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 choose a guided tour in your language to learn even more about the historic area. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza. Begin with Pisa and visit its stunning Piazza dei Miracoli. Admire the Baptistery, the Cathedral of Santa Maria Assunta, and, of course, the famous Leaning Tower of Pisa. After your free time in Pisa, head to a typical Tuscan winery in the Chianti Area and enjoy a delicious lunch with some local wine. Explore the city of Siena and visit to 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. Enjoy your last stop in San Gimignano, a UNESCO medieval town, world-known for its Vernaccia di San Gimignano. The system of towers of San Gimignano tells the glories of the powerful families. Between saffron fields and typical indigenous vineyards, the city knows how to offer postcard views.

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

2. 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. Add Leaning Tower tickets to your experience. 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

3. 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.

Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

4. Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

Spend the day discovering many of the main highlights of the Tuscan countryside on this guided tour with a traditional Italian lunch included. Make your way through the rolling hills as you discover the charm of Pisa, San Gimignano, and Siena. Your first stop will be Pisa and the Square of Miracles. See the cathedral, baptistery, and, of course, the famous Leaning Tower. The Leaning Tower is almost 56 meters tall, about 183 feet, and leans at about 4 degrees, making it one of the most famous and iconic buildings in the world.  From Pisa, drive past hilltop hamlets scattered across some of the most beautiful and enchanting areas of the countryside. Arrive at San Gimignano where a traditional Tuscan lunch with wine tasting will be served, if the option is selected. Continue to the preserved medieval village of San Gimignano, a UNESCO World Heritage site often nicknamed the “Manhattan of the Middle Ages” because of its famous tall, narrow towers. Explore the town center and the charming craftsmen shops along the cobbled stone streets and small squares. End the tour in Siena, a hilltop town rich in art and traditions. Stroll the pedestrian historical center and visit the beautiful local cathedral. Take a guided walking tour along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo.

Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

5. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

Embark on a scenic guided tour from Florence to the charming Tuscan towns of San Gimignano, Monteriggioni, and Siena, listed as UNESCO World Heritage Sites. Stroll around the historic villages and enjoy a delicious Chianti Hills wine and balsamic vinegar tasting. Upgrade your experience with tickets to Siena Cathedral. Start at San Gimignano, the world-famous walled town located on a hilltop, which has remained intact through the centuries and is known for its tall towers, frescoes, and many other works of art. Take around 2 hours of free time to explore the city center. Visit the historical walled hamlet of Monteriggioni. Cross Chianti’s rolling hills to a cozy winery where you can relax and enjoy three wines and balsamic vinegar, followed by a Chianti-style three-course lunch. Enjoy a guided tour of Siena’s historic center (if selected in the option), starting with the 13th-century Basilica of San Domenico. Stroll along the narrow medieval streets of the city, flanked by splendid palaces and historic shops. Pass through the Piazza del Campo and visit the cathedral, if you select the option.  Take some free time in Siena before returning to Florence. The order of the visit may change.

From Florence: Siena, San Gimignano & Monteriggioni Tour

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

Experience the charm of Tuscany on a day trip to Siena, San Gimignano, and Monteriggioni from Florence. Try a variety of Chianti wines paired with snacks and admire the picturesque Tuscan hills.  Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT bus. The first stop is at Monteriggioni, a medieval hilltop town that is famous for its intact medieval city walls. After some free time, head to the world famous Siena. Explore the Piazza del Campo, that is known for the Palio Horse Race and for its splendid examples of Gothic civic architecture. Have time to visit the magnificent Palazzo Pubblico.  Arrive in 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 lush landscape. Finally, 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.

From Florence: San Gimignano, Siena, and Chianti Wine Tour

7. From Florence: San Gimignano, Siena, and Chianti Wine Tour

Explore the heart of beautiful Tuscany on a full-day tour of the towns of San Gimignano, Siena and Colle Alta, then discover the bucolic wine region of Chianti. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza. Depart from Florence by an air-conditioned bus to your first stop, the UNESCO World Heritage Site of San Gimignano. Discover Siena, the city of Palio horse-race and its enchanting architectural styles, including the Cathedral in Piazza del Duomo and Palazzo Comunale (Municipal Building) in Piazza del Campo. Piazza del Campo is famous shell-shaped square provides the stage for the thrilling Palio horse race, run twice every summer. 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. Once the winery stop is over, explore the historic centre of Colle Alta, located in the upper part of Colle Val d'Elsa, the City of Cristal. Take your time to visit the Church of Santa Caterina and the Castle od Piticciano, main attractions of the medieval city center. Pass by the former Conservatorio di San Pietro, a project of the world-famous architect of Florence Giorgio Vasari. Last but not least, enjoy one of the most splendid examples of an Italian medieval town, San Gimignano. 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. Take your free time to stroll through the town on your own and see its beautiful squares, architecture, churches, and side streets.

From Florence: Chianti & San Gimignano Tour with 2 Tastings

8. From Florence: Chianti & San Gimignano Tour with 2 Tastings

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 PMn approx with an estimated travel time of 1 hour. You'll arrive back in Florence at about 5 PM.

Florence: Siena, San Gimignano and Chianti Small Group Tour

9. Florence: Siena, San Gimignano and Chianti Small Group Tour

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 Florence: Tuscany Highlights Full-Day Tour

10. From Florence: Tuscany Highlights Full-Day Tour

See all the treasures Tuscany has to offer with stops at Pisa, San Gimignano, and Siena. Tour the scenic Chianti countryside and enjoy a Tuscan lunch served with local wines. Take in the panoramic views of the Chianti countryside, before stopping in Siena. Here, a specialist guide joins the group and leads the walk around the most important squares to the Cathedral. Finish your tour with a coffee and visit the local shops. After lunch, explore one of the most famous medieval hilltop villages in Italy, San Gimignano, and discover the maze of cobbled streets, small squares, and many local artisan shops. Your day will end with some free time in Pisa and admire the stunning Cathedral, the Baptistery, the Monumental Cemetery, and the celebrated Leaning Tower. Continue to a wine estate or restaurant in the foothills of San Gimignano and enjoy a typical Tuscan lunch with wine tasting.

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Frequently asked questions about San Gimignano

What top attractions are a must-see in San Gimignano?

What are the best day trips and excursions from San Gimignano?

The best day trips and excursions from San Gimignano are:

Siena

Other Sightseeing Options in San Gimignano

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What people are saying about San Gimignano

Overall rating

4.5
(11,658 reviews)

Our day to Tuscany started well with very enthusiastic hosts (Aaron and Alexandra). The trip you Tuscany was amazing! Our tour guide was patient, had a lot of sense of humor and also very knowledgeable about Florence history. Myself and my family enjoyed a pleasant stop at St Gimignano and had lunch and wine tasting. I would recommend it!

A nice tour through the sights of Tuscany easily by bus. The guides were nice and made sure that everyone stayed involved. We had a basic tour without lunch or tours and it was nice to have our own time just to visit the places to visit.

We really enjoyed the trip. Everything was well planned and Vanessa, our guide, provided clear information about meeting times and places, as well as interesting comments about the places we visited.

Everything about this trip was amazing!! Mano and Roberto were the best guide and driver. Well worth the money!!

Venessa was a great tour guide. Thanks for a wonderful day.