Top San Gimignano Private Sightseeing Tours
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42 results | All San Gimignano Tours
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Vineyard Tour and Tasting with Lunch or Dinner
22
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.
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From
$58.31
From
$58.31
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Wine & Extra Virgin Olive Oil tasting with Light Meal
3
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.
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From
$56.48
From
$56.48
Face masks required for guides in public areas
Face masks provided for travelers
Hand sanitizer available to travelers and staff
Learn More

Wine, Extra Virgin Olive Oils & Cheese Tasting
5
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.
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From
$31.25
From
$31.25

Private Tour: San Gimignano Walking Tour
2
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.
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From
$221.00
per group
From
$221.00
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal
7
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.
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From
$56.48
From
$56.48
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

San Gimignano: Wellness Day in a Tuscan Winery
1
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.
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From
$825.05
From
$825.05

Wine & Evo oil tasting with Truffle Meal
2
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.
…More
From
$56.48
From
$56.48

Private 500 Fiat tour in Tuscany From San Gimignano
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.
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From
$368.33
Price varies by group size
From
$368.33
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Shore Excursion from Livorno to Volterra and San Gimignano
1
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.
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From
$125.12
From
$125.12
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Florence and San Gimignano Private Tour from Livorno
2
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.
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From
$1,099.49
per group
From
$1,099.49
per group

San Gimignano and Abbey of San Galgano
In the heart of Tuscany and Chianti.
Hills, vineyards, unspoiled nature.
Intact medieval cities.
Unforgettable atmospheres.
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From
$493.10
per group
From
$493.10
per group

7-Days Horse Riding in Tuscany
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.
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From
$862.58
From
$862.58
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Learn More

Private tour - Colle Val D'elsa and its untouched beauty
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!
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From
$228.01
per group
From
$228.01
per group

The Perfect Wine Experience Gift in Tuscany
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!
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From
$3,326.18
From
$3,326.18

Unique Experience in the Heart of Tuscany: Colle Val D'Elsa
3
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?
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From
$165.75
per group
From
$165.75
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Truffle Adventure Cooking Class
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.
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From
$239.41
From
$239.41

The best of Siena and San Gimignano from Livorno
2
We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites
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From
$764.65
per group
From
$764.65
per group
Face masks provided for travelers
Hand sanitizer available to travelers and staff
Gear/equipment sanitized between use
Learn More

The Tuscany Countryside from Livorno Port. Lunch and wine in the farm included!
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!
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From
$458.12
Price varies by group size
From
$458.12
Price varies by group size

Helicopter Wine Tour with Pickup in Florence
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.
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From
$2,455.51
Price varies by group size
From
$2,455.51
Price varies by group size

Siena and San Gimignano Private Tour from Florence
1
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.
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From
$832.95
per group
From
$832.95
per group

Livorno Shore Excursions: Siena - San Gimignano - Monteriggioni Private Tour
2
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!!
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From
$1,080.42
per group
From
$1,080.42
per group

Private Wine and Extra Virgin Olive Oil Tasting
1
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.
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From
$18.42
From
$18.42

Full Day Private Tour from Florence San Gimignano and Volterra with Wine Tasting
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.
…More
From
$380.60
Price varies by group size
From
$380.60
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Siena and San Gimignano Day Tour from Rome
1
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!
…More
From
$459.79
Price varies by group size
From
$459.79
Price varies by group size
Things to do near San Gimignano
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- Things to do in Chianti
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