San Gimignano
Neighborhood Tours

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Our most recommended San Gimignano Neighborhood Tours

From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

1. From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

Start your experience at 11:00 AM and explore the scenic hills of the Chianti region where some of the most famous Tuscan wines are produced. Ride through the beautiful fields of vines, cypresses, and Tuscan rural houses. Enjoy plenty of stops for beautiful photo opportunities throughout your experience.  Stop at a local winery where the kind owners will escort you around their property before serving an authentic Tuscan meal, followed by wine and olive oil tasting. Hop on your scooter once again and follow your guide through the final part of the scenic ride, arriving back at the meeting point at approximately 3:30 PM.

From Florence: Pasta Cooking Class at San Gimignano Winery

2. From Florence: Pasta Cooking Class at San Gimignano Winery

Upon arrival, you will be greeted by the staff in the welcome center then go for a short walking tour of the historic property. Then you will begin your unique pasta cooking class where you will learn how to make authentic Italian pasta with a seasoned professional in a relaxed and respectful environment.  Here you learn to cut, braise, boil, cook and roast a complete Tuscan meal with great pleasure and fun creating unforgettable dishes in the kitchen. Then enjoy your handmade pasta and enjoy wine, locally sourced meats, fresh products of our vegetable garden and plenty of fresh bread with extra virgin olive oil. Discover the secrets of pasta making and enjoy Tuscan culture and cuisine. 

From San Gimignano: Half-Day Chianti Wine tour

3. From San Gimignano: Half-Day Chianti Wine tour

Go on a sweet escape in Tuscany. Raise your glasses to this amazing winery tour in the charming landscape of Chianti. Visit a wine tasing school and a local winery. Taste 9 different types of wines in a single day. Kick off your grape escape by meeting your friendly and knowledgeable tour guide who will lead the way to Chianti countryside, Tuscany’s region for delicious wines. As you reach Chianti, make your first stop at the Tuscany Wine Tasting School. Taste 4 different types of wines, the Chianti Classico D.O.C.G., the Super Tuscan wine, a 30-year-old balsamic vinegar, and the truffle extra virgin olive oil. Next, head over to a local winery in the area for a guided tour through vast vineyards. Savor the taste of 3 sumptuous wines, the Vernaccia white wine, a rosè wine and a Chianti colli senesi D.O.C.G. Enjoy a stop in San Gimignano for a little stroll before making your way back safely with your driving guide.

San Gimignano: Private Winery Tour, Wine & Oil Tasting

4. San Gimignano: Private Winery Tour, Wine & Oil Tasting

Podere la Marronaia is a small family-run farm in San Gimignano dedicated to the cultivation of grapes and olives with production of organic wines and extra virgin olive oils and farmhouse rentals. The story will begin in the year 2000 when Silvia and Luigi Dei, together with their young children Pietro and Corrado, bought a property called Podere la Marronaia to make of it their home and follow the dream of a new life. The old vineyards and olive yards were immediately converted into the organic method of cultivation, while a long restoring of the house began. Now the whole family works in the farm business. Pietro and Corrado grew up following the dream to continue the family tradition. In the year 2000, the production was converted into the organic ethos of cultivation and recently in 2016, following the idea of a more sustainable agriculture and the respect of the environment, the fields have been converted into biodynamic agriculture. The purpose will be to produce wines and extra virgin olive oil that are the expression of the local tradition, using authentically produced grapes and olives. The cellar and the tasting venue, Sosta Alle Colonne, is situated within walking distance from the town center of San Gimignano, surrounded by a beautiful countryside with a view of the towers and the Vernaccia vineyards. Different options will be to introduced to guests of the Tuscan farming world and local traditions. The aim is not to offer just a wine tasting, a lunch or a visit but to introduce guests to a full immersion personalized experience and share soul and passion for the land and products.

From Florence: Private Full-Day Jewels of Tuscany Tour

5. From Florence: Private Full-Day Jewels of Tuscany Tour

Be seduced by the eternal charm of Tuscany’s jewels on this 12-hour tour. What are Tuscany’s jewels? The beautiful cities and villages, as well as art and the historical monuments that call this unique region of Italy home. Falling in step with the more ‘human’ way of life in Tuscany, this relaxed tour begins when you want it to. You determine the pick-up time from your centrally-located Florence hotel. You will also enjoy the transportation, which is provided by a private vehicle operated by an English-speaking driver. After pick-up, you will drive through the Tuscan countryside until your first stop, Siena, is reached. Siena is a medieval city known for its artistic treasures, which have been recognized by UNESCO. In Siena you will visit the shell-shaped Piazza del Campo. Here you will find the Palazzo Comunale flanked by the Torre del Mangia. Every year the famous Palio takes place here. You will also have free time to visit the cathedral, built in the Middle Ages and admire the splendid buildings and narrow streets. From Siena, you will enjoy a drive through Chianti territory on your way to Monteriggioni. The drive boasts a panoramic view of the vineyards and olive groves. Monteriggioni is a small 13th-century town which is still surrounded with its original town walls. Here you will take a walk within the restricted perimeter of the walls, which have eleven towers with spectacular views. This is a Tuscan gem that will transport you back in time. Only a short distance away, in a pleasant country estate you will be served a typical Chianti-region lunch. You will also enjoy a guided tasting of Chianti and Vernaccia wines. After lunch you will leave the estates and go to San Gimignano, another beautiful town and UNESCO world heritage site. Famous for its signature medieval town planning, it is called the “Manhattan of the Middle Ages”. On a stroll through the town center you will discover the Piazza della Cisterna, the Dome, the Palazzo del Podestà and the Church of Saint Agostino. Your final stop will be at the famous town of Pisa, which is also a UNESCO world heritage site. In the Piassa dei Miracoli the masterpieces in marble rise from the green lawn, including the famous Leaning Tower of Pisa, the magnificent Baptistery, the stunning Cathedral and the Monumental Graveyard Tuscany is a one-of-a-kind region of boundless natural and cultural beauty. This small, personalized tour is an authentically Tuscan experience.

Florence: Pisa, Siena, San Gimignano, and Chianti Experience

6. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

Your day starts in the morning with a tour of Pisa. Have time to admire the cathedral, the baptistery, the monumental cemetery, and the famous Leaning Tower. Then move on to a typical winery in the Chianti Hills on the slopes of San Gimignano. Enjoy a Tuscan lunch accompanied by a local wine tasting. Following lunch discover one of the most beautiful medieval villages of San Gimignano, or the "Medieval Manhattan, where you can explore the maze of cobbled streets, small squares and many local craft stores. Continue on with a panoramic view of the Chianti countryside before arriving in Siena, where if desired, your professional guide will take you to see the most important squares, from Piazza del Campo to the cathedral, passing through the most beautiful contrade that characterizes this city. At the end of the guided tour, choose to have some free time to enjoy a cup of coffee or a panforte (a typical local cake), and to go shopping. Your return to Florence will have a gorgeous sunset in the backdrop, making for a perfect ending to an unforgettable day spent in Tuscany.

From Rome: Siena, Chianti, Wine Tasting and Lunch

7. From Rome: Siena, Chianti, Wine Tasting and Lunch

This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time. The day begins with departure from Rome at 6:45am on a fast speed train to Florence. Upon arrival in Florence, head to the meeting point sent to your email to meet your guide and set out on your sightseeing adventure. The first stop of the day is the historic city of Siena, which is bursting with rich architectural styles, best showcased at the cathedral and the old palace. After a brief guided walking tour of Siena, enjoy free time to explore on your own. Wander around the quaint streets of this magical town, have a traditional Italian lunch at one of the many cafés, or shop for handmade crafts and souvenirs. Continue the tour to the walled town of Monteriggioni next, which was the filming location of the blockbuster movie, Gladiator. Arrive at the UNESCO World Heritage Listed San Gimignano next, which is the most famous walled medieval town in Tuscany, and nicknamed the ‘Manhattan of Tuscany’ due to its many towers. Armed with tips and recommendations from your guide, head out on your own adventure in the town and visit the sights and attractions that interest you most. Don’t forget to stop by the store of the world-champion gelato maker, and treat yourself to a seriously sweet treat. During the day, ride through the rolling countryside of Chianti and soak up the charming scenic views on the way to an authentic Tuscan winery. Against the backdrop of luscious vineyards and olive groves, enjoy a spectacular lunch with a wine and olive oil tasting session. At the end of a truly unforgettable day, head back to Rome, arriving at approximately 8 PM.

Poggibonsi: Pizza & Ice Cream Cooking Class with Wine

8. Poggibonsi: Pizza & Ice Cream Cooking Class with Wine

Experience the joy of freshly baked Italian pizza and delicious gelato with a 2-hour expert-led cooking class near San Gimignano. Listen to the history behind one of the world's best loved foods and the techniques to make the perfect pizza base, tasty homemade tomato sauce and fresh fruit gelato. Sit down to indulge in your creations with your fellow chefs, accompanied by a tasting of Tuscan wines and olive oils. After Pizza it’s time for Gelato, the chef will tell you why gelato remains Italy’s favorite dessert while giving an insight to the ‘gelato culture’ that continues to grow. Through a demonstration, you will get to know the basic raw ingredients, how to select the best products available and enjoy tasting of some of the flavors used in gelato making.

San Gimignano: Private Chianti Hills Tuk-Tuk Tour

9. San Gimignano: Private Chianti Hills Tuk-Tuk Tour

You'll depart from the headquarters located in Poggibonsi at 10:45AM, where your wonderful guide will welcome you. From there you will venture then through the panoramic roads of Tuscany and the Chianti hills where you are bound to fall in love with the fields of vines, cypresses, and Tuscan rural houses. Don't forget to bring your camera, as there will be plenty of photo opportunities to capture the eagerly awaited moment and freeze it in time. Your next stop will be to a local winery where the kind owners will take you around their property before serving a wonderful and authentic Tuscan meal complete with a wine and extra virgin olive oil tasting. Following lunch you will hit the rad once again to travel through the iconic Ape Calessino to enjoy the last part of this scenic drive. You will later arrive back to the office at approximately 3:45PM, which will mark the end of your tour.

Florence: San Gimignano and Chianti Wine Tasting with Lunch

10. Florence: San Gimignano and Chianti Wine Tasting with Lunch

A whole day in the iconic landscape of the “sweet hills of Chianti”, among cypress avenues, fields of sunflowers and medieval villages. We will visit the historic center of San Gimignano and its ancient towers. At lunch feast with homemade lasagna and enjoy eight of the best wines of our region in a typical Tuscan farmhouse. Itinerary: 1 Stop At: Piazzale Michelangelo The driver will pick you up at your location (hotel, B&B or private apartment) and take you on a journey through the rolling hills of Tuscany. If you have not yet visited the most panoramic point of Florence, Piazza Michelangelo, will be the first stop. You can take some beautiful photos of Florence. Michelangelo Plaza (Piazzale Michelangelo) is a square with a panoramic view of Florence. The square, dedicated to the Renaissance sculptor Michelangelo, has bronze copies of some of his marble works found elsewhere in Florence: the David and the four allegories of the Medici Chapel of San Lorenzo. Duration: 20 minutes 2 Stop At: San Gimignano The tour continues through the sweet Chianti hills, among olive groves, cypress trees and vineyards up to the medieval town of San Gimignano. The visit of the town and its magnificent towers will take about an hour. San Gimignano is a small walled medieval hill town not far from Siena. Known as the “Town of Fine Towers”, during the Middle Ages there were more than 70 towers in the city. Now it is a real open-air museum, where it seems to walk in the medieval period. The town is known for saffron, the Golden Ham, and its white wine: “Vernaccia di San Gimignano”, produced from the ancient variety of Vernaccia grape which is grown on the sandstone hillsides of the area. In the main square don’t forget to taste the best ice cream in the world, and in the streets of the village you can admire the extraordinary work of expert craftsmen. If you want you can climb the tower museum (Torre Rognosa) and see a magnificent view of the Tuscan hills. Duration: 1 hour Pass By Chianti Road: After the free visit of San Gimignano, the tour goes through one of the most beautiful “Tuscan Wine Roads” with a stop among the vineyards to take some photos. Arrival at the winery-farm for a typical Tuscan lunch and a great wine tasting. 3 Stop and lunche at winery farm: Stop for lunch in a Tuscan winery-farm: Visit, Lunch and Wine tastings. This farm promotes the Italian wine & food culture all over the world. A beautiful Italian experience to learn the best combinations beetween wine & food, the glass etiquette, the secrets of Italian cuisine, Tuscan wine-making techniques and more. Three course lunch, with homemade pasta, Bruschettas, cold cuts, Pecorino cheese, prosciutto, salame and more. Wine tastings with: Chianti, Chianti Riserva, Brunello di Montalcino, Sangiovese, Nobile di Montepulciano, Vernaccia and Super Tuscan. Tasting Extra Vergine Olive Oil Tasting Pepper Olive Oil Tasting Balsamic Vinegar Tasting Truffle Oilive Oil The return is scheduled at 4.00 pm.

Frequently asked questions about San Gimignano Neighborhood Tours

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What people are saying about San Gimignano

Overall rating

4.5 / 5

based on 10 reviews

Really great experience. We had an accident and missed the street where was the meeting point in Siena. The group was far away already when we found the spot, but tour guide Giuliano was cooperative, sent bus location and wait for us so we could catch the bus. Would be great if we had more time to stay longer in Siena.

Our guide Sonia was wonderful! If we were to do anther excursion like this, we’d do only 2 towns, 3 seemed too rushed.

Fab trip. Great guide Sonia. Very informative and very helpful. We'll worth the money. This trip is a must. Thank you

Excellent excursion!! Juliano was my guide and I recommend him, he was great. Go with him on tour.

Excellent trip, excellent guide, everything Perfect. With time and attention always