Things to do in
San Gimignano

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Our most recommended things to do in San Gimignano

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.

From Florence: Tuscany Wine Tasting Full-Day Trip

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

Join this fun day-trip made for 18 to 35-year-old travelers to the Chianti countryside by van, and discover why the area is famous for its scenery as well as its wine. 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, your first stop, where you will taste 4 different type of wines, including the famous Chianti Classico D.O.C.G. and a Super Tuscan wine, a 30 year-old balsamic vinegar, and the delicious truffle extra virgin olive oil. Here, learn how to recognize the different flavors and develop your taste buds together with a wine passionate producer. Next, drive to your second stop, a local winery located in a stunning area well-known for the production of the D.O.C.G. Vernaccia white wine and facing the famous towers of San Gimignano. Let the winemakers guide you through the vineyards and the cellars and they will share the secrets of the wine and oil production as well as the best wine and food combinations. 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.

S. Gimignano, Siena, Chianti: Escorted Tour, Lunch & Tasting

3. S. Gimignano, Siena, Chianti: Escorted Tour, Lunch & 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, stop at the charming historical hamlet of Monteriggioni, an amazing small medieval village enclosed by its famous walls, which remained standing to this day. Enjoy some free time to visit this place. Afterwards, you will cross the gently Chianti rolling hills, arrive at a small and typical winery. Taste 4 fantastic wines, then sample balsamic vinegar and other locally produced zero food miles products, to end this memorable experience in the heart of Tuscany. 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.

From Florence: Siena, San Gimignano & Monteriggioni Tour

4. From Florence: Siena, San Gimignano & Monteriggioni Tour

Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT Coach. Arrive at San Gimignano, a medieval town declared a World Heritage Site by UNESCO. Take time to wind your way through the narrow streets and admire the landscape. Make the second stop at Siena. Explore the Piazza del Campo, famous for the Palio Horse Race and for its splendid examples of Gothic civic architecture. You can also visit the magnificent Palazzo Pubblico. Finally, visit Monteriggioni and its intact medieval city walls. Then, head to the Chianti area and enjoy postcard-perfect landscapes. Conclude your day at a famous wine estate and taste fine Chianti red wine along with homemade snacks.

San Gimignano:Tuscany Truffle Hunting with Wine and Lunch

5. 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: Siena, San Gimignano, & Monteriggioni Day Tour

6. Florence: Siena, San Gimignano, & Monteriggioni Day Tour

Explore the heart of beautiful Tuscany on a full-day tour of the towns of San Gimignano and Siena, then discover the bucolic wine region of Chianti. Depart from Florence by an air-conditioned bus to your first stop, the UNESCO World Heritage Site of San Gimignano. Discover one of the most splendid examples of an Italian medieval town. Distinguished by its famous towering skyline, San Gimignano stands along the Via Francigena on the hills of the Upper Val D’Elsa. Get acquainted with the Tuscan environment with the town’s Vernaccia di San Gimignano wine, saffron, and Santa Fina pottery. Enjoy some free time to stroll through the town on your own and see its beautiful squares, architecture, churches, and side streets. Afterward, head out to a unique location in the Chianti countryside to enjoy a wine tasting. Once you hop off the bus, be guided around a splendid winery. Get introduced to the estate's fascinating history and background. Head inside the cellars to learn the secrets of Chianti winemaking together with the local host. Then enjoy a delicious wine tasting of Chianti Classico. Continue to Siena for a guided tour of its enchanting architectural styles, including the Cathedral (exterior only) and Palazzo Comunale (Municipal Building, exterior only) in Piazza del Campo. The famous shell-shaped square provides the stage for the thrilling Palio horse race, run twice every summer.

San Gimignano: Torre Grossa and Duomo Tickets

7. San Gimignano: Torre Grossa and Duomo Tickets

Enjoy this combined ticket and visit the best museums and churches in San Gimignano with an audio guide. See the Cathedral of San Gimignano, which is without a doubt one of the city's most important monuments, and climb up the Torre Grossa, San Gimignano's tallest medieval tower. See the splendid frescoes inside San Gimignano Cathedral, a real feast for the eyes. Look out for the famous Creation of Adam and Eve and Noah's arc, and listen as your audio guide explain the meaning behind the beautiful works on display. Discover the iconic 13th-century Palazzo Comunale. Walk around the Sala di Dante, which once hosted the poet Dante Alighieri. Admire the civic painting gallery, which holds masterpieces from the Sienese and Florentine schools.  Climb the 218 steps of the palazzo's 54m Torre Grossa for a spectacular view over the town and surrounding countryside. Walk around, listen to the history, and explore these impressive buildings at your own leisure. This ticket also includes a visit to the Romanesque church of St. Lorenzo in Ponte, Archaeological and Museum Contemporary Art Gallery.

San Gimignano: Private Organic Winery Tour & Tasting

8. 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 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, a UNESCO World Natural and Cultural Heritage Site. 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.

Siena, San Gimignano and Chianti with Wine Tasting and Lunch

10. Siena, San Gimignano and Chianti with Wine Tasting and Lunch

Along the way that will lead you to Siena, stop at San Gimignano, a small and world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here you will be led until the heart of the historical center, where you have free time at disposal for its fascinating discovery. Following San Gimignano,  stop at the charming historical hamlet of Monteriggioni, an amazing medieval village enclosed by its famous walls, which have remained standing to this day. Enjoy some free time to visit this village. Then, crossing the gently Chianti rolling hills, arrive at a small and typical winery where you will taste 4 fantastic wines and sample balsamic vinegar and locally produced delicacies. Upon arrival in Siena, after free time for lunch, meet your local guide. Take a comprehensive guided tour of the historic center, starting from its most beautiful square, Piazza del Campo. Walk along the narrow medieval streets of the city, flanked by splendid palaces and historic shops, until you reach the Museum and Oratory of a Contrada (when open), where you can experience the atmosphere of the authentic and most intimate soul of the town. The “Contrade” (districts into which the city is divided) are the real core of local social life, where inhabitants of each district compete with each other, as they devote themselves to the preparation of the famous Palio horse-race. The Museum of a ”Contrada”, as well as its Oratory, is therefore the heart of the district. It is an intimate and secret place containing historical documents and wonderful relics of the famous Palio, as well as magnificent works of art which are normally not disclosed to the public. If you wish, your tour can include a guided visit inside the famous Siena Cathedral, built in the 12th century, to discover the beauty of its treasures and works of art.

Frequently asked questions about San Gimignano

Planning Your Visit

  • How to get around San Gimignano?

    The small city of San Gimignano is absolutely best traversed on foot. You can also take the electric shuttle bus or a taxi. Getting into the city from other parts of Tuscany is best done by bus.

  • What to eat in San Gimignano?

    While you're staying in San Gimignano we recommend sampling Italian pasta. Twirl your tongue around some tagliatelli or bite into some cheesy ravioli. For dessert, enjoy heaps of different flavors of gelato from a local gelateria.

Good to know

  • Language
    Italian
  • Currency
    Euro (€)
  • Time Zone
    UTC (+02:00)
  • Country Code
    +39
  • Best time to visit
    The best time to visit San Gimignano is when the weather is pleasant, which is from May to October. You'll find the warmest temperatures in July and August, as well as peak time for tourists.

Other Sightseeing Options in San Gimignano

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What people are saying about San Gimignano

Overall rating

4.5 / 5

based on 7,395 reviews

There was only so much time in a day but did this tour pack it in...best so worth it! We were not going to have the opportunity to drive ourselves to Tuscany, Pisa or Sienna thus this tour had all the fantastic spots in one. It was a long day but the bus was comfortable. We did do a lot of walking still to get from bus depot area to attractions so you do need to be prepared. We didn't get a large amount of time at Pisa, San Gimignano or Sienna...about 45-1hr due to walking to get to the sites themselves. Again our focus was to see as much as possible so if you desire more time this may not be the tour for you. We had a great day beautiful places and views that were just picture perfect.

Great day with free lunch at the middle of Tuscany farm with excelent appetizer and quality of food. Great italian product and a good tourist guide. This is our 4rrh time for get your guide and its always worth. But not good for elderly person because of time. The trip was confortable and with nice abd goid driver. 12 hrs exsact. We arrive earlier but its fine. The meeting place was perfect for us, because we need to catch up the train after wards. Am sure that we will do it again on get tour guide. Thanks!

First of all Camilla, was the best. She did a wonderful job explaining each location we visited. The view from the winery/farm was breathtaking. The wines we tasted were excellent and the food was delicious. It was all very well organized . Fellow tourist all followed timing guidelines so that made for a better tour. In my opinion Pisa could have been left off this trip for another winery visit.

Great activity that allows you to get to know 4 places in the same day. San Gimigniano is magical and the wine tasting is a lot of fun. I highly recommend it.

Constantino is very good and interested in everybody