The medieval town of San Gimignano serves up Italy’s best combination of wine, walking, and food tours. The standout experiences include family winery visits where you’ll learn wine-making secrets and taste the famous Vernaccia white wine. I especially love the morning walking tours – they dodge the crowds and give you the real scoop on those medieval towers. For a fun splurge, zip through Tuscan hills on a Vespa or e-bike tour, stopping at vineyards along the way. The cooking classes held in historic family homes are another winner, teaching you the art of authentic pasta making. Let’s check out our carefully selected top tours that showcase the best of San Gimignano.
Good To Know
- Immersive Tuscan wine tours featuring family-owned wineries, guided vineyard walks, and tastings of vernaccia di San Gimignano and other local varietals.
- Personalized walking tours highlighting the historic landmarks, architecture, and culture of the UNESCO World Heritage site of San Gimignano.
- Unique experiences like Vespa tours, vintage Fiat 500 excursions, and electric bike adventures showcasing the scenic Tuscan countryside.
- Culinary experiences, such as family farm tours and Chianti and castles tours, offering tastings of organic wines, olive oils, and local cuisine.
- Flexible and customizable tour options, including small-group experiences and private tours, catering to various interests and fitness levels.
Tuscan Wine Tour in San Gimignano: Tastings and Lunch
One popular tour in San Gimignano is the Tuscan Wine Tour, which offers visitors a chance to explore a family-owned winery and indulge in the region’s renowned wines.
Located in the picturesque town of San Gimignano, the tour takes guests to Tenuta Torciano, a winery owned by the Giachi family. The focus is on the vernaccia grape, which produces San Gimignano’s famous wine.
The experience includes a guided walk through the winery’s unique spiral vineyard, followed by a wine tasting featuring local vernaccia di San Gimignano and other varietals from Chianti and Montepulciano.
Travelers will also enjoy a traditional Tuscan lunch, which includes a selection of cold cuts, cheese, and bruschetta.
With an overall rating of 4.7 out of 5 based on 46 reviews, the Tuscan Wine Tour is a must-do activity for those seeking an immersive and delicious experience in the heart of Tuscany.
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Gourmet Wine Tour San Gimignano Wine Tasting – San Quirico Winery
What makes the Gourmet Wine Tour at San Quirico Winery just a few miles from San Gimignano such a sought-after experience? For starters, the private, tutored wine tasting allows visitors to explore the winery’s wine cellar, learn winemaking techniques, and sample four exceptional Tuscan wines paired with bruschetta, salami, and cheese.
The winery’s 12-hectare estate includes vineyards for the renowned Vernaccia di San Gimignano white grape and Chianti Colli Senesi and San Gimignano DOC red blends. Guests can savor the winery’s flagship wines, including the oak-aged Vernaccia Riserva and the Chianti Colli Senesi, plus specialty offerings like the Vinsanto dessert wine.
Beyond the wines, the tour provides a chance to sample the winery’s high-quality organic extra virgin olive oil. With a rating of 4.8 based on 26 reviews, the Gourmet Wine Tour delivers an intimate and educational experience that showcases the finest of Tuscan winemaking and cuisine.
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San Gimignano Family Farm Tour With Wine and Olive Oil Tasting
Although San Gimignano is renowned for its medieval towers and historic charm, the nearby San Gimignano Family Farm Tour With Wine and Olive Oil Tasting offers visitors a chance to enjoy the region’s agricultural heritage.
This private experience receives high praise, with 93% of travelers recommending it and an impressive 4.7-star average rating from 15 reviews.
Guests embark on a guided tour of the farm’s vineyards and olive groves, led by a knowledgeable family member. The tasting experience showcases the farm’s organic wines, award-winning olive oil, and Tuscan pecorino cheeses, complemented by bruschetta.
The menu features a starter of bread with extra virgin olive oil, a main course of cheeses and bruschetta, and a dessert of cantucci and Vinsanto.
Accessible by car, bus, or train, this private tour allows guests to savor the flavors of San Gimignano at their own pace.
With wheelchair and stroller accessibility, as well as free cancellation up to 24 hours in advance, the experience offers both convenience and flexibility.
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San Gimignano Organic Vineyard Private Tour With Tuscan Meal
Nestled in the picturesque Tuscan countryside, the San Gimignano Organic Vineyard Private Tour With Tuscan Meal offers visitors an immersive glimpse into the region’s rich agricultural heritage.
This highly-rated experience includes a vineyard tour, a light lunch featuring local specialties, and tastings of Tuscan wines and extra virgin olive oils produced on-site.
Guests will be picked up from their hotel and transported to the private estate, where they’ll enjoy a guided tour of the vineyards and learn about the winemaking process.
The light lunch showcases the flavors of the region, with bruschetta, pasta, and pecorino cheese. Participants can then sample the estate’s wines and extra virgin olive oils, gaining insight into the nuances and unique characteristics of these Tuscan delights.
With a 4.9-star rating from 34 reviews, this tour is praised for its exceptional service, high-quality food and beverages, and breathtaking views.
Wheelchair accessibility, stroller access, and accommodations for dietary restrictions make this experience inclusive and enjoyable for all.
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Private Tour: San Gimignano Walking Tour
Exploring the medieval gem of San Gimignano becomes an enriching experience through the Private Tour: San Gimignano Walking Tour. This 100% recommended walking tour takes visitors on a journey through the UNESCO World Heritage site, led by knowledgeable local guides.
With a flat rate for up to 15 people, the tour can be customized to suit the group’s interests and abilities. Guests will meet the guide at the Porta San Giovanni, the main entrance to San Gimignano, and embark on a stroll along the Francigena pilgrimage road.
The tour highlights historic landmarks, including a 12th-century pilgrim shelter, the Romanesque cathedral, and the iconic Torre Grossa. Visitors can opt to explore the Gothic frescoes inside the cathedral or climb the tower, for an additional fee.
The tour concludes in central San Gimignano, where guests receive recommendations for local dining and further exploration. With gratuities included and transportation to/from attractions not specified, this private walking tour provides a comprehensive and convenient way to discover the enchanting medieval town.
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Private Tour in San Gimignano
The Private Tour in San Gimignano offers visitors a comprehensive exploration of this medieval gem. With a 100% recommendation rate from 32 travelers, this 2-hour private walking tour provides an in-depth look at the historic center, a UNESCO World Heritage Site.
Guests will visit the iconic Town Hall, Cathedral, and the big tower, learning about the town’s Etruscan history and stunning architecture. The tour includes admission to the Civic Museum, Tower, and Cathedral, ensuring a well-rounded experience.
Travelers can also indulge in optional wine and ice cream tastings, as well as discover the local products. Accessible to wheelchair users and those with strollers, the tour requires a moderate fitness level, with comfortable shoes recommended.
With hotel pick-up and drop-off available, this private tour is a seamless way to take in the enchanting world of San Gimignano.
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Chianti and Castle Small Group Tour From San Gimignano
Travelers seeking to enjoy the enchanting Chianti wine region can embark on the Chianti and Castle Small Group Tour From San Gimignano.
This full-day, small-group experience offers a personalized exploration of two renowned Chianti wineries, with opportunities to sample a total of seven wines paired with local delicacies.
The tour begins with a stop in Castellina In Chianti for an initial wine tasting and snack sampling. Visitors then head to Fattoria Lornano, where they can enjoy additional wine sampling and an olive oil tasting.
Along the way, the group will also visit the charming towns of Monteriggioni and Cappellina in Chianti.
Comfortable transportation in an air-conditioned minivan or minibus is provided, with pickup available for an additional fee for locations more than 10 km from San Gimignano.
Though the tour has received generally positive reviews, guests should be aware of potential scheduling issues and inaccuracies in the tour descriptions.
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San Gimignano Vespa Tour – 1 Vespa for 2 People
Those seeking an exhilarating way to discover the scenic hill towns surrounding San Gimignano can embark on the San Gimignano Vespa Tour – 1 Vespa for 2 People. This 5-star rated tour allows visitors to explore the Tuscan countryside on the iconic Vespa scooter.
Led by a knowledgeable guide, you will navigate along quiet, scenic roads for a safe and memorable experience.
The tour highlights include free time to stroll through the medieval village of Monteriggioni and a celebratory aperitivo featuring the renowned Vernaccia di San Gimignano wine.
The tour package includes Vespa rental, helmets, a local guide, and all necessary fees and taxes. It’s not recommended for those with back problems or pregnant travelers, and infant seats are available.
According to reviews, the Vespa tour is an incredibly fun way to see the breathtaking views of the region, with the guide receiving praise for their friendliness and expertise.
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Private Walking Tour in San Gimignano With a Local Licensed Guide
For those seeking a more intimate and informative way to explore the historic town of San Gimignano, the Private Walking Tour in San Gimignano With a Local Licensed Guide offers a personalized experience.
Ideal for first-time visitors, this tour covers the highlights of the town in just a couple of hours. Led by a local, English or Italian-speaking licensed guide, the tour takes visitors to key sights such as the iconic Bell Tower, the Church of Sant’Agostino, the Duomo, and the picturesque Cisterna squares.
The tour also includes admission tickets to the Collegiata, ensuring a comprehensive experience. Travelers can expect a tailored itinerary based on their preferences and schedule, making the most of their time in San Gimignano.
With a 100% recommendation rate and an average 5.0-star rating, this tour is praised for its engaging guide, informative insights, and ability to accommodate varying needs.
Accessible by wheelchair and stroller, the tour is conveniently located near public transportation, offering a hassle-free way to explore the town.
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Livorno Port to Siena, San Gimignano and Monteriggioni Tour
Though departing directly from the Port of Livorno, this 9-hour excursion to the historic Tuscan towns of Siena, San Gimignano, and Monteriggioni offers travelers a chance to enjoy the region’s natural beauty and cultural heritage.
With a private Mercedes van and English-speaking driver, the tour provides seamless transportation and commentary. Guests will marvel at the charming medieval towns, olive groves, vineyards, and umbrella trees that dot the idyllic countryside.
In Siena, they’ll explore the iconic Piazza del Campo, while San Gimignano’s towering medieval skyscrapers provide a unique skyline. The tour also includes a stop in the walled village of Monteriggioni.
Throughout the day, a delicious included lunch allows travelers to savor the flavors of Tuscany. With convenient port pickup, comprehensive inclusions, and positive reviews, this tour is an excellent way to discover the best of the region from Livorno.
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San Gimignano: Original & Fun Wine Tour in Chianti by TukTuk
Seeking a more intimate and engaging way to explore the postcard-perfect Tuscan countryside around San Gimignano? Consider the Original Tuscany wine tour by TukTuk.
This three-wheeled tuk-tuk adventure takes you on a panoramic journey through the Chianti hills, past vineyards, cypress forests, and rural houses.
The tour departs from Poggibonsi, offering hassle-free round-trip transportation. Along the way, you’ll visit a local winery for tastings of wine and olive oil, accompanied by an English-speaking guide.
Savor an authentic Tuscan lunch during the experience. With a total of 8 reviews and an impressive 4.8 overall rating, this private tour provides a unique opportunity to learn about the region’s picturesque landscapes and rich culinary heritage.
The classic Ape Calessino tuk-tuk, which accommodates two people plus the driver, adds a delightful touch of Italian charm to the experience.
Priced from €200 per person, the tour offers excellent value and flexibility, with free cancellation up to 24 hours in advance.
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Chianti E-Bike Tour From Florence With Wine Tasting
Embark on an exhilarating e-bike adventure through the picturesque Chianti region, departing from Florence.
This 5-star rated Chianti e-bike tour offers a unique way to explore the scenic hills and vineyards of San Gimignano. Equipped with top-notch bicycles and helmets, you’ll ride through the stunning countryside, taking in the medieval architecture and rolling landscapes.
The tour includes a delectable Tuscan lunch of cold-cuts, cheese, bruschetta, and seasonal soup or pasta, paired with bottled water and gratuities.
After your ride, enjoy an enlightening wine tasting in the charming town. With private transportation and a maximum group size that ensures an intimate experience, this tour provides an unforgettable way to learn about the flavors and beauty of the Chianti region.
Whether you’re a cycling enthusiast or simply seeking a memorable adventure, this e-bike tour isn’t to be missed.
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Chianti 4×4 Winery Tour and Lunch – San Gimignano
For travelers seeking a unique and immersive experience in the heart of the Chianti region, the Chianti 4×4 Winery Tour and Lunch in San Gimignano is an exceptional choice.
This family-run winery tour offers a comprehensive exploration of the Tuscan landscape, from driving through vineyards and olive groves to enjoying a scenic aperitivo overlooking the historic town of San Gimignano.
The highlight of the tour is the wine tasting and lunch at the winery’s cellar, where visitors can savor a menu of Tuscan specialties, including truffle lasagna, roasted meat with vegetables, and cantuccini biscuits.
The tour includes a 4×4 Jeep ride through the vineyards, olive groves, and truffle woods, providing a unique perspective of the Chianti hills.
With a minimum of 2 people per booking and a maximum of 8 travelers, this tour offers a personalized and intimate experience.
The tour isn’t wheelchair accessible, but infant seats are available, making it a suitable option for families.
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Wine Tour With Lunch and Wine Tasting
Nestled in the rolling hills of the Tuscan countryside, this wine tour with lunch and wine tasting at a family-run winery near San Gimignano offers an immersive experience for oenophiles and foodies alike.
Recommended by 98% of travelers, the tour accommodates a maximum of 16 guests and includes a visit to the winery’s grape fields and wine cellar, where guests will learn about the history, grape varietals, and production processes behind the Vernaccia di San Gimignano.
The tasting features three estate-made wines, accompanied by a delicious Tuscan lunch of local products like charcuterie, Pappa al pomodoro, and cake. Vegetarian and vegan options are available upon request.
Guests will also sample the winery’s extra virgin olive oil. With its scenic views, welcoming atmosphere, and knowledgeable staff, this tour provides an excellent value and an unforgettable glimpse into Tuscan wine and food culture.
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San Gimignano Wine Tour and Tuscan Lunch for Small Group
Enjoy the rolling hills of Tuscany on this San Gimignano Wine Tour and Tuscan Lunch for Small Group. This highly-rated 4.8/5 experience offers an intimate look at the local wine and cuisine in the charming town of San Gimignano.
You’ll begin with a tasting of the region’s renowned wines accompanied by a selection of Tuscan appetizers, including creamy Pecorino cheeses, flavorful Tuscan salami, and freshly grilled bruschetta. Savor the robust flavors as you sip on the area’s finest vintages and learn about the winemaking process.
For lunch, you’ll indulge in more regional specialties, such as the iconic cantuccini biscuits served with a sweet dessert wine.
Throughout the tour, you’ll enjoy private transportation and the undivided attention of your small group, with a maximum of 300 travelers. Whether you’re a wine connoisseur or simply seeking an authentic Tuscan experience, this tour promises to delight your senses and leave you with lasting memories.
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Private Vintage Fiat 500 Tour From San Gimignano
This Private Vintage Fiat 500 Tour From San Gimignano takes visitors on a delightful journey through the picturesque Chianti region.
Priced from $425.99 per person, the tour offers a private experience in a classic Fiat 500, allowing travelers to explore the scenic landscapes at their own pace.
Led by a professional guide, the tour includes a wine-tasting and a Tuscan lunch, catering to various dietary needs.
Participants will meet at Porta San Giovanni in San Gimignano, with the option for pickup at selected points.
The tour is suitable for most travelers, but it’s not wheelchair accessible, and a valid driver’s license is mandatory.
Guests can enjoy a flexible cancellation policy, with free cancellation up to 24 hours before the experience starts.
The tour ends back at the meeting point, providing a seamless and enjoyable exploration of the charming Chianti region.
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Electric Bike Experience Around Colle Di Val D’Elsa- Private Tour
Travelers seeking a unique and exhilarating way to explore the picturesque Tuscan countryside can embark on the Electric Bike Experience Around Colle Di Val D’Elsa- Private Tour.
This private tour offers an afternoon of cycling through the charming towns of Colle di Val d’Elsa and Florence, powered by electric bikes. The tour begins and ends at Piazza Arnolfo di Cambio in Colle di Val d’Elsa, allowing participants to discover local landmarks like the Santa Croce Church, Piazza Duomo, and the San Lorenzo Market.
Along the way, the tour also takes riders to the banks of the River Arno, Piazzale Michelangelo for panoramic views, and the historic Oltarno and Tournaboni districts.
The included amenities, such as electric bike and helmet rental, bottled water, snacks, and a professional guide, ensure a personalized and hassle-free experience.
With a flexible schedule and a group size ranging from 2 to 10 participants, this tour caters to travelers of various fitness levels and preferences.
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Siena and San Gimignano Private Shore Excursion By Car
For those seeking an immersive exploration of Tuscany’s historic gems, the Siena and San Gimignano Private Shore Excursion By Car offers a comprehensive and personalized experience.
Departing from Livorno at 7:30 AM, this private tour ensures an intimate and efficient journey to the medieval cities of Siena and San Gimignano. Travelers will be chauffeured in a comfortable, air-conditioned Mercedes Benz vehicle and accompanied by an English-speaking professional driver.
The tour includes entry tickets to the sites, a guided walking tour, and a lunch, providing a well-rounded cultural experience. With pickup available at the pier next to the ship, the tour caters to the convenience of cruise passengers.
While not wheelchair accessible, the tour is stroller-friendly and accommodates infants. Priced at $1,276.93 per group (up to 3 people), the tour offers a free cancellation policy and a reserve now, pay later option, ensuring a seamless booking process.
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Chianti and Castles Tour From San Gimignano Small Group
Departing from the historic town of San Gimignano, the Chianti and Castles Tour takes small groups on a captivating exploration of the renowned Chianti wine region and its charming castles.
Traveling by air-conditioned minivan, participants visit two wineries in the Chianti area, where they indulge in wine, oil, and balsamic vinegar tastings. A delectable lunch is included, allowing travelers to savor the local cuisine.
The tour also provides the opportunity to experience the region’s impressive castles and villages, offering a glimpse into the area’s rich history and cultural heritage.
With a maximum group size of 8 travelers, the tour ensures an intimate and personalized experience. Priced at $88.97 per person, the Chianti and Castles Tour provides excellent value, and cancellation is free up to 24 hours before the experience.
This tour is a must-do for anyone seeking to enjoy the picturesque landscapes and delectable flavors of Tuscany.
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The Sum Up
San Gimignano offers a diverse range of tours that cater to various interests. From wine tastings and gourmet experiences to private walking tours and vintage Fiat 500 adventures, there’s something for all. Visitors can explore the Tuscan countryside, indulge in local delicacies, and discover the historic charm of this UNESCO-listed town. With so many options, travelers can easily curate a memorable and personalized experience in San Gimignano.