Top San Gimignano Sightseeing Tours

Explore the medieval hill town of San Gimignano on a private walking tour of the UNESCO World Heritage Centre with a local guide. Follow a centuries-old pilgrim road to a series of historic landmarks, get views of the Tuscan countryside, and learn about the fascinating history of the region. This tour offers flat rate pricing for up to 15 people, and can be customized to your group’s interests and abilities. Morning and afternoon departures are available.

Spend your day in port exploring two of Tuscany’s most unique historic villages on a private shore excursion from Livorno. Travel with a knowledgeable English-speaking guide through a landscape of rolling hills and vineyards, stopping first at the UNESCO-listed medieval town of San Gimignano. Enjoy leisure time to explore the well-preserved hilltop village, and enjoy an optional wine tasting if you wish. Continue on to the Etruscan settlement of Volterra, where you can admire medieval ramparts and the views from atop a rocky plateau.

Explore the historic hill town of San Gimignano with this 2-hour walking tour. Learn about the many Medieval towers that give the town such a distinctive skyline.

Combine your San Gimignano sightseeing with a taste of the local terroir on this organic winery visit. Go behind-the-scenes at the family-run farm and vineyard, tour the facilities, and then indulge in a generous wine tasting. You’ll also sample locally made olive oils, and enjoy a classic Tuscan feast of bruschetta, pasta, and more. Choose from lunch or dinner tours to best suit your schedule.

Discover San Gimignano with your own private guide. During a 2-hour walking tour, you’ll explore the famous Tuscan hill town, which is designated as a UNESCO World Heritage Site. Hear the history behind landmarks such as the Torre Grossa and the Collegiate Church of Santa Maria Assunta, and see the city walls and ruins of a 16th-century fortress.

San Gimignano is a small and historical medieval village and only with a local licensed guide you will enjoy easily its culture, buildings and history.

In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.

Don’t fret about planning a shore excursion yourself—leave the logistics to someone else on this seamless, full-day trip from Livorno. Meet your private guide upon disembarkation, and hop aboard your air-conditioned, Wi-Fi-equipped minivan. You’ll head first to Florence, where you can see the Duomo, Ponte Vecchio, and other key sights. Then, discover another Tuscan highlight when you venture to the UNESCO-listed town of San Gimignano, renowned for its many towers. Enjoy a traditional Tuscan lunch (own expense), and explore further at your leisure.

We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites

Did you already visit the most famous destinations? Would you like to have a unique, fun and unforgettable experience in Tuscany? I recommend you a day in Colle Val D'Elsa, a medieval village outside the tourist routes, but that has so much to say and show you... It is the birthplace of Arnolfo di Cambio, the Architect of Palazzo Vecchio and the Cathedral of Florence. Here Carlo Lorenzini, better known as Carlo Collodi, entered the seminary and he get the inspiration to write the famous novel of Pinocchio. It is also the most important town of Italy in the production of crystal. So why do not stop and enjoy a nice day between his shops, palaces, stories and markets?

Discover the art, history, and culture of Siena, Monteriggioni, and San Gimignano on a private 9-hour tour. Comfortable transportation from your Florence hotel enables you to visit a long list of locations in just one day. Listen to in depth commentary from your driver, then explore each location on your own. Because it’s a private tour, you get a completely immersive experience and don’t spend a moment waiting on other people.

Visit an organic winery for an exclusive private tour complete with a balsamic tasting and light lunch. Walk from the San Gimignano town center to explore a family-run farm where both grapes and olives are grown. Taste several organic wines alongside a light lunch including bruschetta, pasta, and a range of pecorino cheeses.

If you are looking a fun tour guided by an english speaking driver, around the gently hills in Tuscany, admiring the beauties of the Tuscan countryside dotted by olive trees, vineyards , cypresses and "umbrella Trees", this is the right tour for you!!

See the sights of San Gimignano, whose historic center is a UNESCO World Heritage Site, on a guided walking tour. You'll have the chance to admire the Tuscan scenery from the hilltop town, which is known for its Etruscan history and medieval architecture.

Discover the pearls of Tuscany, Florence and San Gimignano with its wine and a view from the sky. We have created this experience to give a unique service to those who want to discover Tuscany and the beauties of the region thanks to a helicopter flight that will depart from Florence, giving a 360° view of the beautiful monuments, hills and cities. Enjoy a sky-high bird's eye view of the Chianti region with its vineyards and colorful medieval towns such as San Gimignano and Florence. Embark on a helicopter ride that reveals one of the most beautiful and breath-taking views in existence. Once aboard, depart from Florence and fly over the Arno River, giving you a 360° view of the beautiful city as you admire its most famous monuments. Then, reach San Gimignano where you will cross all of the beautiful hills of Chianti and its medieval villages.

Are you and your partner great wine lovers? This private tour will satisfy your desires! The tour starts at 2.30 pm from your hotel in Florence or Siena area, where a personal english speaking driver will pick you up to assist you for the rest of the day. You'll reach the first winery and here you meet the wine hospitality manager for a tour and special tasting. After the tour your driver brings you to San Gimignano, one of the most romantic villages in Tuscany. Here you enjoy an exclusive dinner in one of the towers of the villages, a magnificent palace from the 1200, full of history, enriched by one of the 12 famous towers that still exist in this beautiful medieval city. You'll meet the guardian who will open you the door and you start with a mix of appetizers. The table will be set up prior to your arrival, dressed elegantly in lace or satin tablecloth with beautiful handmade decoration. At the end of this romantic experience you'll be brought back to the hotel!

In this unique experience you will have the chance to experience a relaxing moment suitable for all ages. You will be in first person, accompanied by our staff and very nice dogs, to look for truffles in our truffle forest, next to the green vineyards in the Chianti countryside. You will experience unique emotions by learning to search, recognize and clean the precious truffles. During the truffle hunt, and the subsequent cooking class you will learn in first person to manipulate the truffle, making dishes with our cook who will teach you all the secrets of how to taste it, eat it or keep it. Have lunch in a tuscan winery, tasting the wines produced by the winery for over 13 generations. All completed by visiting the medieval city of San Gimignano, for shopping and to admire the wonders of history and the City. On request is possible to have an exciting Archery experience or an unbelievable Helicopter Wine Tour over San Gimignano and the Chianti's hills.

We have high standards for our customers, which is why we offer you high quality experience. From the first moment we meet you, you will feel their professionalism; as they have year of experience and will take special care of you at all times! They are very knowledgeable about Italy, so even though they are not certified guides, they will get the feeling they are, as they will always be ready to answer all your doubts! In addition, it´s also good to highlight we know to make this experience super value one!

Visit with a tour guide Colle Val d’Elsa, that is one of the symbol of the Renaissance time, one of the less contaminated village by tourism, one of the best and authentic Tuscan city. Do not miss this special experience in Tuscany, between history, traditions and funny anecdotes!

Taste Tuscan wine at the source with a vineyard tour and light lunch. Explore beyond the center of San Gimignano and visit an organic farm where grapes and olives are grown. Learn about how wine is made and meet the people behind the winery. Sample extra virgin olive oils along with a lunch that includes bruschetta, pasta, and a selection of pecorino cheeses.

Volterra is a three thousand year-old small town nested on the top of a hill more than 500 m high (1650 feet) on the sea level. It is surrounded by the valley of the river Cecina to south-west and, to north-east, by the valley of the river Era. A place where you can experience millenniums of history, art, archeology and culture from the Etruscans to the Romans, from the Middle Ages to Renaissance simply strolling through its narrow streets, unique squares, winning artisan shops and charming landscapes. Departure for San Gimignano a tiny city that has remained intact through the centuries; situated on a hilltop, it is famous for its numerous towers, frescoes and other art treasures; free time to discover this fascinating city. Immerse yourself in the charming Tuscan countryside and its ancient traditions. Country people, simple and delicious food, pure, natural products for your INCLUDED lunch in a family owned farm house. Buon appetito!

San Gimignano, with its rural, hillside atmosphere, is a great place to sample Tuscan food and wine. This tour pairs Tuscan wine tasting with an elaborate Truffle-based meal at a family-run olive farm and vineyard. The meal is led by one of the farmers, who explains the characteristics of the wines and their organic production. The farm is within walking distance from the center of San Gimignano, so you can walk right over.

Enjoy a week-long horse riding holiday and discover the beauties of Tuscany on horseback! Have your first lessons or join the tours for experienced riders. During these trail rides in this wild part of Maremma Toscana, you will cross native woods and small rivers, pass medieval villages, canter along blooming meadows and have great views. Our horses are very reliable and sure-footed and you will have lots of fun.

Experts will guide customers step by step, learning how to give a certain character to your very personal wine. Inside an ancient room under the '700 villa, our winemaker will describe the different characteristics of the 5 grapes sampled directly from the oak barrels. - Private tour for couples and small groups - Departure from an agreed meeting point or from your hotel - Visit of the winery - Meeting with the wine expert + Experience + Lunch - Shipping of 12 wine bottles with custom labels - Return to an agreed meeting point or to your hotel - Languages: Italian and English

San Gimignano, with its rural, hillside atmosphere, is a great place to sample Tuscan food and wine. This tour pairs Tuscan wine tasting with an elaborate Truffle-based meal at a family-run olive farm and vineyard. The meal is led by one of the farmers, who explains the characteristics of the wines and their organic production. The farm is within walking distance from the center of San Gimignano, so you can walk right over.

Explore Tuscany beyond the center of San Gimignano with this vineyard visit. Travel to a family-run organic farm where grapes and olives are grown. Sample the vineyard’s wines and extra virgin olive oil alongside a vegetarian meal including bruschetta, pasta with vegetables, and a selection of pecorino cheeses. A traditional dessert and dessert wine are included.

Tuscany is one of Italy’s most famous wine regions, but you don’t need a full day exploring the vineyards to enjoy a taste of Tuscan wine. The family-run Podere la Marronaia winery is just minutes from San Gimignano and this private 45-minute tour includes a tasting of organic wines and extra virgin olive oils.

If you are an art lover or you simply want to discover the best masterpieces in San Gimignano, you can’t miss this tour!

Escape from the chaos of big cities, dive into the tranquillity of the beautiful Tuscan countryside with its wheat fields, vineyards and ancient towns on board this fantastic tour. Breathe in the medieval magic of San Gimignano, the city of towers, surrounded by imposing walls and immersed in the stunning Sienese hills. Discover the fascinating Etruscan city of Volterra and let yourself be carried away by the timeless magic that envelops its historic centre.

This Hilly medieval city is famous for its Romanesque and Gothic architecture, with outstanding examples of secular buildings as well as churches and well-known as a town of fine towers. The historic center of the city has been recognized as a UNESCO World Heritage Site, offering visitors the chance to step back in time while enjoying its local products, including saffron and its white wine. Explore the hill town of San Gimignano and discover many Medieval towers that give the town such an unforgettable skyline.

Enjoy this private 3 day experience to get to know the best sites of Tuscany Region. This tour has been divided in three separate days to offer a more relaxed and private experience. Being a private tour, it can be customised it to fit your own needs. On Day 1: you will enjoy a 4 hours Walking Tour of Florence with your official tour guide. Pick up will be at a centrally located meeting point. If your hotel is in the city center, we can arrange a walking pick up if it's possible. You will enjoy an inside visit of Accademia Gallery. On Day 2: private 8-hour tour to Pisa and Lucca in a private luxury vehicle with driver/guide. Pick-up and drop off will be in your hotel in Florence. You will first visit Pisa and then continue to Lucca. On Day 3: private 8-hour tour to Siena and San Gimignano in a private luxury vehicle with driver/guide. Pick-up and drop off will be in your hotel in Florence. You will first visit Siena and then continue to San Gimignano. - SAVE COVID-19 SAFE

Siena is the biggest and most known hill town of Tuscany. The city was founded by the romans in the years 62 b.C, it is located on top of three hills and hosts an amazing cathedral. San Gimignano is known as the town of the beautiful towers (“belle torri”), which used to be 76 between the 12th and 13th Century, nowadays there are 13 still. Visit this two wonderful Italian tows with a local experienced driver/guide, who will be at your entire disposition during the total duration of the tour. Possibility of visiting a winery close to San Gimignano. - SAVE COVID-19 SAFE - As this is a private tour we take care of maintaining social distance

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the rolling hills of Tuscany together with our driving guide. If you are staying in San Gimignano or nearby, don't miss the opportunity to visit the off the beaten surrounding area on board of this fun & old fashioned car. Take in the sights and sounds of Tuscany, see the rolling hills, vineyards and olive groves and enjoy an unforgettable light lunch with wine tasting in a fascinating location.

Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.

Discover the beautiful Tuscan hills in a vintage Fiat 500. Visit three quaint villages during your 6-hour tour with English-speaking guide. Enjoy a homemade lunch with a wine-tasting session at a 200 year old villa. Visit its ancient wine cellar.

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in the cellar, to get to know the viticulture and winemaking techniques

Want to have an Elite Experience? Truffle is one of the rarest and delicious products of the world and tuscany is one of the main truffle exporters. That’s why we have decided to give importance to this typical product, entrusting it with a place of honor. The Experience will start with a tour of our vineyard and olive groves; following a member of the family will briefly introduce you few notions about truffles. During the experience, guests will learn the secrets of truffles, how to clean them and different ways to cook them. We will start with the preparation of antipasti, fresh homemade pasta and a second course that will include the preparation of pork filet with truffle slices and balsamic glaze flavored with truffle, and of course a tasty dessert. At the end of the afternoon in the kitchen, you will relax in one of our private and exclusive rooms while tasting all the things that you’ve cooked paired with our organic wines and extra virgin olive oils.

Want to have an Elite Experience? Truffle is one of the rarest and delicious products of the world. Italy is one of the main exporters of truffles. Tuscany is one of the most popular Italian regions where to find truffles. Is for all this reason that we decided to give importance to this typical product, entrusting it with a place of honor.

You go back in time enjoying the Tuscan countryside. Let's get to know Siena with the first hospital in the world. We walk the ancient via Francigena letting ourselves be carried by the E bike. We will certainly take breaks for the photos as Monteriggioni and San Gimignano itself will rise before our rapt eyes. The stop can take place in Monteriggioni at the small square of the characteristic village of Osterie, basically we are in full DOCG Chianti! In San Gimignano we will be very surprised to recognize the "Manhattan of the Middle Ages" with its tall towers. In Siena the tour takes place on foot. We will collect the E bikes with which we will make the tour of 49 km total for San Gimignano and back

A scenic drive through the enchanting countryside of Tuscany will take you to your destinations: Siena and San Gimignano. Siena is one of the most popular and visited places in Tuscany, extremely rich in history and art and with strong local traditions tied to its 17 districts (called “contrade”) and to the famous Palio di Siena, the biggest annual event that takes place twice each summer in the city. San Gimignano is famous for its fascinating medieval architecture and towers that rise above of all the other buildings offering an impressive view of the city from the surrounding valley. PLEASE NOTE Your driver is NOT a licensed tour guide. This is as Tour By Car with only an English Speaking Driver (it does NOT include Tour Guides or Walking Tours). To comply with italian strict laws, drivers are obliged to remain with the vehicle while guests sightsee on their own away from the vehicle.