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San Gimignano

Culinary & nightlife

Our most recommended San Gimignano Culinary & Nightlife

From Florence: Tuscany Day Trip with Optional Lunch and Wine

1. From Florence: Tuscany Day Trip with Optional Lunch and Wine

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.

San Gimignano: Tuscany Truffle Hunting with Wine and Lunch

2. San Gimignano: Tuscany Truffle Hunting with Wine and Lunch

Have you ever wanted to try your hand at authentic truffle hunting with the help of beautiful dogs? Then this is an experience not to be missed. After meeting your professional guide, have a lesson to learn all about how to recognise and search for truffles, with the help of an English-speaking translator.  After building up your confidence with your lesson, set off on a truffle hunt with beautiful dogs, searching through stunning oak forests. Following an exciting truffle hunt, sit back, relax and savor a delicious lunch made with Tuscan products. Sample some of the winery's finest wines to complete your experience.  LUNCH MENU: Appetizers: Tuscan salami and cheeses, Bruschetta (Bread with Olive Oil), and snack. First Course: Truffle lasagna with meat sauce; Second Course: Roasted meat with potatoes and vegetables; Dessert: Cantuccini with Dessert Wine;                                                                                                          WINES AVAILABLE FOR TASTING: 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 Extra Virgin Olive Oil Cold Pressing White Truffle flavoured Olive Oil Pepper Hot Olive Oil Balsamic Old Vinegar selected

Florence: Gimignano, Siena, Chianti Tour, Lunch & Tasting

3. Florence: Gimignano, Siena, Chianti Tour, Lunch & Tasting

Discover Tuscany on a guided day tour from Florence to the medieval cities of Siena, San Gimignano, and Monteriggioni. Enjoy views of rolling hills and vineyards, with a stop at a Chianti winery for a traditional Tuscan lunch and wine tasting. First arrive in San Gimignano, a tiny medieval town that has remained intact through the centuries. Sitting upon a hilltop, it is famous for its numerous towers, frescoes, and other art treasures. Enjoy more free time to discover this fascinating city on your own. Next, visit the charming historical hamlet of Monteriggioni, a medieval village enclosed by its famous walls, which remained standing to this day. Afterward, you will cross the Chianti rolling hills and then arrive at a small and typical winery. There, taste 4 wines, and sample balsamic vinegar and other locally produced products. Your final stop is in Siena, where you will have free time to walk along the narrow medieval streets, admiring the splendid palaces, the Cathedral, Libreria Piccolomini, and the famous shell-shaped Piazza del Campo.

San Gimignano: Wine Tasting and Outdoor Lunch in a Vineyard

4. San Gimignano: Wine Tasting and Outdoor Lunch in a Vineyard

If you're a fan of Tuscan wines and interested in learning more about the San Gimignano area, this is a truly unforgettable experience. In spring and summer, experience the magic of the Tuscan hills covered with vineyards, olive groves and woods. Surrounded by these breathtaking views, enjoy a lunch accompanied by the estate's wines. Weather permitting, you can even ask to have your lunch outdoors.  Sample lunch menu: Appetizers: Tuscan cheeses and salami, Bruschetta and snack. First Course: Truffle lasagna and Tuscan ribollita Second Course: Roasted meat with roasted potatoes Dessert: Cantuccini with dessert wine Extra Virgin Olive Oil Cold PressingWhite Truffle flavored Olive OilPepper Hot Olive OilBalsamic Old Vinegar Wines available for tasting: 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. Vin Beato - Dessert Wine

From Florence: Tuscany Wine Tasting Full-Day Trip

5. From Florence: Tuscany Wine Tasting Full-Day Trip

Join this fun day trip to the Chianti countryside by van. Visit two local wineries and taste their flavorful wines, as well as local produce samples. Walk through the streets of San Gimignano at your own pace, discovering this charming town first-hand. Head straight to a wine-tasting school to taste 4 different types of wines including the renowned black rooster Chianti Classico, Brunello of Montalcino, Super Tuscan wines, along with a 30-year-old balsamic vinegar, and truffle extra virgin olive oil. Develop your taste buds together with a wine producer. Move onto a local winery facing the famous towers of San Gimignano. Let the winemakers guide you through the vineyards and the cellars and share the secrets of wine and oil production. At this winery, take the opportunity to buy their local products and wine at a convenient cost to bring back home or to ship to friends and family. Enjoy the Vernaccia white wine and a Chianti Colli Senesi D.O.C.G. In the afternoon, enjoy visiting and spending time wandering through the narrow streets of San Gimignano at your own pace. Shop 'til you drop and enjoy gelato from the world-champion icecream making gelateria. Your departure from San Gimignano is at 3:45 PM with an estimated travel time of 1 hour and 10 minutes. You'll arrive back in Florence at about 5 PM.

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

6. 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.

San Gimignano: Vineyard Walk & Lunch with Wine Tasting

7. San Gimignano: Vineyard Walk & Lunch with Wine Tasting

Visit a new Spiral vineyard, capable of producing mixing aesthetics and tradition, which has become a new attraction in Italy. A harmonious succession of rows of vines arranged in a spiral circle in a spaced move from an island in the central stone as vantage point to enjoy this spectacle of nature.  Visit the estate with a guide with whom you will trace the historical roots to the current production line. During the visit of about 1.5-2 hours, you will have the opportunity to taste wines of the estate's production.  The visit is aimed at a broad audience of both wine lovers and people who wish to make a first wine culture experience. LUNCH MENU Appetizers: Tuscan cheeses and salami, Bruschetta and snack. First Course: Truffle lasagna and tuscan ribollita Second Course: Roast meat with roast potatoes Dessert: Cantuccini with dessert wine WINES 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 Extra Virgin Olive Oil Cold Pressing White Truffle flavored Olive Oil Pepper Hot Olive Oil Balsamic Old Vinegar selected

Chianti and San Gimignano Sunset Tour from Siena

8. Chianti and San Gimignano Sunset Tour from Siena

Explore the notable wine region of Chianti on a full-day sightseeing and wine tasting tour from Siena. Travel in a small group of no more than 8 people, and enjoy comfortable transfers by air-conditioned vehicle. Depart Siena in the early afternoon, and drive past the vineyards of the Chianti wine lands. See dense forests of oak wood and cypress trees, neat rows of vineyards, and landscapes shaped into works of art by the combined forces of nature and mankind. Go to a Chianti wine estate to tour the grounds and wine cellars. Learn the winemaking process before sitting down to a tasting of Chianti Classico wines and olive oil. Next, descend to the medieval fortress of Monteriggioni, and marvel at its intact ring of walls and turrets. Built in the 13th century, Monteriggioni was mentioned in Dante’s “Divine Comedy.” As the sun begins to set, travel to the legendary village of San Gimignano to enjoy the romantic town after the daytime crowds have departed. Admire the medieval towers at a leisurely pace, and enjoy some free time to visit the cathedral or Civic Museum. Shop for souvenirs in the many leather and hand painted pottery stores. Sample the local produce at food shops and wine bars. Depart San Gimignano for a Tuscan dinner at an organic farm in the countryside. Taste the wines of San Gimignano, such as the notable Chianti red, Vernaccia. Weather permitting, dinner will be served on a terrace overlooking the cultivated fields and skyline of San Gimignano. Watch the sunset as you dine, before your return transfer to Siena.

From Siena: San Gimignano, Montalcino & Wine Tasting

9. From Siena: San Gimignano, Montalcino & Wine Tasting

The first part of your full-day tour begins with a visit to the walled medieval town of San Gimignano, the City of Fine Towers. Armed with helpful information from your tour escort you’ll have free time to explore the town’s historical center and browse its artisan shops. San Gimignano is also the birthplace of Vernaccia, a white wine produced exclusively in the area. The wine is noted for its high quality and for being the first Italian DOCG wine. The tour continues on to Monteriggioni, the ancient crown-shaped fortress that appeared on Italy’s old 100-Lire currency. The 13th-century walls feature 14 towers that Dante likened to the giants in his Inferno. Afterwards, you’ll stop at a winery for a lunch of salami, cheese, and other local products, accompanied by a tasting of Chianti wines. Visit Val d’Orcia, another Tuscan jewel and a UNESCO World Heritage Site. Continue on to Montalcino, perched on a hill overlooking 1,500 hectares of Brunello vineyards that have contributed to the area’s international reputation. The final stop of the day will be a local wine cellar, where you’ll have a chance to taste the renowned Brunello of Montalcino, rated among the finest Italian DOCG wines. Sample other typical local products as well.

Florence: Chianti Villages, San Gimignano & Wine Roads

10. Florence: Chianti Villages, San Gimignano & Wine Roads

Journey into the heart of the Chianti region along the famous Chiantigiana Road and through a classic Tuscan landscape characterized by gently rolling hills, vineyards, silver olive groves and dotted with quaint villages. Near Greve in Chianti, enjoy a tour of a local winery with wine tasting. Here you have the opportunity to taste and buy organic extra virgin olive oil. En route, stops to get to know the area including the stunning UNESCO World Heritage Site of San Gimignano, famous for its 13 medieval towers which dominate the skyline. At the end of the visit to San Gimignano, enjoy a traditional Italian light lunch with a wine tasting, either in a wine estate or a typical restaurant producing organic wine. Throughout the day, you will travel in a comfortable car or minivan with an English-speaking driver. 

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What people are saying about San Gimignano

This was the perfect day trip to see Tuscany in a day (if that’s all the time you have). Our guide Manolo was amazing and so informative. He gave good recommendations and some history lessons throughout the day. He was always checking in with us and made sure we were having a good time! Thank you to him! If you can, opt for the farm lunch, it was lovely and a good opportunity to taste some wines from the region. Although it is a long day, you get plenty time to rest on the bus in between places. I would highly recommend this to anyone.

Sara our guide and Enrico our driver gave us a really good day out, very friendly, well organised and caring. The tour around Sienna was excellent with expert commentary from the local guide, with fascinating details of the Palio. The lunch near San Giminiano was excellent and the town very atmospheric. Pisa and the Leaning Tower finished the day well. Just the right amount and blend of commentary from Sara and very friendly manner, and faultless English. Chris & Clare from Prestwood, Bucks, England.

Excellent trip! Our guide Mano has good knowledge of the places we visited and is really helpful throughout the entire trip. Highly recommended!

Amezing experience. Well organized. Food could have been better for vegetarians. Elizabeth you are an amazing tour guide.

Fantastic experience - Stefano was an amazing guide who made every effort to have our trip be fun, easy and informative.