Add dates
San Gimignano

Tours

Our most recommended San Gimignano Tours

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

San Gimignano: Wine Tasting and Outdoor Lunch in a Vineyard

3. 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

4. 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, a 30-year-old balsamic vinegar, and truffle extra virgin olive oil. Learn how to recognize the different flavors and 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. 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 ice-cream 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.

San Gimignano: Private Organic Winery Tour & Tasting

5. San Gimignano: Private Organic Winery Tour & Tasting

Enjoy a 1.5-hour visit to Podere la Marronaia, a small family-run farm in San Gimignano, dedicated to the cultivation of grapes and olives and production of organic wines and extra virgin olive oils. In 2016, the fields were converted to the more sustainable form of biodynamic agriculture. The purpose was to produce wines and extra virgin olive oil using authentically grown Tuscan grapes and olives. Take a short walk from central San Gimignano to Sosta Alle Colonne, the cellar and the tasting venue. Your visit will not be just a wine tasting, but an introduction to the world of Tuscan wines. Experience the family's passion for the land and its products.

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

6. 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 Siena: San Gimignano, Montalcino & Wine Tasting

7. 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.

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 San Gimignano: Chianti by E-Bike with Wine Tasting

9. 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. 

Florence: San Gimignano & Volterra Day Trip with Food & Wine

10. Florence: San Gimignano & Volterra Day Trip with Food & Wine

See the Tuscan gems of San Gimignano and Volterra on a day trip from Florence. Admire the fascinating Tuscan landscape with its rolling hills on the way. Top off your trip with a stop at a scenic winery to enjoy the sunset. Meet your guide in Florence and hop on a comfortable minivan to reach San Gimignano. Get a brief introduction about the city's history and its countless towers. Savor a delicious wine tasting session with light snacks. Stop at a popular gelato shop, winner of the world gelato championship, and order some for yourself from this master ice cream maker. After a guided walking tour, enjoy some free time to shop around the boutiques of the city center. Visit a local winery for a mouth-watering lunch in a unique venue offering spectacular views. Then, proceed to Volterra to enjoy another guided walking tour. Visit local monuments and iconic attractions. Have the chance to see a Tuscan jewelry store and an Etruscan museum. On your way back to Florence, stop at another winery to enjoy the sunset over another wine tasting.

Other Sightseeing Options in San Gimignano

Want to discover all there is to do in San Gimignano? Click here for a full list.

What people are saying about San Gimignano

Overall rating

4.8 / 5

based on 2,790 reviews

Our tour guide Sara was lovely and very knowledgeable about the history of Tuscany. Bravo Sara thank you to our patient driver Gaspare. The tour was jam-packed but we got to visit Siena, San Gimignano and Pisa, ss well as a winery. It was hot and exhausting, but a fun day!! Wear comfortable shoes because you will be walking a lot!!

Very nice tour to the main sites of the beautiful Tuscany. Both Siena, the wine tasting, and Pisa was great. It was a very professional setup Both the driver and the guide was doing excellent jobs. Be aware that due to large scope the it is a full day tour with fairly short time per location.

I usually do not purchase tours and hesitated to do so. However, this tour was amazing! It was well worth it and we got to see places we would have not seen otherwise. The timing at each places were great and the lunch experience was so much fun.

Guides were very knowledgeable and helpful. Really enjoyed the free time with recommendations of places to go. The lunch at the vineyard was really good and I felt it was worth the money!

Fantastic tour guide, lovely food and amazing scenery.