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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.

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.

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.

San Gimignano: Truffle Hunting with Lunch & Wine Tasting

4. 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: Tuscany Wine Tasting Full-Day Trip

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

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 PM with an estimated travel time of 1 hour and 10 minutes. You'll arrive back in Florence at about 5 PM.

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

6. 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.

from Florence: All inclusive Tuscany Vespa Tour in Chianti

7. from Florence: All inclusive Tuscany Vespa Tour in Chianti

The day starts with pickup from central Florence (see meeting point section) where the group will be taken in an air-conditioned van/coach to the Chianti region. Upon arrival, a local English-speaking guide will share some information on the region before giving a brief safety demonstration and assigning the Vespas.   Start the Vespa ride on the quiet and scenic roads through the rolling hills of the Chianti region where some of the most famous Tuscan wines are produced and fall in love with the fields of vines, cypresses, and Tuscan rural houses. Admirea the skylines of the incredible Medieval villages like Sna Gimignano and listen to the legendary stories that these places hold from your local guide When hunger strikes, the group gathers back together at a local winery to share an authentic Tuscan meal combined with a light wine and olive oil tasting.   After a day full of sightseeing, the group returns to Florence at approximately 5:00 PM.

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

8. 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: Horseback Riding in Tuscany

9. 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.

From Florence: Siena, San Gimignano & Monteriggioni Tour

10. 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.

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What people are saying about San Gimignano

Overall rating

4.5 / 5

based on 11,658 reviews

Our tour guide (Maria Luisa) was great. This was a useful and fun way to explore Tuscany and catch a ride to San Gimignano and Siena. Highly recommend. The lunch and winery are okay but clearly a very commercial/modern enterprise. If you care most about visiting the towns, I’d recommend this tour. If you’re mostly interested in visiting smaller, charming, old wineries in Tuscany, the other tours offered by this vendor are more suitable for those purposes. Either way, I’d definitely use this vendor again!

Wonderful trip! One of the highlights on our trip to Italy! So much information and history. We loved it! Things to note it is a LOT of walking. We walked the 10 minute walk from our hotel to the train station so that added on but we clocked over 20K steps that day. I would say we are fairly average size Americans, my husband is 5'9, I'm 5'6 the bus was a bit of a tight squeeze with no bathroom. If we had been taller or plus sized it would have been very uncomfortable.

A wonderful experience with a wonderful guide and bus driver! Barbara was very warm, friendly, and helpful and took extra measures to ensure everyone was having a nice time. She is a delightful guide and very knowledgeable! Fiorenzo is a very safe driver and got us everywhere on time with no problems. Definitely recommend!

The tour was conducted by Walkabout. It was one of the most organised tour I had in Italy. Guide Lavinya was excellent. Her knowledge in Tuscany region and passion for tour is excellent. Great experience with Wine testing. Good to know the local history of Florence, Siena , San G and Pisa..I highly recommend this tour

The vans were very comfortable. Our driver was a sweetheart. Plenty of time in each area. We left a couple of areas a little early by our choice because the weather was windy and cold. Our driver came each time we called.