Best Walking Tours in San Gimignano

Discover the beauty of San Gimignano on foot with our curated walking tours. Whether you're visiting for the first time or looking to uncover hidden gems, exploring San Gimignano by walking lets you experience its culture, history, and landmarks up close.

Top Walking Tours in San Gimignano

Wine and food tasting in an organic family winery in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (159 reviews)
Free Cancellation

From $ 107.55

Duration: 2 hours (approx.)

Guided tour of the farm structures near San Gimignano: vegetable garden, orchard, vineyard, olive grove, vinsantaia, historical cellar, collection of tools from the farming world. Tasting of 8 wines from our production: - "Casa Lucii" DOCG Vernaccia di San Gimignano; - 2 different vintages of "Mareterra" DOCG Vernaccia di San Gimignano reserve; - "Spicchio" IGT rosé Tuscan; - "Fuscelli" DOCG Chianti; - "Senarum" DOCG Chianti Colli Senesi, - "Arturo" IGT Tuscan Red. The tasting is accompanied by a taste of our organic extra virgin olive oil, cheese and cold cuts selection produced by local farms and accompanied by vegetables from the garden and finally will be served as dessert Vin Santo del Chianti "Curato" and Tuscan Cantucci.

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Private Wine & Oil Tasting with Lunch  in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (112 reviews)
Free Cancellation

From $ 75.29

Duration: 1 hours (approx.)

Treat yourself with a delightful Tuscan experience. Dive into the green shades of our vineyard with a private description of our farm. The experience will start with a detailed introduction to the agricultural methods we adopted, how our biodynamic production method works, and the farm's history. Then, you will have a three courses Tuscan lunch and a wine tasting with 4-5 organic wines that come straight from the winery's vineyards and the chance to taste all our extra virgin olive oils surrounded by a spectacular Tuscan setting. We are just a few minutes from San Gimignano town center, with a stunning view of the Tuscan countryside and the town's Medieval towers. An Italian or English-speaking family member will guide you in the experience with a professional and warm family welcome.

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Lunch with Wine Tasting in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (97 reviews)
Free Cancellation

From $ 65.73

Duration: 1 hours (approx.)

What is the Winery with restaurant from Florence? Best Winery in Tuscany, Tenuta Torciano. Enjoy a unique and private experience of wine tasting in a Tuscan Winery! During the wine tasting experience our professional instructors will teach you more about our wines and the different areas of the winemaking of our region and discover the techniques of tasting with a real Wine School. Thanks to this experience you have the opportunity to taste a wide range of Tuscan wines combined with excellent local dishes. Note: In the event of adverse weather conditions, low or high temperatures, Tenuta Torciano reserves the right to change the location based on availability. Please note that the reservations is not amendable .Should the client choose not to accept the variation, we do not hold ourselves responsible. This tasting does not include a guided tour of the winery and caves. If you are interested in the tour, visit the dedicated service "Tour in the Vineyard and Winery".

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Private Tour in San Gimignano in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (48 reviews)
Free Cancellation

From $ 167.30

Duration: 2 hours (approx.)

Immerse yourself in the Middle Ages, visiting one of the most beautiful medieval villages of Italy. You will never forget the ancient towers and the dreamlike landscape by which it is surrounded. The tour will begin from the main gate, Porta San Giovanni, continue towards Piazza della Cisterna, where you can taste the famous ice cream that won many prizes. In the next square admire the Public Palace and the wonderful Cathedral. If you choose to visit the palace, you will explore the Civic Museum and the highest tower of the town, from where you can take wonderful pictures or if you prefer to enter inside the Cathedral you will see the well-preserved frescoes. At the end of the tour enjoy the panorama from the fortress, where today is situated the Vernaccia Museum, the DOCG white wine produced in this area.

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Private Wine and Extra Virgin Olive Oil Tasting in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (21 reviews)
Free Cancellation

From $ 35.85

 

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this experience offers a peaceful break surrounded by vineyards, olive groves, and breathtaking countryside views. Your journey begins with an introduction to our biodynamic farming methods, where you’ll learn about the passion and sustainability behind our winemaking and olive oil production. Then, settle into a rustic Tuscan house overlooking the rolling hills and enjoy a guided tasting of our organic wines and extra virgin olive oils, all produced on-site. A family member, speaking Italian or English, will lead you through this experience, offering insights, stories, and a warm, welcoming atmosphere. This is the perfect opportunity to slow down, relax, and savor the true essence of Tuscany.

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Private Wine & Evo Oil Tasting with Tuscan Meal in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (19 reviews)
Free Cancellation

From $ 65.73

Duration: 1 hours (approx.)

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia vineyard, it provides a deep connection to the land, traditions, and flavors of Tuscany. You’ll start with an insightful introduction to our biodynamic winemaking and olive oil production, learning the passion behind every bottle. Then, enjoy a private wine and extra virgin olive oil tasting, paired with a delicious Tuscan lunch or dinner, all while admiring the stunning views of San Gimignano’s famous towers. What makes this experience special? - A private setting in one of San Gimignano’s oldest Vernaccia vineyards - A guided tasting of organic wines and extra virgin olive oils - A farm-to-table Tuscan meal prepared with fresh, seasonal ingredients - A cozy yet elegant atmosphere, perfect for relaxation - An unforgettable journey into the heart of Tuscan flavors and traditions.

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Chianti and Castle Small Group Tour from San Gimignano in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (19 reviews)
Free Cancellation

From $ 101.58

Duration: 6 hours (approx.)

Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red colour and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti. You'll join a wine tasting paired with some typical food. Then you’ll move to another winery, in the middle of Chianti Classico Area, where you’ll have a second wine tasting and extra virgin olive oil. The tour will end in San Gimignano, where it started.

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Private wine, Extra Virgin Olive Oils & Cheese Tasting in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (12 reviews)
Free Cancellation

From $ 41.83

 

Indulge in the authentic flavors of Tuscany with this exclusive wine, olive oil & balsamic vinegar tasting experience just minutes from the heart of San Gimignano. Your journey begins with an insightful introduction to our biodynamic farming methods, where you'll learn about our commitment to sustainable winemaking and olive oil production. Then, settle into a stunning countryside setting with panoramic views of San Gimignano’s medieval towers. You’ll enjoy a guided tasting of four organic wines, each showcasing the essence of our vineyard. To complement the wines, you’ll sample our premium extra virgin olive oils, paired with traditional Tuscan bruschettas and aged pecorino cheeses. A member of our family, speaking English or Italian, will lead you through this warm and welcoming experience, sharing stories, traditions, and the passion behind every sip and bite.

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Private Wine & Evo oil tasting with Truffle Meal in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ☆ (5 reviews)
Free Cancellation

From $ 83.65

 

Treat yourself to a truffle lunch in an authentic Tuscan atmosphere on a family farm. The experience will start with a detailed introduction to the agricultural methods we adopted, how our biodynamic production method works, and the farm's history. Enjoy a truffle-based lunch with wine and olive oil tasting in a rustic house that overlooks the green Tuscan hills. All our organic wines and olive oils come straight from the winery’s vineyards and olive trees. We are just a few minutes from San Gimignano town center, with a stunning view of the Tuscan countryside and the town's Medieval towers. An Italian or English-speaking family member will guide you in the experience with a professional and warm family welcome.

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San Gimignano: Vineyard and Cellar Tour with Wine Tasting in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ★ (2 reviews)
Free Cancellation

From $ 53.78

Duration: 1 hours (approx.)

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in the cellar, to get to know the viticulture and winemaking techniques

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Private wine & Evo Oils Tasting with Vegetarian Meal in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ★ (1 reviews)
Free Cancellation

From $ 65.73

 

Take a break in a Tuscan atmosphere with a vegetarian lunch or dinner. The experience will start with a detailed introduction to the agricultural methods we adopted, how our biodynamic production method works, and the farm's history. Enjoy a vegetarian lunch together with a wine and olive oil tasting in a rustic family house that overlooks the green Tuscan hills. All our organic wines and olive oils come straight from the winery’s vineyards and olive trees. We are just a few minutes from San Gimignano town center, with a stunning view of the Tuscan countryside and the town's Medieval towers. An Italian or English-speaking family member will guide you in the experience with a professional and warm family welcome.

Book Now You'll be redirected to Viator to finish your booking.
Tasting with welcome Aperitivo in the vineyard of organic wines in San Gimignano

San Gimignano , Tuscany

★ ★ ★ ★ ★ (1 reviews)
Free Cancellation

From $ 143.40

Duration: 4 hours (approx.)

A special tour that gives more space to the natural environments surrounding the farm. You will be taken on a walk through the fields and vineyards and linger in the shade of a large oak tree for a cool Aperitivo. The tour continues through the vinsantaia, historical cellar, collection of agricultural tools. Tasting of 8 wines from our production: - "Casa Lucii" DOCG Vernaccia di San Gimignano; - 2 different vintages of "Mareterra" DOCG Vernaccia di San Gimignano reserve; - "Spicchio" IGT rosé Tuscan; - "Fuscelli" DOCG Chianti; - "Senarum" DOCG Chianti Colli Senesi; - "Arturo" IGT Tuscan Red with tailor-made artisanal chocolate pralines; - "Curato" DOC Vin Santo del Chianti with Tuscan Cantuccini. The tasting is accompanied by a taste of our organic extra virgin olive oil, cheese and cold cuts selection produced by local farms and accompanied by vegetables from the garden.

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Local Tips for San Gimignano

Guided vs. Self-Guided Walking Tours

A guided walking tour offers expert insights, historical context, and often includes skip-the-line access to major landmarks. If you prefer flexibility, a self-guided route lets you explore San Gimignano at your own pace using maps and mobile apps. Combining both options is ideal for a complete experience.

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