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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 choose a guided tour in your language to learn even more about the historic area. Begin with the 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. After some free time in Siena, have lunch in a typical Tuscan winery, then enjoy some local wine. Visit 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. Continue to 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.

From Florence: Tuscany Day Trip with Lunch at Chianti winery

2. 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.

San Gimignano: Romantic Vineyard Lunch

3. San Gimignano: Romantic Vineyard Lunch

Relax while enjoying Lunch at a vineyard. Activate your senses, soaking up the air, colors, flavors, and smells of the countryside. Join a unique experience designed to give you the best of what the Chianti region has to offer. Discover its history, landscapes, wine, and culinary traditions. Enjoy Lunch in a cozy atmosphere surrounded by nature. Taste Tuscan cold cuts and cheeses, lasagna with meat ragù or ribollita soup, roasted meat with fresh seasonal vegetables from the garden, and cantuccini biscuits with dessert wine. Taste the famous Vernaccia white wine, Chianti Classico, Brunello di Montalcino, and many other renowned Tuscan wines along with some extra virgin olive oil. The vineyard's wine expert will guide you through the tasting and share the secrets of the wine and oil production with you.

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

4. 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.

San Gimignano: Truffle Hunting with Lunch & Wine Tasting

5. San Gimignano: Truffle Hunting with Lunch & Wine Tasting

Participate in a unique local Tuscan tradition with this guided truffle hunt followed by lunch and a wine and olive oil tasting. Follow the powerful noses of hunting dogs and learn how to discover precious truffles. Tour the Tenuta Torciano Winery before settling in for a tasting of local wines. Start with a tour of the Tenuta Torciano Winery before getting a brief lesson on truffle hunting. Follow the trained dogs through the forest where precious black and white truffles are found. Learn to identify the different species of trees and the ideal habitat for truffle growth. Take a break in one of the winery’s tasting rooms for lunch and a tasting of local wine and olive oil. For lunch, dig into Tuscan cheeses and cold cuts, bruschetta, tagliolini with truffle and truffle lasagna, roasted meat with a vegetable side dish, and cantuccini cookies for dessert. Taste renowned local wines like Vernaccia di San Gimignano, Chianti Classico, Brunello di Montalcino, and more. Learn about the wines and local industry from the local sommelier.

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 San Gimignano: Horseback Riding in Tuscany

7. From San Gimignano: Horseback Riding in Tuscany

Soak-up the atmosphere of the old riding school situated in a tranquil and peaceful area nestled between the rolling hills of the Tuscan countryside. The horses will be there waiting for you. Don’t worry if you haven’t ridden a horse before, the experienced school staff will make sure you feel confident before the ride commences. They will help you to become familiar with the horse, showing you all the necessary techniques to ride. You will ride through lush vineyards, native woods, olive groves and rolling hills for a collection of breathtaking and unforgettable views.

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

8. Florence: S. Gimignano, Siena, Chianti Lunch & Wine Tour

Embark on a scenic guided tour from Florence to the charming Tuscan towns of San Gimignano, Monteriggioni, and Siena. 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.

Ulignano: Tuscany Horseback Riding Tour with Winery Lunch

9. Ulignano: Tuscany Horseback Riding Tour with Winery Lunch

Saddle up and get ready to explore the trails and byways of Tuscany on a horseback tour from Ulignano. Admire the surrounding vineyards and olive groves at a relaxed pace, then enjoy a traditional lunch in a local winery, paired with delicious wines. Once arrived, our guide will match you with a horse that fits your level and needs. The horses are very reliable and also persons without riding experience can partecipate on this tour. We ride through lush vineyards, native woods, olive groves and rolling hills to offer you a collection of breathtaking and unforgettable views. Find the right rhythm and get in harmony with your horse, immerse yourself in the fresh and clean air of the countryside and walk along the newly cultivated fields among patches of sunflowers. After the ride, we will stop in Tenuta Torciano winery to enjoy an authentic Tuscan lunch with typical appetizers (bruschetta, pecorino cheese, cold cuts), lasagna with meat ragù, roasted meat and cantuccini biscuits as dessert. All this will be nicely combined to a great wine tasting class in which you will have the pleasure to taste wines of local production: Vernaccia di San Gimignano, Chianti, Chianti Classico and many other Super Tuscans. You will have the chance to take amazing pictures of the magnificent landscape offered by the Chianti region. And after the tasting if you like you will have the opportunity to buy or ship home. Lunch includes: • Appetizers: Tuscan cheeses and cold cuts, bruschetta • First course: lasagna with meat ragù or ribollita Tuscan soup • Second course: roasted meat with vegetable side dish • Dessert: cantuccini biscuits with dessert wine

Tuscany: Siena, San Gimignano, Chianti, and Pisa Day Tour

10. Tuscany: Siena, San Gimignano, Chianti, and Pisa Day Tour

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 a family-run wine farm where a traditional Tuscan lunch and 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.

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What people are saying about San Gimignano

Overall rating

4.5 / 5

based on 11,658 reviews

Had tour leader Martha and driver Boris. Long day trip but very interesting and good scenery. Tour leader was very friendly and knowledgeable. Leaves from Florence and visits Siena (free time), Chianti for lunch at winery, San Gimignano (free time) and Pisa (free time). There is a fair amount of walking on this tour and you are given free time. The tour leader is a leader and not a guide so you do not get guided tours by them at each location. Can pay for 1 hour walking tour in Siena at extra cost. We had sufficient free time at each location however we would have liked a little bit more free time in San Gimignano. Good value especially as 3 course lunch with wine is supplied.

A really lovely way to spend the day, and by far the most efficient way of getting around Tuscany without feeling rushed. The driver Massimo was excellent, very knowledgeable and very friendly.

I got really excited! It was a beautiful sunny day in Tuscany. Not only the leaning tower, there is so much to discover and I was very surprised by Saint Gimigagno!

Everything was perfect, really enjoyed the tour. Beautiful Sienna I hope to be able to visit it again

Great day out. Really knowledgeable and engaging tour guide