings together art, culture, history, and gastronomy in an enriching and enjoyable way. The wineries’ welcoming and knowledgeable staff ensures visitors leave with a deeper appreciation and understanding of the region’s wine-making tradition!

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Amanda Merini

Greetings, wine & travel enthusiasts! Allow me to introduce myself. I am a lover of life's finer things - an avid appreciator of the intricacies and subtleties of wine, a curious explorer of exotic cuisines, and an adventurer at heart. As a natural storyteller, I take pleasure in sharing the knowledge and experiences gained from my travels around the world. So, sit back, relax, and let my words take you on a journey to exciting new destinations!

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Tuscany: Chianti & San Gimignano Wine Tour From Florence

Tuscany’s Chianti region and the enchanting town of San Gimignano offer a captivating blend of history, scenic beauty, and world-renowned wines. This small-group tour from Florence promises an immersive experience, guiding visitors through the area’s charming landscapes and inviting them to savor the rich flavors that have made this corner of Italy a premier destination. With expert commentary, exclusive wine tastings , and a traditional Tuscan lunch , the tour provides an opportunity to delve deeper into the cultural tapestry that has made Chianti and San Gimignano beloved by travelers from around the globe. What secrets and delights await those who embark on this enveloping journey?

• Small-group Tuscan wine tour from Florence, including visits to two wineries in the Chianti region and a self-guided tour of the historic town of San Gimignano.
• Opportunity to taste Chianti red wine and Vernaccia di San Gimignano white wine, accompanied by a 2-hour lunch featuring regional cuisine in the Chianti Hills.
• Convenient transportation by minivan with hotel pick-up and drop-off, as well as an expert guide to provide insights and enhance the tour experience.
• Suitable for adults aged 99 and younger, with a maximum group size of 8 participants for an intimate and personalized exploration of the Tuscan wine region.
• Highly rated by previous participants, praised for its value, safety, service, and organization, offering an unforgettable experience in the picturesque Tuscan countryside.

More tours and experiences nearby.

• Tuscany Day Trip From Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
• Cinque Terre Day Trip From Florence With Optional Hiking
• The Best Tour in Florence: Renaissance & Medici Tales – Guided by a STORYTELLER
• The Best Tour in Florence: Renaissance and Medici Tales

Tour Overview and Pricing

The Tuscany: Chianti & San Gimignano Wine Tour from Florence offers a comprehensive wine tasting experience in the picturesque Tuscan countryside.

Priced from $279.85 per person, this small-group tour lasts 7 hours and is limited to just 8 participants. Travelers can cancel up to 24 hours in advance for a full refund, and they don’t have to pay anything upfront.

The tour includes wine tastings , lunch in the Chianti Hills, transportation by minivan, and a knowledgeable guide.

It’s not suitable for wheelchair users, those with mobility issues, or pregnant women.

Based on 2 reviews, the tour earns a perfect 5/5 rating for value, safety, service, and organization.

Itinerary and Experience

Beginning the 7-hour tour, travelers depart from Piazza dei Cavalleggeri, 1 in Florence and embark on their journey.

The first stop is in San Gimignano , where participants enjoy a 45-minute self-guided tour of the historic town.

Next, the group visits two Tuscan wineries, spending one hour at each location for wine tasting .

Afterward, they indulge in a 2-hour lunch in the Chianti Hills , savoring the regional cuisine.

The tour concludes with an additional hour of wine tasting in the Chianti region before the return van travel to Florence.

Inclusions and Transportation

As the tour includes a range of services, participants can expect their experience to be comprehensive. The package includes wine tasting fees, a delicious lunch in the Chianti Hills, an expert tour guide, and round-trip transportation by minivan. Plus, hotel pick-up and drop-off, as well as tips, are all covered, ensuring a seamless and carefree day.

The meeting point for the tour is conveniently located at Piazza Cavalleggeri in Florence, in front of the staircase of the Biblioteca Nazionale. This comprehensive offering, combined with the small group size, allows for a personalized and immersive exploration of the Tuscan wine region.

Participant Information

Participants for this Tuscany wine tour must meet certain criteria. The tour isn’t suitable for wheelchair users, people with mobility impairments, or pregnant women. The tour is open to adults aged 99 and younger.

Participants can expect:

• A small group size, limited to 8 people, ensuring a more intimate and personalized experience .
• Convenient hotel pick-up and drop-off, making transportation seamless.
• A knowledgeable tour guide to provide insights and enhance the overall enjoyment of the tour.

With these participant requirements in mind, travelers can look forward to an unforgettable journey through the picturesque Tuscan hills and vineyards.

Customer Reviews and Ratings

The Tuscany wine tour boasts an impressive overall rating of 5/5 based on 2 reviews. Reviewers praised the excellent value for money, safety, service, and organization of the tour. As one reviewer, Nicholas, noted, the tour offered "beautiful scenery and knowledgeable staff." Another reviewer, Teresa, described it as an "unforgettable experience thanks to an excellent guide, Matteo."

These positive reviews highlight the high-quality experience this Tuscany wine tour provides.

Explore San Gimignano’s Historic Charm

Visitors to the tour can look forward to exploring the historic charm of San Gimignano, a medieval town renowned for its striking skyline of soaring towers.

This UNESCO World Heritage site offers a glimpse into the past, with its well-preserved architecture , charming piazzas, and quaint shops.

Guests will have the opportunity to:

• Wander through the town’s narrow, winding streets, lined with medieval buildings and towering stone structures.
• Marvel at the iconic 14th-century towers , some of which stand over 50 meters tall, offering panoramic views of the surrounding Tuscan countryside.
• Discover the town’s rich history , including its role as an important stop along the ancient Via Francigena pilgrimage route.

Savor Chianti’s Renowned Wines

After exploring the historic charm of San Gimignano, you will savor the renowned wines of Chianti. The tour visits two wineries in the Tuscan hills, where guests will have the opportunity to taste Chianti red wine and Vernaccia di San Gimignano white wine. During the wine tastings, participants can learn about the winemaking process and the unique terroir of the region.

The Chianti wine tasting is followed by a leisurely lunch in the Chianti Hills, allowing participants to fully enjoy the Tuscan gastronomic experience.

Lunch in the Tuscan Hills

During the tour, participants enjoy a leisurely lunch in the picturesque Chianti Hills . The meal is served at a traditional Tuscan farmhouse , nestled amidst vineyards and olive groves.

The lunch features:

• A selection of regional specialties , including hand-crafted pasta, locally sourced meats, and fresh seasonal produce.
• Complementary Chianti wines , allowing guests to savor the flavors that have made this region renowned.
• A tranquil atmosphere, providing an opportunity to soak in the stunning Tuscan landscape and connect with the local culture.

This lunch break offers a delightful respite, recharging participants before continuing their exploration of the Chianti and San Gimignano wine country.

Here's a few more nearby tours and experiences we think you'll like.

• Florence Pizza or Pasta Class With Gelato Making at a Tuscan Farm
• Small-Group Wine Tasting Experience in the Tuscan Countryside
• Cooking Class and Lunch at a Tuscan Farmhouse With Local Market Tour From Florence
• Chianti Safari: Tuscan Villas With Vineyards, Cheese, Wine & Lunch From Florence
• Florence Vespa Tour: Tuscan Hills and Italian Cuisine
• Uffizi Gallery Small Group Tour With Guide

Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Tour?

The tour does not allow participants to bring their own food and drinks. All meals and beverages are provided as part of the tour package, which includes a winery lunch and wine tastings.

Are There Any Dietary Restrictions for the Included Lunch?

The tour’s included lunch accommodates various dietary restrictions. Travelers with vegetarian, vegan, or gluten-free requirements can be catered for by notifying the operator in advance. There are options to suit most dietary needs for the provided Tuscan-style meal.

What Is the Dress Code for the Wine Tastings?

The tour’s wine tastings have a casual dress code. Participants can wear comfortable, weather-appropriate clothing, as the focus is on enjoying the wines rather than adhering to a specific dress code. Formal attire is not required.

How Much Walking Is Involved During the Tour?

There is moderate walking involved in the tour, with about 45 minutes set aside for a self-guided tour of San Gimignano. The rest of the itinerary involves van travel and seated activities like wine tastings and lunch.

Is There an Option to Extend the Tour or Add Additional Activities?

The tour does not appear to offer an option to extend or add additional activities. The itinerary and duration are fixed at 7 hours. Guests should plan accordingly, as there’s no flexibility to customize the experience.

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This Chianti and San Gimignano wine tour from Florence offers a delightful glimpse into the enchanting beauty of Tuscany. With a self-guided exploration of the historic San Gimignano, exquisite wine tastings , and a traditional Tuscan lunch , it promises an unforgettable culinary adventure. The small-group setting and expert guidance ensure a personalized and memorable experience in the heart of Italy’s renowned wine region.

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• Tuscany Day Tour - Siena, San Gimignano, Chianti

Tuscany in a Day: Siena, San Gimignano and Chianti with Wine Tasting

See the top sights in Tuscany in a day!

Most everyone has limited days to visit Italy and there is so much to see in that short time! If your time in Tuscany is also limited, but you still want to get a chance to see the highlights of the region , I suggest you make Florence your base and then take day trips to the top sights in Tuscany, such as Siena , San Gimignano , Chianti and Pisa .

Depending on the time you have in Florence, you can organize these day trips on your own, with bus or train or by renting a car: check out our tips for day trips from Florence .

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If you do not want to plan the details of moving around on your own, but still want to see the top sights, I suggest joining a guided tour ! To better know what I am recommending, I like to try these tours myself and today I'm sharing with you my experience of a full day "Tuscany in a day" tour that takes you to Siena , San Gimignano and Chianti , with a stop at a winery for wine tastings as well. I'm going to share the general idea of what we did, what I liked about the tour, who I think it is perfect for and who might be happier choosing a different option, all so that you choose the right tour for you.

Tuscany in a day: what and where

This is one of the most popular tours from Florence, which includes a winery tour with tastings in Chianti , San Gimignano and Siena . This tour in particular also adds in a visit to the museum and church for a Contrada in Siena . Getting to know Siena means understanding how important the Palio horse race is for the city . The Palio and the way of life in each Contrada is an essential part of Siena's history which continues into today's modern life so getting to see inside a contrada museum and church is actually a unique experience . Other day tours will switch out the wine tasting to include Pisa instead and will not include the Contrada visit, so that's another option to consider. This tour is a full day trip from Florence - a full 11 hours out - that also offers some info on Florence as you leave and re-enter the city and of the Chianti region as you drive through it.

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At a Glance

• lasts about 11 hours and runs every day
• includes winery visit and tastings of wine, cold cuts, olive oil and balsamic vinegar
• extra option to include visit to Duomo in Siena
• large group of around 50 people max
• no need to drive anywhere!
• multilingual guide on the bus, group divided by language into smaller groups in Siena for guided tour of Contrada and Duomo

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This tour starts in Piazzale Montelungo , which is along the back of the SMN train station right by the back of the Fortezza da Basso. Here's a waypoint on Google Maps to help you place it.

Guided tours, especially one this popular, has a pretty strict schedule but one of the positive things about it is that you do not have to worry about driving (or renting or parking, for that matter!). This is particularly important when you want to visit wineries and taste wines , as you do not want to drink and drive .

I also think you get great value for the stops you make. Consider also that the visit to the Contrada museum and church in Siena is also a special opportunity that most will never get a chance to experience, so I highly recommend you consider this tour over others for that reason alone. The guided tour in Siena ends at the Duomo , whether you go inside and continue the tour is an extra option which I also absolutely say you should add on for just 5 euros more! You'll get a chance to see the mosaic pavement as well as the gorgeous frescoes in the Piccolomini Library .

This is a quick run-through of what we did:

• first stop San Gimignano: we had about an hour so we had time to walk into the center of town to Piazza del Duomo and Piazza della Cisterna and snap lots of pics. We also stopped for a cappuccino and bathroom break so there is time to instead get a gelato if you feel so included ;-).
• on to Siena: we walked together to Piazza del Campo and then had about an hour free time in which to grab lunch, wander a bit around and meet back to start the guided tour. The guide then took us to the Contrada of the Eagle before heading to the Duomo (a visit inside with the guide is an extra option). The guide left us before we had to meet back with the full group in Piazza del Duomo so we got a chance to wander around on our inside too. Overall, we spent about 3.5 hours in Siena.

• Monteriggioni: this is the stop in Chianti and for us it was unfortunately quick - we got caught in a thunderstorm that made us return to the bus earlier than planned. We did get a chance to walk around while eating a gelato!
• Winery visit and tastings: this was a great stop, we got to learn interesting info on the wines the winery makes, it's history, the production process and enjoy the wines. We tasted 3 wines, 2 olive oils - one with truffles - and a balsamic vinegar made by the same estate in Modena. A stop by their wine shop at the end was just obligatory ;-).

It was a long day but well balanced. Let me tell you more about the specific points I enjoyed.

What I particularly liked about this tour

Tour of the contrada in siena and interesting info on Palio: I particularly liked the time we spent in Siena, with the tour of the museum and chapel of the Contrada of the Eagle. It was interesting to see the many "palios" that the Contrada has won (getting to learn what Palio is/means is part of the tour ;-)), learn about the Palio race itself and what it represents to the city.

Tour of the Siena Duomo to see pavement and Piccolomini Library: as part of the time in Siena, the time going inside the Duomo with the tour guide was a definite bonus! The guide pointed out some of the most interesting ones and the stories they portrayed, as well as the artists and the time it took for them to be made. I think going inside the Duomo in Siena is a must for everyone who visits the city, so the fact that this tour included it will always be a positive reason for me to recommend this tour. The visit inside is an extra option, I suggest you add it on for sure!

This tour is perfect for...

I would recommend this tour to anyone:

• with limited time in Tuscany : in a day see some of the top sights
• who doesn' t want to drive and still see top sights
• looking for good value : 4 stops, including wine and tastings in price of the tour

Perfect for you? Book now »

Wine tasting and winery tour: Every single winery I have visited in Tuscany offers a new insight into the wine making process, the history of the business which is almost always tied to a family and getting a chance to taste them makes it possible to learn the differences in tastes and quality. I find it really refreshing to also see the passion in which the wine and other products, in this case it was olive oil and balsamic vinegar, are produced and sold. We visited the Poggio ai Laghi winery, a modern and recently built vineyard not far from Monteriggioni, and found it interesting to hear how the family focuses on small but high quality production.

Well organized, with the timings just right to see enough: While I won't lie and say that you get to see all of the top sights in Siena or San Gimignano, I think the amount of time in each place was enough considering the scope of the tour. In the time you have, you get a chance to visit and see some of each place, important when you want to see a bit of Tuscany when time is limited. I hope that anyone that enjoys what they see will get a chance to return to Italy and spend more time in the places they saw so consider this tour a sort of preview into what else you will find in Tuscany if you can return. We would have liked the time in Monteriggioni to be more relaxed but you cannot influence the weather! ;-)

Multilingual guide on the bus: the guide that accompanies you on the bus gets the chance to explain where you're going before you get there, so you don't waste time once you're at each stop! Definite plus, although depending on the languages that need to be covered you might zone out some interesting pieces of info.

Ready to book your Tuscany in a day tour? Book your tour now »

There are just a few things that I generally don't enjoy from these guided tours, and in this case, I have to point them out: the group can be big since the bus is a 50 seat bus. In the busy season, I would expect the bus to always be full as it was when we did the tour (mid-May). I generally enjoy smaller groups, getting a chance to ask questions of the guide and have a more intimate feel to the group. This preference is obviously personal so it might not be a negative for many.

The only other thing I have to say I would have liked to be different was the amount of "free" time in Siena . The amount in San Gimignano was enough to see the two main piazzas and wander through town as it is small, but in Siena we were supposed to grab lunch too in the time we had before starting our guided tour. The best solution, of course, is to grab a quick lunch by eating pizza by the slice (which is what we did, trying out La Piccola Ciaccina and found it delicious!) so that we would have a bit more time to wander around. Once you meet up with the guide, you do a specific tour starting in Piazza del Campo before continuing to the Contrada and then on to Piazza del Duomo. At that point, you either go in to the Duomo or not and I suggest you do. After that, you meet up to head back to the bus. While you see the two main piazzas and sights in Siena, with half an hour more of "free" time, whether you use it for exploring or for eating at a slower pace, the pace would have been more balanced.

Who should choose another option

If you love guided tours but appreciate small groups, I suggest you look into another option such as one of these private tours:

• Private tour of Siena and San Gimignano
• Chianti and San Gimignano
• Siena and San Gimignano - this one or this one

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• Tuscany Tours
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Top ten budget accommodations in chianti, bike florence & tuscany, top summer tours, cinque terre day tour, tuscany wine & drive, duomo terrace tour, book your tuscany in a day guided tour.

The guided tour runs every day and runs about 11 hours , from 8:00am to 7:00pm.

It includes transportation to San Gimignano , Monteriggioni , Siena and a winery for lunch and tastings with an accompanying multilingual guide on the bus. It also includes a guided tour in Siena from Piazza del Campo to Piazza del Duomo. The guide also accompanies those that buy the extra add-on to go inside the Duomo (highly recommended!)

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Author: Lourdes Flores

I'm from California but have called Florence my home for over a decade. I love to explore Italy; it is a lot of fun to try to see everything like I'm seeing it for the first time, keeping you, our readers, always in mind. I enjoy sharing what I know and helping others as they make their travel plans for Tuscany through our Forum . If you have itinerary-related questions, please post them there!

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