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Things to do in San Gimignano

Our most recommended things to do in San Gimignano

From Florence: Day Trip Pisa, Siena & San Gimignano w/Lunch

1. From Florence: Day Trip Pisa, Siena & San Gimignano w/Lunch

Experience the wonders of Tuscany on one memorable day. Leave Florence for a 12-hour excursion and see the beautiful landscapes, architecture, and artworks of the region. Treat yourself to some local cuisine, and opt for a guided tour in your preferred language to learn even more about the historic area. Begin with the visit at Piazza del Campo, where the Palio di Siena horse race is run, and Piazza del Duomo, where you will see the exterior of the magnificent cathedral. After some free time in Siena you'll have lunch in a typical Tuscan winery. Then go ahead to the vineyard, where you can enjoy some local wine and visit San Gimignano, a UNESCO-listed medieval town. Continue to Pisa and to visit its stunning Piazza dei Miracoli. Admire the Baptistery, the cathedral, and, of course, the famous leaning tower.

From Florence: Tuscany Day Trip with Optional Lunch and Wine

2. 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.

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

3. 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.

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

4. 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.

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

5. 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.

From Florence: Siena, San Gimignano and Chianti Wine Tasting

6. From Florence: Siena, San Gimignano and Chianti Wine Tasting

On this tour, enjoy a wonderful day in the Tuscan countryside, admiring the most gorgeous corners of Siena, San Gimignano, and the Chianti area, while discovering the unique flavor of local wines. Departing from Florence, the tour will start in Monteriggioni, known worldwide for its wine and charming countryside. Woods alternate with olive groves and vineyards in a landscape dotted with Romanesque churches, farmhouses, villas, and castles. You’ll continue to Siena, where a local expert guide will lead you through the city's steep medieval streets, where you can admire the splendid palaces until you reach the Cathedral, Palazzo Comunale, and Piazza del Campo, where the Palio race takes place every year. You will then have free time for lunch and shopping. Continue to San Gimignano, one of the most fascinating examples of medieval towns, declared a World Heritage Site by UNESCO. The guide will lead you into the heart of the village and you will have free time to discover the beautiful squares, buildings, churches, and alleyways, as well as to shop.  Finally, you will stop at a farmhouse in Chianti where you will taste some of the best Tuscan wines, together with a little snack.

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

7. 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.

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

8. 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 and Volterra: Day Tour from Siena

9. 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. Recently 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.

San Gimignano: Romantic Vineyard Dinner Experience

10. San Gimignano: Romantic Vineyard Dinner Experience

Take part in a unique, private dining experience, a must for fans of Tuscan wines and those interested in learning more about the area and various Tuscan places. In spring and summer, you will be surrounded by the magic of the Tuscan hills, and breathtaking views of landscapes covered with vineyards, olive groves, and woods. There, enjoy dinner accompanied by the estate's wines that distinguish them from other wineries.  The package includes: Dinner in the vine rows of the vineyard with Tuscan products: 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 Tour and Tasting of wines including our current release and our vintage reserve library. 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

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What people are saying about San Gimignano

Overall rating

4.5 / 5

based on 11,454 reviews

The whole trip was a dream, the guides where very accommodating and even when I was late due to transport issues, they were kind enough to wait for me. I loved the whole itinerary and the information provided was very insightful and useful, I loved it all from start to finish.

The tour guide was great. Very informative and you could tell he loved his job. Lunch at the winery was delicious, and wine was excellent. Great tour would definitely recommend.

Great day out. Our host Angela was brilliant. Nando the driver was fantastic. We also had a great local guide in Siena called Donatella. Definitely recommend.

Great trip. Amazing places. Alessandro was great and explain everything. and the wines were superb

It was a relaxed day trip. I am glad to have booked it.