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San Gimignano Neighborhood tours

Our most recommended San Gimignano Neighborhood tours

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

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

Start 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 Florence: Tuscany Day Trip with Lunch at Chianti winery

2. From Florence: Tuscany Day Trip with Lunch at Chianti winery

Begin your journey of Tuscany at Florence’s central train station, where you will be greeted by your guide who will take care of you throughout the day.  Head straight to Siena, Italy’s most picturesque medieval city, whereupon arrival your guide will take you on a walking tour. Look up to admire the lovely terracotta roofs adorning the buildings and marvel at the magnificent Gothic and Romanesque architecture of the main cathedral.   Next, head to the hilltop town of San Gimignano, a UNESCO world heritage site, famous for the tower houses built in the Middle Ages. Enjoy free time here to see its splendid squares, palaces, churches, and magnificent towers. The last stop on your Tuscan excursion is a visit to Pisa and its iconic leaning tower. Take a stroll through the Piazza dei Miracoli and see other marvelous monuments, before driving back to Florence. Best of all, choose from either a small-group or private guided experience to make your trip special. Choose the lunch option to enjoy a homemade lunch paired with an informal wine tasting at a traditional wine estate in the Chianti wine region. Savor 4 regional wines at lunch and learn about their unique production techniques. Feast on an organic, farmhouse meal while you overlook the rolling vineyards under the Tuscan sun.

Florence: Siena, San Gimignano & Chianti Day Trip with Lunch

3. Florence: Siena, San Gimignano & Chianti Day Trip with Lunch

Hop aboard your minibus at 7:45 AM and drive for around an hour through the Tuscan countryside. Enter the heart of Siena, and start the visit with your guide. Take off through the town's narrow streets and hear stories about Siena as you go. Skip the line to see the interior of the magnificent cathedral, and pass through the shell–shaped Piazza del Campo, where the Palio horse race is held twice a year. After your walking tour, enjoy some free time to enjoy Siena at your own leisure. Move on to San Gimignano, and admire the unique Tuscan landscape as you drive through marvelous scenery surrounded by olive trees, vines and old stone buildings on your way. Stop at a family owned wine estate to relax and enjoy a traditional Tuscan lunch for a taste of country hospitality. After lunch, take an easy drive to San Gimignano to finish your day. Famous for its splendid skyline of tall medieval towers, have free time to explore on your own. Discover the main street full of typical shops, have a look at the Collegiata (main church), or enjoy a gelato. Return to Florence in the late afternoon.

San Gimignano and Volterra: Day Tour from Siena

4. San Gimignano and Volterra: Day Tour from Siena

Start your day tour with a scenic drive from Siena to San Gimignano. Stop in Monteriggioni to see the well-preserved fortress built in the 13th century. Explore San Gimignano, admiring its many medieval towers. Listed by UNESCO, the town also boasts numerous artisanal boutiques. Head to a small family-run farm to enjoy lunch made with the farm’s seasonal products. Taste dishes prepared with saffron, and accompanied by Vernaccia wine. Continue to Volterra, stopping at a small alabaster workshop to see the ancient art of sculpting. In Volterra, admire the harmonious blend of Etruscan, Roman, Medieval, and Renaissance styles as you walk along the streets of the historic center.

From Florence: PRIVATE Tour of San Gimignano and Volterra

5. From Florence: PRIVATE Tour of San Gimignano and Volterra

Discover Tuscany on this private full-day trip from Florence. Go back in time and learn about the history of Tuscany as you visit ancient sites like the stronghold of San Gimignano, the Basilica of Santa Maria Assunta, the Fortezza Medicea of Volterra, and much more. After being picked up from downtown Florence, enjoy a scenic view of the countryside as you drive to San Gimignano. This beautiful stronghold is one of the most popular attractions in Tuscany. During the trip, marvel at San Gimignano's ancient towers, visit the historic Piazza Duomo, and soak in the atmosphere at Piazza della Cisterna. Then, proceed to Volterra and stroll through the cobbled streets to reach an array of historical sites. See remarkable discoveries such as Etruscan tombs built hundreds of years before Christ, elaborate Roman baths, and an incredible theater excavated from rocks. The stop at the set of The Twilight Saga: New Moon is also worth looking forward to. Afterwards, recharge by having lunch at a local restaurant, trattoria, or farm house. Next, admire the imposing structure of the Fortezza Medicea of Volterra before heading over to Palazzo dei Priori, which is the oldest civic building in Tuscany. After your exploration, your driver will drop you off at your hotel in Florence.

From Florence: Gluten-Free Meal in a San Gimignano Winery

6. From Florence: Gluten-Free Meal in a San Gimignano Winery

Visit a typical winery in San Gimignano and delight in a fabulous 4-course Tuscan meal free from any gluten. Learn about wine-tasting techniques on a tour of the property, and put your new skills to the test as you savor 11 different wines. Upon arrival at the winery, embark on a short tour of the property with a member of the local partner's staff. Hear about the surrounding Tuscan region, and find out how to truly enjoy wine as you develop your wine-tasting techniques. After your tour, settle down for a full lunch or dinner with many wines and local products. Start with Tuscan salami, cheese, and gluten-free bruschetta with olive oil paired with wine. Move on to your first course of buckwheat noodles with cauliflower or other vegetables, before your main course of chicken curry and vegetables, all gluten-free. No lunch or dinner is complete without dessert and you'll be served various gluten-free biscuits to round off your meal. Other Tuscan products you will try: • Extra Virgin Olive Oil • Truffle Olive Oil • Pepper Hot Olive Oil • Balsamic Vinegar Selected Wine list: • Brunello di Montalcino D.O.C.G. • Cabernet Bartolomeo Riserva I.G.T. • Merlot Baldassarre Riserva I.G.T. • Syrah Cavaliere Riserva I.G.T. • Vernaccia of San Gimignano D.O.C.G. • Chianti D.O.C.G. • Chianti Classico D.O.C.G. • Chianti Classico Riserva D.O.C.G. • Vino Nobile of Montepulciano D.O.C.G. • Red of Montepulciano D.O.C. • VinBeato - Dessert Wine

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

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

Start your experience in the morning 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 in the early afternoon.

From San Gimignano: Chianti by E-Bike with Wine Tasting

8. From San Gimignano: Chianti by E-Bike with Wine Tasting

There is no better way than by bicycle to discover the beauty and richness of this part of Italy, sharing in the passion for cycling, art, food and wine. The tour takes place in Tuscany, more specifically, in the magnificent landscapes surrounding Siena. There are, in fact, the most beautiful areas and also the most suitable for a cycling trip through Tuscany. From the seat of your electric bike, you will discover how Tuscany life flow slowly yet incessantly, creating a natural equilibrium among art, culture, and nature. Tuscany is paradise for a cycling tourist, who will be greeted by gently rolling hills embellished with winding dirt roads, curving pathways, vineyards, and shaded country roads. All of these splendors are framed by a surprisingly varied landscape where you will be able to discover abbeys, rural churches and castles. The landscape is characterized by the deep red earth, and alternates between fields of sunflowers and vineyards, and is punctuated by ancient castles and medieval hamlets. Many panoramic views allow you to see all the way to San Gimignano, overlooking forests of beautiful Italian oak and corbezzoli. The tour is crowned with a visit to the splendid medieval for tress of Monteriggioni. 

San Gimignano: Vernaccia Wine Tasting Experience

9. San Gimignano: Vernaccia Wine Tasting Experience

Sample some of the winemaking excellence of the San Gimignano territory. Go on a wine tasting of Vernaccia di San Gimignano DOCG d'annata wines. Benefit from the presence of professional sommeliers and connoisseurs of the evolution of this wine-producing area, its wines, and the people who produce them. Be comfortably seated and safely distanced in the wine tasting room. Enjoy a sensory wine tasting of the Vernaccia di San Gimignano DOCG reserve. Sample a white wine that will amaze you both with its taste and its story. Continue to a wine tasting of the San Gimignano DOC red wine. Treat your taste buds to this fascinating wine from the territory. Enjoy a pairing of savory foods produced in the region.

San Gimignano: Private Chianti Hills Tuk-Tuk Tour

10. 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.

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Siena

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What people are saying about San Gimignano

Overall rating

4.5 / 5

based on 10 reviews

Stefono was an amazing tour guide: great knowledge of the area, just the right amount of wit, and he cared about us having a good experience! We also had a local guide in Sienna, who was amazing in her own right. The lunch was absolutely delicious with a variety of wines, good food, and a great view! The whole day was a whirlwind and left you ready for a nap on the drive back to Florence, but it was a fantastic experience well worth the price!

I got really excited! It was a beautiful sunny day in Tuscany. Not only the leaning tower, there is so much to discover and I was very surprised by Saint Gimigagno!

Alex was such an amazing tour guide. He was friendly and really made the experience the best of tuscany. the tour was beautiful and so informative

Everything was perfect, really enjoyed the tour. Beautiful Sienna I hope to be able to visit it again

Great day out. Really knowledgeable and engaging tour guide