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Top San Gimignano Private Sightseeing Tours

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We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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44 San Gimignano Private Sightseeing Tours | All San Gimignano Tours

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Vineyard Tour and Tasting with Lunch or DinnerDining Experiences

SPECIAL OFFER

Vineyard Tour and Tasting with Lunch or Dinner

star-5
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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  • 2 hours
  • Free Cancellation
From
USD51.35
USD57.06
USD5.71 savings
From
USD51.35
USD57.06
USD5.71 savings

Wine, Extra Virgin Olive Oils & Cheese TastingWine Tastings

Wine, Extra Virgin Olive Oils & Cheese Tasting

star-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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  • 45 minutes
  • Free Cancellation
From
USD30.04
From
USD30.04

Wine & Extra Virgin Olive Oil tasting with Light MealWine Tastings

SPECIAL OFFER

Wine & Extra Virgin Olive Oil tasting with Light Meal

star-5
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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  • 1 hour 30 minutes
  • Free Cancellation
From
USD49.74
USD55.27
USD5.53 savings
From
USD49.74
USD55.27
USD5.53 savings

Private Tour: San Gimignano Walking TourPrivate Sightseeing Tours

Private Tour: San Gimignano Walking Tour

star-5
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
USD216.27
per group
From
USD216.27
per group
Taking safety measures

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan MealWine Tastings

SPECIAL OFFER

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal

star-5
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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  • 1 hour 30 minutes
  • Free Cancellation
From
USD49.74
USD55.27
USD5.53 savings
From
USD49.74
USD55.27
USD5.53 savings

Simple Wine and Extra Virgin Olive Oils TastingDining Experiences

Simple Wine and Extra Virgin Olive Oils Tasting

star-5
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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  • 45 minutes
  • Free Cancellation
From
USD18.02
From
USD18.02

Unique Experience in the Heart of Tuscany: Colle Val D'Elsa Half-day Tours

Unique Experience in the Heart of Tuscany: Colle Val D'Elsa

star-5
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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
USD240.30
per group
From
USD240.30
per group
Taking safety measures

The best of Siena and San Gimignano from Livorno Wine Tastings

The best of Siena and San Gimignano from Livorno

star-5
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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  • 8 to 9 hours
  • Free Cancellation
  • Taking safety measures
From
USD748.30
per group
From
USD748.30
per group
Taking safety measures

San Gimignano: Wellness Day in a Tuscan WineryDay Trips

San Gimignano: Wellness Day in a Tuscan Winery

star-5
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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  • 8 hours
  • Free Cancellation
From
USD408.51
From
USD408.51

Wine & Evo oil tasting with Truffle MealWine Tastings

SPECIAL OFFER

Wine & Evo oil tasting with Truffle Meal

star-4
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
  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
USD60.53
USD67.26
USD6.73 savings
From
USD60.53
USD67.26
USD6.73 savings

Florence and San Gimignano Private Tour from LivornoFull-day Tours

Florence and San Gimignano Private Tour from Livorno

star-5
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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  • 9 hours
  • Free Cancellation
From
USD1,075.98
per group
From
USD1,075.98
per group

Private Walking Tour: San Gimignano and its TowersPrivate Sightseeing Tours

Private Walking Tour: San Gimignano and its Towers

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.
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  • 2 hours
  • Free Cancellation
From
USD195.64
per group
From
USD195.64
per group

Livorno Shore Excursions: Siena - San Gimignano - Monteriggioni Private TourFull-day Tours

Livorno Shore Excursions: Siena - San Gimignano - Monteriggioni Private Tour

star-5
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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  • 9 hours
  • Free Cancellation
From
USD1,057.32
per group
From
USD1,057.32
per group

Wine Tasting in Tuscany - Half Day Tour from FlorenceWine Tastings

Wine Tasting in Tuscany - Half Day Tour from Florence

star-5
This is a great opportunity to spend half day in Tuscany enjoying a great lunch and wine tastings. We will pick you up directly by your accommodation in Florence and we will head to San Gimignano, a stunning medieval town in the Tuscan countryside, surrounded by vineyards, olive grooves and the rolling hills. Here you will have time to stroll around the town for about an hour. Enjoy some free time shopping in the local artisans shops and take pictures of the incredible architecture of this ancient town. Later of we will leave San Gimignano to a local family owned winery where you will enjoy a great wine experience and delicious home made food. At the end we will drive you back to Florence stopping in Michelangelo Square lookout for some beautiful pictures of the city! Join us!
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  • 5 hours
  • Free Cancellation
From
USD733.62
per group
From
USD733.62
per group

Italy Unesco Treasure: Exclusive Dinner in Chigi TowerBus Tours

Italy Unesco Treasure: Exclusive Dinner in Chigi Tower

What better place to join a wine tasting or a private dinner in Tuscany than in an authentic medieval Tower. Strategically located in the Useppi Palace, in San Gimignano, our tower offers breathtaking views of the surrounding Tuscan land. In our private tower we ensure your celebration or event is perfectly tailored to your needs, from unique entertainment to specific dining requirements. Chigi Tower is the premier Tuscan venue for unique celebrations. The best way to savor every moment of sunset, enjoying delicacies, look out to a balcony and be there to observe the magnificent Duomo Square and the towers all around, while a couples of lovers holding hands in the narrow streets, getting lost and finding themselves in places full of charm and beauty. Dinner details and logistics at the Palace: Arrival: 18:00 PM and aperitif on the beautiful terrace of the tower. Dinner: the menu can be customized together with our chefs. on request it is possible to have a romantic harp live music.
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  • 3 to 4 hours
  • Free Cancellation
From
USD640.81
From
USD640.81

Siena, San Gimignano and Chianti Tour - Medieval Tuscany with some WineWine Tastings

Siena, San Gimignano and Chianti Tour - Medieval Tuscany with some Wine

star-5
We are pleased to offer you a private tour to visit the authentic Tuscany. Our 15 years of experience guarantees you a well organized and safe service. With a luxury vehicle our expert driver will introduce you to discovery of the famous city of Siena full of opportunities to experience the true medieval Italian culture. You will be enchanted by the beauty of its palaces, its 13th century Duomo and the famous "Piazza del Campo" where the traditional horse race, the "Palio", takes place. Then we will travel to the Chianti region. Driving through the rolling hills covered with vineyards and olive groves you will reach the winery where the famous red wine "Chianti Classico" is produced. You will meet the producers and enjoy a lunch combining the flavors of Tuscany to the different wines of the region. In the afternoon we will drive you to San Gimignano to discover the city of stone towers nestled in the hills of the Tuscan countryside where you will enjoy the best ice cream in the world.
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  • 9 hours
  • Free Cancellation
From
USD502.13
Price varies by group size
From
USD502.13
Price varies by group size

Pisa and San Gimignano Tour from Florence Bus Tours

Pisa and San Gimignano Tour from Florence

star-5
Discover a few of the cities of Tuscany on a private day trip from Florence. You'll visit Pisa, Volterra, and San Gimignano to see medieval architecture and landmarks such as the Leaning Tower of Pisa. You'll be driven to each town by a driver but there is no tour guide, so you'll explore on your own.
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  • 9 to 10 hours
  • Free Cancellation
From
USD1,075.98
per group
From
USD1,075.98
per group

Private 500 Fiat tour in Tuscany From San GimignanoDay Trips

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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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
USD360.45
Price varies by group size
From
USD360.45
Price varies by group size
Taking safety measures

Siena and San Gimignano Day Tour from RomeFull-day Tours

Siena and San Gimignano Day Tour from Rome

star-5
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!
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  • 10 hours
  • Free Cancellation
From
USD449.96
Price varies by group size
From
USD449.96
Price varies by group size

San Gimignano Private Walking TourPrivate Sightseeing Tours

San Gimignano Private Walking Tour

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.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
USD221.68
per group
From
USD221.68
per group
Taking safety measures

San Gimignano Private Walking TourPrivate Sightseeing Tours

San Gimignano Private Walking Tour

star-5
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.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
USD171.18
per group
From
USD171.18
per group
Taking safety measures

The Tuscany Countryside from Livorno Port. Lunch and wine in the farm included!Dining Experiences

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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  • 9 hours
  • Free Cancellation
From
USD448.33
Price varies by group size
From
USD448.33
Price varies by group size

Private tour - Colle Val D'elsa and its untouched beautyPrivate Sightseeing Tours

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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  • 2 hours
  • Free Cancellation
From
USD223.13
per group
From
USD223.13
per group

Siena and San Gimignano Private Tour from FlorenceFull-day Tours

Siena and San Gimignano Private Tour from Florence

star-5
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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  • 9 hours
  • Free Cancellation
From
USD815.13
per group
From
USD815.13
per group

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