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Top San Gimignano Private Sightseeing Tours

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Private Tour: San Gimignano Walking Tour

Private Tour: San Gimignano Walking Tour

star-5
6
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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  • 1 hour 30 minutes
  • Free Cancellation
From
$201.40
per group
From
$201.40
per group

Vineyard Tour and Tasting with Lunch or Dinner
Likely to Sell OutLikely to Sell Out

Vineyard Tour and Tasting with Lunch or Dinner

star-5
40
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
$50.34
From
$50.34

Private walking tour in San Gimignano with a local licensed guide

Private walking tour in San Gimignano with a local licensed guide

star-5
3
Ideally suited for first-time visitors, this private walking tour covers the highlights of historic San Gimignano in a couple of short hours. Traverse the Tuscan town with your own personal English or Italian-speaking guide, taking in sights like the Bell Tower, 13th-century Church of Sant’Agostino, and the Duomo and Cisterna squares.
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  • 2 hours
  • Free Cancellation
From
$159.00
per group
From
$159.00
per group

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal
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Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal

star-5
19
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
$50.88
From
$50.88

Private Wine and Extra Virgin Olive Oil Tasting

Private Wine and Extra Virgin Olive Oil Tasting

star-5
7
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
$26.50
From
$26.50

Maxi Wine Tour San Gimignano Wine Tasting - San Quirico Winery

Maxi Wine Tour San Gimignano Wine Tasting - San Quirico Winery

star-4.5
25
The ideal treat for wine aficionados, this special tasting excursion gives you exclusive access to San Quirico Winery, overlooking the stunning hill town of San Gimignano. Sample five organic labels, including Chianti and Vernaccia, and enjoy a tasty market lunch composed of local meats, cheeses, and breads. Small-group tours also included a guided visit of the winery’s cellars and a behind-the-scenes look at the winemaking process.
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  • 1 hour
  • Free Cancellation
From
$28.62
Price varies by group size
From
$28.62
Price varies by group size

Home Made Pasta Cooking Class in Tuscany

Home Made Pasta Cooking Class in Tuscany

star-4.5
26
Discover the art of pasta making and other Italian cooking techniques at a 2-hour class in Tuscany. Visit a winery and learn to create three varieties of pasta plus other Tuscan classics, with guidance from a chef. Then, savor your creations for lunch or dinner. Afterward, enjoy an estate tour and tastings of 15 home-made winery products, including wines and olive oils. Choose a lunchtime or evening class, with no hotel pickup or drop-off included.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$153.70
From
$153.70

Chianti and Castle Small Group Tour from San Gimignano

Chianti and Castle Small Group Tour from San Gimignano

star-4.5
7
Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red colour and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti. Here you'll have the chance to see the area close to the famous Castle of Brolio and you'll take part in a guided tour of the garden of Brolio's Castle. When the tour of the garden ends, you'll join a wine tasting paired with some typical food. During this tour, you will see the characteristic Castle of Brolio from the outside, and the inner garden of the Castle. Then you’ll move to another winery, in the middle of Chianti Classico Area, where you’ll have a second wine tasting and extra virgin olive oil. The tour will end in San Gimignano, where it started.
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  • 6 hours
  • Free Cancellation
From
$90.10
From
$90.10

San Gimignano Wine Tasting Experience with Food

San Gimignano Wine Tasting Experience with Food

star-4.5
137
Sip on wine in San Gimignano during a Tuscan wine and food tasting. Try varietals such as Brunello di Montalcino, Vernaccia, and Chianti Classico, and learn about the distinct Tuscan winemaking regions as you drink. The tasting session is complemented by your choice of food. Select a winemaker option to include some light snacks, or upgrade to include a light lunch or dinner.
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  • 2 hours
  • Free Cancellation
From
$47.70
From
$47.70

Tuscan Cooking Class

Tuscan Cooking Class

star-5
76
Take a deep dive into Tuscany’s traditional cuisine with this farmhouse cooking class. Connect with a local host and learn how to prepare a number of classic Tuscan dishes in her family kitchen, based on recipes passed down through the generations. Roll up your sleeves and make a selection of starters, first and second courses, and dessert, then sit down to a celebratory meal featuring the fruit of your labors.
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  • 3 hours
  • Free Cancellation
From
$95.40
From
$95.40

Maxi Gourmet Wine Tour San Gimignano Wine Tasting - San Quirico Winery

Maxi Gourmet Wine Tour San Gimignano Wine Tasting - San Quirico Winery

star-4.5
25
San Quirico Winery is a family-run winery located in the Tuscan Hills, just outside of San Gimignano. On this tour, gain an insight into Tuscany’s winemaking heritage as you tour the winery and vineyards, then enjoy a gourmet wine-tasting lunch. Sample a selection of five red and white wines, accompanied by regional specialties such as bruschetta, Tuscan soup, cold cut meats, and cheeses.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
$42.40
Price varies by group size
From
$42.40
Price varies by group size

Wine, Extra Virgin Olive Oils & Cheese Tasting

Wine, Extra Virgin Olive Oils & Cheese Tasting

star-4.5
6
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
$37.10
From
$37.10

Wine Etiquette Class: how to taste wine

Wine Etiquette Class: how to taste wine

star-4.5
5
Spend a couple of hours indulging your love of Tuscan wine and sharpening your tasting skills at Tenuta Torciano Vineyards. Begin with a quick walking tour of the estate while learning about the vineyard’s history, then enjoy a wine tasting and food pairing, a complimentary lunch, and lessons from an expert focused on wine etiquette and manners.
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  • 2 hours
  • Free Cancellation
From
$37.10
From
$37.10

Wine & Evo Oil Tasting with Tuscan Meal
Likely to Sell OutLikely to Sell Out

Wine & Evo Oil Tasting with Tuscan Meal

star-5
4
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
$50.88
From
$50.88

San Gimignano Private Walking Tour
Likely to Sell OutLikely to Sell Out

San Gimignano Private Walking Tour

star-4.5
4
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
From
$148.40
per group
From
$148.40
per group

Colle Val D'Elsa from '200 to 2000

Colle Val D'Elsa from '200 to 2000

star-4.5
4
Discover one of Tuscany’s most culturally significant hill towns during this private walking tour through Colle Val D’Elsa. Escape the tourist track and explore an authentic medieval-era town with deep roots in the arts. Learn about its connection to architect Arnolfo di Cambio and writer Carlo Collodi, author of Pinocchio, during an attraction-packed stroll.
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  • 2 hours
  • Free Cancellation
From
$143.10
per group
From
$143.10
per group

Wine & Evo oil tasting with Truffle Meal
Likely to Sell OutLikely to Sell Out

Wine & Evo oil tasting with Truffle Meal

star-4.5
3
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
$68.90
From
$68.90

E-Bike Tour and Wine Tasting from San Gimignano

E-Bike Tour and Wine Tasting from San Gimignano

star-5
3
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.
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  • 6 hours
  • Free Cancellation
From
$355.11
Price varies by group size
From
$355.11
Price varies by group size

Tuscany and Wine Tasting Private Tour from Livorno

Tuscany and Wine Tasting Private Tour from Livorno

star-5
2
Visit Tuscany when your cruise ship pulls into port at Livorno, and discover the region that’s loved for its medieval villages, green hills, and vineyards. Traveling away from the main Tuscan tourist trail, you’ll first visit the upper Maremma region of Tuscany where Etruscan ruins and the alabaster city of Volterra await. Later, you’ll have free time in San Gimignano, followed by lunch and a wine tasting at a family-run winery in the hills.
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  • 9 hours
  • Free Cancellation
From
$980.52
per group
From
$980.52
per group

The best of Siena and San Gimignano from Livorno

The best of Siena and San Gimignano from Livorno

star-5
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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  • 8 to 9 hours
  • Free Cancellation
From
$660.18
per group
From
$660.18
per group

Livorno Shore Excursions: Siena - San Gimignano - Monteriggioni Private Tour
Likely to Sell OutLikely to Sell Out

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

star-5
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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  • 9 hours
  • Free Cancellation
From
$932.82
per group
From
$932.82
per group

Wine & Evo Oils Tasting with Vegetarian Meal-Private Experience
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Wine & Evo Oils Tasting with Vegetarian Meal-Private Experience

star-5
1
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.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
$50.88
From
$50.88

Shore Excursion from Livorno to Volterra and San Gimignano

Shore Excursion from Livorno to Volterra and San Gimignano

star-5
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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  • 9 hours
  • Free Cancellation
From
$361.87
Price varies by group size
From
$361.87
Price varies by group size

Private Guided Tour in San Gimignano

Private Guided Tour in San Gimignano

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.
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  • 3 hours
  • Free Cancellation
From
$265.01
per group
From
$265.01
per group

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Day Trips from San Gimignano