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 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. 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: Lunch or Dinner at a Winery with Wine Tasting

3. San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

Tenuta Torciano is just a few minutes away from the medieval village of San Gimignano, and enjoy a guided wine tasting woods and olive groves. Immerse yourself in the heart of the Chianti region and taste a delicious meal. Your wine expert will immerse you in the world of the wine. Then move to one of the beautiful tasting rooms and a typical lunch or dinner will be served along with local wine and olive oil tasting. Your expert local sommelier will guide you on a tour of Tuscany’s diverse wine producing regions, showcasing wines. Expect to leave with a deeper understanding of Italian wines and an educated palate.

From Florence: Tuscany Day Trip with Lunch at Chianti winery

4. 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.

Private Guided Tour in San Gimignano

5. Private Guided Tour in San Gimignano

Enjoy a 2-hour walking tour and discover the unique histories of noble families that lived once in San Gimignano. At Cistern Piazza, you can taste a famous ice cream that has won many prizes. At the Piazza Duomo square, you will admire the Public Palace and the wonderful Cathedral. If you choose to visit the palace, you will explore the Civic Museum and the highest tower in the town, from where you can take wonderful pictures of the surrounding landscapes. If you prefer to enter the Cathedral, you will be able to admire well-preserved frescoes. Witness panoramic views from the Montestaffoli Fortress where the Vernaccia Museum is also situated. DOCG white wine is produced in this area. The guide will suggest that you have a toast in a wine shop (at a little extra cost).

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 and Siena Full-Day Tour

7. From Florence: San Gimignano and Siena Full-Day Tour

Start your tour from Florence with pick-up from Piazzale Montelungo, and transfer to San Gimignano & Siena. Our transport service leaves from Florence at 9:10 a.m., then you can choose how to spend your time to visit San Gimignano & Siena. Our bus will pick-up our passenger from the first stop in Piazzale Montelungo and then it will reach San Gimignano & Siena as per scheduled timing. Firenze - Piazzale Montelungo: 9:10 a.m. San Gimignano - Bivio Volterra: 10:10 a.m. The bus will then leave you in San Gimignano, so that you can explore the city freely. After the morning visit, you will pick-up the bus to go in Siena. From San Gimignano to Siena: San Gimignano - Bivio Volterra 1:00 p.m. Afterwards, the travelers will be picked up to return to Florence: From Siena to Florence: Siena - Via Vittorio Veneto 5:00 p.m. For any information or emergency call the number +39 3499851222

San Gimignano: Vineyard and Cellar Tour with Wine Tasting

8. San Gimignano: Vineyard and Cellar Tour with Wine Tasting

Begin your wine tasting experience with a tour around the vineyards that surround the winery. While touring the vineyard, learn about the agronomic phases of the vineyard. Once you have toured the vineyard, you'll visit the wine cellar, where you’ll learn about the vinification process and aging techniques. Move into the tasting room, where you’ll get a chance to learn about wine and food pairing before starting your wine tasting. The wine tasting will include all the wines in the vineyard production. The wine tasting will be paired with local cured meats, cheese, and olive oil. Taste a variety of wines including, Vermentino IGT, Vernaccia di San Gimignano DOCG, Vernaccia di San Gimignano Riserva DOCG, Chianti DOCG, Chianti Riserva DOCG, Japigo, IGT Supertuscan, and Vin Ssanto del Chianti DOC.

San Gimignano: Truffle Hunting with Lunch & Wine Tasting

9. 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. 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. Taste renowned local wines and learn about the wines and local industry from the local sommelier.

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

10. 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. 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. Sample Menu  - Appetizer: cold cuts ( prosciutto, finocchiona, salami ) bruschetta olive oil and truffle oil pecorino cheese with balsamic vinegar and green salad - Main Course:  penne with meat ragout and parmesan cheese - Dessert: homemade tart with jam and vinsanto

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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