
The most-booked San Gimignano tours and tickets right now

Home to beautiful palaces and towers, San Gimignano is a Tuscan treasure.
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Buy your San Gimignano pass and visit the Civic Museums, the Cathedral and the Museum of Sacred Art over 2 days. Avoid lines at ticket offices and save on entrance tickets for individual museums!
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The medieval city of San Gimignano is resplendent with elegant palaces and towers.
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I'm Katia and me and my uncle Fulvio run the Tuscan cooking class in our family farmhouse. We are 4 km far from the fantastic town of San Gimignano and we teach you how to prepare a real Tuscany meal but most important we teach you how the food should taste. Your meal will be a celebration and a fantastic time to spent in a real Tuscany family. We'll make a lot of typical Tuscany antipasti, then we prepare primi piatti, and we make one type of pasta hand made, two different sauces for pasta, and then a second course with meat.
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Enjoy a 1-hour horseback riding experience through the scenic Tuscan countryside near San Gimignano.
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Explore the beautiful Chianti area aboard an iconic Italian car vintage car.
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There's nothing in Tuscany that's quite as enchanting as the Duomo of San Gimignano, also called the Collegiata di San Gimignano.
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Your journey begins with a relaxed drive from San Gimignano to a charming winery nestled among the rolling hills of Chianti. Upon arrival, you’ll be greeted with a welcome drink before setting off on a guided tour of the estate and its historic wine cellars, where you’ll uncover the traditions and techniques behind Tuscan winemaking. The experience continues with a tasting of carefully selected local wines, allowing you to fully appreciate the rich aromas and distinctive character of the Chianti region. Afterwards, enjoy a traditional Tuscan dinner in the warm, rustic atmosphere of the winery. The menu is inspired by seasonal Tuscan cuisine and prepared with fresh, locally sourced ingredients. You’ll sample classic dishes such as pappa al pomodoro or ribollita, followed by expertly grilled meats and vegetables from the farm. Each course is thoughtfully crafted to reflect the flavors of the region and perfectly complement the estate’s wines.
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Major attractions with reserved entry - skip the queue, walk straight in

Home to beautiful palaces and towers, San Gimignano is a Tuscan treasure.
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There's nothing in Tuscany that's quite as enchanting as the Duomo of San Gimignano, also called the Collegiata di San Gimignano.
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Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti and San Gimignano.
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Full immersion in the world of wine. The experience is created for those who want to get closer to the Tuscan tradition of producing of Vernaccia di San Gimignano and Chianti Colli Senesi. The itinerary consists of a complete visit from the vineyard to the cellar with tasting of five wines including 3 best-sellers.
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The tasting of the five wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children, for them our staff will prepare a selection of gastronomic excellences at a cost of € 8 per child.Remember that by law it is forbidden to administer alcohol to minors.
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It is an authentic experience of a family vineyard where you can understand the wine making process, enjoying the final products. An interesting visit of our small family vineyard with history about the property, grape varietals and wine cellar visit. Introduction on the Italian wine regulation followed by appetisers of local products and wine tasting of our 4 wines produced at the estate.
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100% Organic & Family-Run: You won't find a corporate atmosphere here. We are a real working farm, and we share the same passion for sustainability that we put into every bottle of our organic Chianti Classico. The "Zero-Meter" Connection: Our tasting terrace overlooks the exact vines your wine came from. You can trace the entire journey of the grape—from the soil beneath your feet to the glass in your hand. Small-Scale Intimacy: We prioritize quality over quantity. Our groups are kept small to ensure you have plenty of time to ask questions, savour, and truly soak in the silence and colors of the Chianti countryside.
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Small-group + private walking tours with a local guide
Buy your San Gimignano pass and visit the Civic Museums, the Cathedral and the Museum of Sacred Art over 2 days. Avoid lines at ticket offices and save on entrance tickets for individual museums!
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Your journey begins with a relaxed drive from San Gimignano to a charming winery nestled among the rolling hills of Chianti. Upon arrival, you’ll be greeted with a welcome drink before setting off on a guided tour of the estate and its historic wine cellars, where you’ll uncover the traditions and techniques behind Tuscan winemaking. The experience continues with a tasting of carefully selected local wines, allowing you to fully appreciate the rich aromas and distinctive character of the Chianti region. Afterwards, enjoy a traditional Tuscan dinner in the warm, rustic atmosphere of the winery. The menu is inspired by seasonal Tuscan cuisine and prepared with fresh, locally sourced ingredients. You’ll sample classic dishes such as pappa al pomodoro or ribollita, followed by expertly grilled meats and vegetables from the farm. Each course is thoughtfully crafted to reflect the flavors of the region and perfectly complement the estate’s wines.
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Discover the authentic flavors of Tuscany on our Family-Friendly Tuscany Tour — a perfect mix of food, wine, and fun for all ages!
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Unlike standard cooking classes, this hands-on Tuscan experience immerses you in authentic farm-to-table traditions, guided by our family in a rustic countryside setting. You’ll start with an exclusive introduction to our farm’s history and sustainable production methods before diving into a unique cooking sequence—beginning with dessert! Every step connects you to centuries-old Tuscan flavors, from baking a traditional Tuscan dessert to crafting three seasonal bruschettas and mastering fresh handmade pasta (Pici & Gnocchi). What sets us apart? Each dish is paired with organic and biodynamic wines from our vineyards, ensuring an unforgettable culinary journey. This is more than just a cooking class—it’s a true taste of Tuscany! ✨
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What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the rolling hills of Tuscany together with our driving guide.
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Discover the beauty of the Tuscan countryside on a vintage Fiat adventure.
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Explore the Tuscan countryside on a panoramic Ape Calessino tour departing directly from San Gimignano.
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Discover the Chianti countryside on a relaxing horseback riding experience through vineyards, olive groves, and rolling Tuscan hills.
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Food tours, market walks, wine tastings, cocktail experiences

I'm Katia and me and my uncle Fulvio run the Tuscan cooking class in our family farmhouse. We are 4 km far from the fantastic town of San Gimignano and we teach you how to prepare a real Tuscany meal but most important we teach you how the food should taste. Your meal will be a celebration and a fantastic time to spent in a real Tuscany family. We'll make a lot of typical Tuscany antipasti, then we prepare primi piatti, and we make one type of pasta hand made, two different sauces for pasta, and then a second course with meat.
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Join a sunset wine tour from Siena to Chianti. Explore wineries, Monteriggioni, and UNESCO-protected San Gimignano. End with a traditional dinner.
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It is an authentic experience of a family vineyard where you can understand the wine making process, enjoying the final products. An interesting visit of our small family vineyard with history about the property and grape varietals, olive orchards and wine cellar visit. Introduction on the Italian wine regulation followed by lunch with local products, wine tasting of 4 different wines produced at the estate and a dessert wine to finish.
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Discover the medieval history of San Gimignano and Volterra on a full-day tour from Siena. Visit Monteriggioni fortress, savour local cuisine, and explore Etruscan roots.
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✅ Authentic Truffle Hunting – Join an expert truffle hunter and trained dogs in a real Tuscan forest. ✅ Hands-On Truffle Cooking Class – Learn how to clean, prepare, and cook fresh truffles with expert guidance. ✅ Private Vineyard & Olive Grove Introduction – Learn everything about our family-run estate and organic farming. ✅ Wine, Olive Oil & Balsamic Vinegar Tasting – Savor a selection of organic wines, extra virgin olive oils & balsamic vinegar produced on-site. ✅ Gourmet Truffle Lunch – Enjoy a full meal featuring your cooked truffle dishes and our own produced wines. ✅ Immersive Tuscan Atmosphere – Experience life on a real family-run farm surrounded by rolling hills and vineyards.
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Come join a fun tagliatelle cooking class at a lovely home restaurant in the beautiful town of San Gimignano! With a fantastic super chef leading the way, you'll learn how to make delicious tagliatelle from scratch. The class is held in a cozy kitchen full of rustic Tuscan charm. As you roll out the dough and prepare fresh ingredients, you’ll enjoy amazing views of the vineyards and olive groves around you. After cooking, you can savor your tasty creation while soaking in the stunning scenery of the medieval town. It’s a delightful way to experience real Italian cooking!
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This is more than just a lunch—it’s a journey into Tuscan tradition. Unlike standard wine tastings, this experience connects you to the land, teaching you about our biodynamic farming and the passion behind every bottle of wine and drop of extra virgin olive oil. Seated at a private table in the vineyard, you’ll enjoy a guided organic wine and olive oil tasting, discovering unique aromas and flavors while indulging in a farm-to-table Tuscan meal prepared with fresh, local ingredients. What makes this experience truly special? - A private and intimate setting with vineyard views - A guided tasting of organic wines and extra virgin olive oils - A deep dive into sustainable wine and olive oil production - A farm-to-table Tuscan meal with seasonal ingredients - A relaxed atmosphere to savor Tuscany’s essence - An unforgettable experience where nature, flavors, and tradition create a perfect moment of indulgence.
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What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the rolling hills of Tuscany together with our driving guide. If you are staying in San Gimignano or nearby, don't miss the opportunity to visit the off the beaten surrounding area on board of this fun & old fashioned car. Take in the sights and sounds of Tuscany, see the rolling hills, vineyards and olive groves and enjoy an unforgettable light lunch with wine tasting in a fascinating location.
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Hands-on classes - pasta, pizza, gelato, regional dishes - from local chefs

Guided tour of our winery estate near San Gimignano: vegetable garden, orchard, vineyard, olive grove, Vin Santo aging room (vinsantaia), historic cellar, and a collection of traditional tools from farming world. Tasting of 8 organic wines from our estate production: - “Casa Lucii” DOCG Vernaccia di San Gimignano - Two different vintages of “Mareterra” DOCG Vernaccia di San Gimignano Riserva - “Spicchio” IGT Toscana Rosé - “Fuscelli” DOCG Chianti - “Senarum” DOCG Chianti Colli Senesi - “Arturo” IGT Tuscan Red The tasting is accompanied by our organic extra virgin olive oil, flatbread and pizza baked in a wood-fired oven, and a curated selection of local cheeses and cured meats, served with fresh vegetables from our garden. To finish, a custom chocolate praline paired with the Tuscan Red followed by Vin Santo del Chianti “Curato” with traditional Tuscan cantuccini.
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Spend an unforgettable half day in Chianti: take part in a wine tasting class and sample 8 different wines in 2 wineries.
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The Cesani family and our staff are pleased to welcome you to Pancole, just 5km from the historic center of San Gimignano, where you will have the opportunity to sit down and taste the company's products presented with competence and passion, and thus have the opportunity to know the history, the production process and the organoleptic characteristics of all the products that the Cesani family offers. The tasting includes 5 wines of our production (2 Vernaccia di San Gimignano, 3 Red Wines) and our extra-virgin olive oil. The type of wines offered may vary according to availability. A taste of pecorino and other traditional goodies will accompany the wine presented. The guided tour of the modern and rational company cellar will allow you to discover that tradition and technology are an inseparable combination for the production of great wines from organic grapes. Simplicity and professionalism are fundamental characteristics for obtaining products of the highest quality.
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✅ Exclusive Wine, Olive Oil Tasting & Balsamic Vinegar tasting – Savor a selection of our organic wines and extra virgin olive oils, straight from our estate. ✅ Biodynamic Farming Insights – Learn about our sustainable farming methods and the passion behind our production. ✅ Relaxing Countryside Setting – Enjoy a tasting in our rustic farmhouse with panoramic views of vineyards and olive groves. ✅ Unique Perspective of San Gimignano – Admire the city’s medieval towers from an incredible vantage point. ✅ Family-Led Hospitality – Be welcomed by a member of our family, ensuring a personal and authentic experience. ✅ A True Taste of Tuscany – Let the focus be on the quality of the wine and olive oil, paired with simple homemade snacks to highlight their flavors.
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More than a Cooking Class Cooking Class includes: - an intensive cooking session with instruction (in English) and practice with our chef, 3 course meal following the lesson including selected wines (Prosecco and Chianti), coffee, all food ingredients, taxes, - visit to the cellars of the Ugo Bing Winery with tasting of the wines that will be served with lunch/dinner, - than you will live a journey back in time to discover the underground Etruscan Granaries of 2500 years ago, a great surprise for adults and especially for kids.
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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, extra virgin olive oil & balsamic vinegar 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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1) A Unique Perspective on Wine – Beyond just tasting, you'll explore wine’s lesser-known by-product: balsamic vinegar, crafted from grape must. 2) An Exclusive and Private Setting – Enjoy a personal and intimate experience away from the crowds in a serene countryside location. 3) Authentic Farm-to-Table Pairings – Savor a carefully curated Tuscan meal that enhances the flavors of our organic and biodynamic wines, olive oils, and aged balsamic vinegar. 4) A Journey Through Biodynamic Farming – Learn firsthand about sustainable agricultural techniques and how they shape the quality of our products. 5) A Sensory Experience in a Magical Atmosphere – Relax in a warm, inviting setting where every detail is designed to immerse you in the beauty of nature and tradition.
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More than a Cooking Class Cooking Class includes: 1 - an intensive cooking session with instruction (in English) and practice with our chef, 3 course meal following the lesson including selected wines (Prosecco and Chianti), coffee, all food ingredients, taxes, 2 - visit to the cellars of the Ugo Bing Winery 3 - than you will live a journey back in time to discover the underground Etruscan Granaries of 2500 years ago, a great surprise for adults and especially for kids.
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Museums, ruins, art collections, religious sites with expert guides

The medieval city of San Gimignano is resplendent with elegant palaces and towers.
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The tasting of the four wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children. Their participation is free. We remind you that by law it is not possible to give alcohol to minors.
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Explore the eye-opening insides of the Torre e Casa Campatelli, a tower house dating back to the 12th century that later became the residence of the wealthy Campatelli family.
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Join an authentic truffle hunting and experience the thrill of finding, smelling, and touching one of nature’s rarest treasures. Led by expert truffle hunters Mirco and Luca and their highly trained dogs, you’ll explore the Tuscan countryside, learning to identify truffle-friendly trees and habitats. Our licensed guides will also share insights on how to cook and preserve truffles. After the hunt, return to Podere La Marronaia for a delicious truffle-based lunch, expertly paired with our organic wines and extra virgin olive oils. This immersive, 360-degree experience blends adventure, tradition, and gourmet flavors, making it an unforgettable journey into the world of truffles.
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✅ Authentic Tuscan Wine Tasting – Savor 4 to 5 organic wines, including Vernaccia di San Gimignano and Chianti Colli Senesi. ✅ Olive Oil & Balsamic Vinegar Tasting – Discover the unique flavors of our estate-produced extra virgin olive oils and aged balsamic vinegars. ✅ Cheese & Bruschetta Pairing – Enjoy locally sourced Pecorino Toscano cheeses and homemade bruschetta to complement your tasting. ✅ Biodynamic Farming Insights – Learn about our sustainable and organic production methods from a member of our family. ✅ Scenic Tuscan Setting – Relax in a rustic winery overlooking vineyards, olive groves, and the medieval towers of San Gimignano. ✅ Easy Accessibility – Just minutes from San Gimignano’s historic center, making it a perfect addition to your Tuscan itinerary.
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The tasting of the six wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, even if spaced and safely, can enjoy a convivial and unique experience! For all those who have particular diets or intolerances, upon notice at the time of booking in the "notes" field, we are able to meet most dietary needs. The price of the tasting includes everything: tasting, water and food pairings. The structure of the Rocca di Montestaffoli does not provide bar service (coffee, tea, soft drinks, spirits, packaged foods, etc.) It is also possible to participate in the tasting with children, for them our staff will prepare a selection of gastronomic excellences at a cost of € 10 per child.Remember that by law it is not possible to administer alcohol to minors.
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Explore the historic town of Montalcino and uncover the fascinating stories behind its impressive medieval stronghold while immersing yourself in the traditions that have made this region internationally renowned for its exceptional wines. This carefully designed cultural experience combines history, authentic local flavors, and breathtaking scenery, offering a deeper connection to the heart of Tuscany. As you journey through the beautiful countryside, let the peaceful landscapes and panoramic vineyard views captivate your senses. The experience is enriched by a thoughtfully curated wine tasting, where you can appreciate the distinctive character and heritage of Montalcino’s celebrated wines alongside local specialties, Tuscan olive oil, and balsamic vinegar. This guided 6.5-hour excursion offers the balance between cultural discovery, wine tradition, free time to explore, and unforgettable Tuscan scenery, creating a immersive experience in one of Italy’s most enchanting regions.
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Beautiful tour that will take you to discover the medieval town of San Gimignano. Not only its towers, but 1000 stories of pilgrims, merchants, travelers who made this place a very rich medieval destination. Churches, squares, alleys, and fantastic views. Join us to find out what tourists on their own often lose the beauty of Sa Gimignano
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Bike tours, e-bikes, kayaking, rafting, anything outside
Spend half a day exploring the Chianti countryside in a convertible tuk-tuk and enjoy a typical lunch and wine tasting at two local wineries.
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Travel through the region of Tuscany on a Piaggio tuk-tuk with an open roof. Move along the rural areas with views of the landscapes, photograph points of interest, and stop at a winery to taste wine and olive oil.
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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, extra virgin olive oil & balsamic vinegar 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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Explore Tuscany's Chianti region with a scenic drive followed by a gentle horseback ride through the vineyards.
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Admire the beauty of Tuscany from above on an unforgettable 1-hour hot air balloon flight near San Gimignano. Drift over rolling hills, vineyards, olive groves, cypress-lined roads, and medieval villages, with breathtaking views of one of Italy’s most iconic landscapes. After landing, celebrate the experience with a glass of sparkling wine or juice and a light breakfast. Round-trip transfer from the meeting point to the launch field is included.
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Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills make this region unique for both tourists and locals. We will pick you up and return you to your hotel or apartment in San Gimignano and guide you along a variety of cycling routes, from easy rides to challenging climbs for cycling enthusiasts. During the ride, you can stop freely to rest or admire the stunning landscapes of the Tuscan hills. At the end of the tour, a well-deserved full lunch awaits, featuring traditional Tuscan dishes paired with three selected wines. Your only task is to relax and savor the flavors while surrounded by one of the most beautiful areas in the world.
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Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small town located just outside the town center of Florence, to avoid the trafic of the city. You'll cycle surrounded by beautiful views over the Val d'Elsa and with San Gimignano at the horizon, direction Castellina in Chianti. Castellina is one of the most charming hilltop villages in the Chianti area and you will have the time to walk in the town center before to reach the winery. The tour includes a Chianti Classico wine tour and tasting in a local winery, with a typical Tuscany light lunch. You can decide to complete an alternative tour and reach Badia a Passignano, an historic Benedictine abbey surrounded by cypresses, and Panzano in Chianti, beautiful medieval town located in the hearth of Chianti Classico region.
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Discover the beauty of Tuscany on an unforgettable e-bike adventure through rolling hills, vineyards, olive groves, and postcard-perfect countryside roads. Choose between a guided e-bike tour led by a local expert or enjoy the flexibility of an independent e-bike rental, perfect for exploring at your own pace. Ride along an easy and scenic route connecting San Gimignano with charming Tuscan villages and hidden corners of the countryside rarely reached by traditional tours. Whether guided or self-guided, you’ll experience authentic Tuscany in a fun, relaxing, and eco-friendly way. During the experience, stop at a traditional Tuscan winery and enjoy a delicious local lunch featuring bruschetta, handmade pasta, local cheeses, and a tasting of three red wines. Take in breathtaking vineyard views while savoring regional flavors and the warm atmosphere of rural Tuscany.
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Vespa, golf cart, hot-air balloon, vintage car - unique ways to see the city

Discover the authentic spirit of Tuscany on a scenic scooter adventure through the rolling hills of Chianti, just outside San Gimignano. Ride an iconic Italian 50cc scooter along quiet country roads surrounded by vineyards, olive groves, and breathtaking landscapes, guided by a local expert. After a safety briefing and short driving test, set off to explore hidden corners of Tuscany far from the crowds. Along the way, stop at panoramic viewpoints and charming countryside locations while learning about local traditions and the Chianti region. A highlight of the experience is a traditional Tuscan winery lunch featuring local specialties, fresh pasta, cantuccini, and a tasting of Chianti wines, extra virgin olive oil, and balsamic vinegar. Continue your small-group ride through the beautiful Tuscan countryside before returning to the starting point with unforgettable memories of your Chianti scooter adventure.
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Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

Enjoy a 1-hour horseback riding experience through the scenic Tuscan countryside near San Gimignano.
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Explore the beautiful Chianti area aboard an iconic Italian car vintage car.
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Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color and delicate violet aromas, while visiting two wineries in the heart of the Chianti Classico area. Enjoy guided wine tastings paired with typical Tuscan food and extra virgin olive oil, surrounded by stunning vineyard landscapes. The tour begins and ends in the charming medieval town of San Gimignano. Travel comfortably in an air-conditioned minivan for up to 8 people or a minibus for groups of up to 30 people. Note:Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited
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Enjoy the best of Tuscany with a scenic ride aboard a convertible Piaggio Tuk Tuk.
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Explore the Tuscany hills in an Italian Piaggio Tuk Tuk, visit a local winery for wine and olive oil tasting and enjoy a local picnic.
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Explore the highlights of Pisa on this relaxed half-day trip from San Gimignano, ideal for travelers who want to experience the city’s most famous landmarks without the hassle of planning transport. Travel in comfort on an air-conditioned coach with an expert multilingual guide who will share fascinating insights into Pisa’s history and architecture. Upon arrival, enjoy free time to wander the charming streets or explore the city at your own pace. Visit the iconic Piazza dei Miracoli, home to Pisa’s most famous sights. Admire the Leaning Tower of Pisa, the Cathedral, and the Baptistery from outside—perfect for photos and soaking in the historic atmosphere. After your time in Pisa, relax on the return journey to San Gimignano, arriving in the evening. This tour is perfect for visitors looking for a stress-free, guided experience that combines comfort, flexibility, and the opportunity to see one of Italy’s most celebrated cities in a single afternoon.
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Admire the beauty of the Tuscan countryside aboard an iconic Italian vintage car.
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Explore Tuscany in style with a classic vintage car tour from 1977 and enjoy a romantic vineyard lunch.
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Airport pickups, point-to-point transfers, and city transport
Enjoy a full-day trip to Florence from San Gimignano, and discover the city and its famous sights at your own pace and admire the city view from Piazzale Michelangelo.
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We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites
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Volterra is a three thousand year-old small town nested on the top of a hill more than 500 m high (1650 feet) on the sea level. It is surrounded by the valley of the river Cecina to south-west and, to north-east, by the valley of the river Era. A place where you can experience millenniums of history, art, archeology and culture from the Etruscans to the Romans, from the Middle Ages to Renaissance simply strolling through its narrow streets, unique squares, winning artisan shops and charming landscapes. Departure for San Gimignano a tiny city that has remained intact through the centuries; situated on a hilltop, it is famous for its numerous towers, frescoes and other art treasures; free time to discover this fascinating city. Immerse yourself in the charming Tuscan countryside and its ancient traditions. Country people, simple and delicious food, pure, natural products for your INCLUDED lunch in a family owned farm house. Buon appetito!
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Private guides, VIP access, after-hours tours, premium small-group

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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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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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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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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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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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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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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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.
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Common questions about booking San Gimignano experiences through SimilarTours
Spring (April-May) and fall (September-October) are ideal - warm enough for outdoor activities like horse riding and e-biking, but without the crushing summer crowds that pack the towers in July and August. Winter is quiet but some rural cooking classes and farm experiences may have reduced schedules, so check before you go.
For popular experiences like the 7-day horse riding treks or private cooking classes with vineyard picnics, book at least 2-3 weeks out, especially if you're traveling in peak season. Day trips from cruise ports often fill quickly, so a month ahead is safer.
Yes. The town itself is easy to navigate alone, but a private historic walking tour gives you context about the medieval power struggles and architecture that make those towers stand out. For activities like truffle hunting or wine tastings on working farms, a guide or local photographer transforms it from a nice outing into something you'll actually remember.
Most private cooking classes come with wine tasting and a meal featuring what you've made, often on a farm with vineyard views. Countryside tours from the port usually include lunch and wine on the farm itself. Check your booking confirmation for specifics on what's provided versus what costs extra.
The town itself is walkable, but you'll need transport to reach farms, vineyards, and the countryside experiences that make San Gimignano special. Private driver tours, e-bike options, and horse riding get you out there. If you're coming from Livorno or Siena, combined port tours handle the logistics for you.
The town is kid-friendly - they'll love the towers and narrow medieval streets. Horse riding tours accommodate beginners and experienced riders, e-bike tours are doable for older kids, and truffle hunting is a fun adventure. Cooking classes can work for families too, though check age requirements and group size before you book.
Direct day trips from Livorno are popular and handle transport. Alternatively, rent a car or book a driver-only tour and self-tour the region. The drive from Livorno is roughly 1.5-2 hours depending on traffic. Check your tour details for what's covered - some include stops in Siena or other towns on the way.
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San Gimignano stops you cold the moment you arrive - a walled medieval town bristling with 14 stone towers, sitting high on a Tuscan ridge. It's small enough to walk in an hour, but most visitors spend days here because the surrounding countryside is where the real magic happens. People book cooking classes in nearby farmhouses, ride horses through vineyard-covered valleys, hunt truffles with local guides, and take vintage Fiat 500s through Chianti. Wine tastings at working farms, private walking tours through the town's narrow stone streets, and e-bike rides through the rolling landscape are equally popular. If you're coming from the coast - Livorno or another port - combined day trips pairing San Gimignano with Siena or the Abbey of San Galgano let you see more without racing.