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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
8
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
$198.12
per group
From
$198.12
per group

Vineyard Tour and Tasting with Lunch or Dinner

Vineyard Tour and Tasting with Lunch or Dinner

star-4.5
46
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
$49.52
From
$49.52

Private Wine and Extra Virgin Olive Oil Tasting

Private Wine and Extra Virgin Olive Oil Tasting

star-5
8
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
$20.85
From
$20.85

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal

star-5
21
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
$50.05
From
$50.05

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
$156.41
per group
From
$156.41
per group

Visit of San Gimignano with local expert guide

Visit of San Gimignano with local expert guide

star-5
1
Beautiful tour that will take you to discover the medieval town of San Gimignano. Not only its towers, but 1000 stories of pilgrims, merchants, travelers who made this place a very rich medieval destination. Churches, squares, alleys, and fantastic views. Join us to find out what tourists on their own often lose the beauty of Sa Gimignano
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  • 2 hours
  • Free Cancellation
From
$15.64
From
$15.64

Chianti and Castle Small Group Tour from San Gimignano
Likely to Sell OutLikely to Sell Out

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
$88.63
From
$88.63

Tuscan Cooking Class

Tuscan Cooking Class

star-5
101
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
$104.27
From
$104.27

Essence of Tuscany - Wine & Evo oil Tasting

Essence of Tuscany - Wine & Evo oil Tasting

star-4.5
16
Take a break from sightseeing and connect with a local farming family just outside San Gimignano to tour their vineyards and olive groves. Learn how organic wine and extra-virgin olive oil are produced from your host and enjoy a relaxed tasting of both of these iconic Tuscan delicacies in the farmhouse garden overlooking the rolling hills and towers of San Gimignano.
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  • 1 hour
  • Free Cancellation
From
$20.85
From
$20.85

San Gimignano Wine Tasting Experience with Food

San Gimignano Wine Tasting Experience with Food

star-4.5
145
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
$46.92
From
$46.92

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
26
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
$41.71
Price varies by group size
From
$41.71
Price varies by group size

San Gimignano Dinner in the Vine Rows and Wine tasting

San Gimignano Dinner in the Vine Rows and Wine tasting

star-4
18
Enjoy a celebratory evening in Tuscany with a four-course dinner and wine tasting at the atmospheric Torciano Wines Private Reserve. Stroll around the property while admiring the vineyard-draped hills and olive groves, then snack on an appetizer of Tuscan cheeses, salami and Bruschetta. Eat a delicious dinner of truffle lasagna, Tuscan ribollita, roasted meat, and roasted potatoes. Then, enjoy dessert and a tasting of select current and vintage reserve wines.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$198.12
From
$198.12

Wine & Evo Oil Tasting with Tuscan Meal

Wine & Evo Oil Tasting with Tuscan Meal

star-5
6
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
$50.05
From
$50.05

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
$349.31
Price varies by group size
From
$349.31
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
$31.28
From
$31.28

Wine & Evo oil tasting with Truffle Meal

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
$67.78
From
$67.78

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
$145.98
per group
From
$145.98
per group

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
$36.50
From
$36.50

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

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
$917.60
per group
From
$917.60
per group

San Gimignano Private Walking Tour With A Professional Guide

San Gimignano Private Walking Tour With A Professional Guide

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
From
$216.66
per group
From
$216.66
per group

Private Winery Tour in San Gimignano winery with Tastings

Private Winery Tour in San Gimignano winery with Tastings

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
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  • 2 hours
  • Free Cancellation
From
$46.92
From
$46.92

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
$964.53
per group
From
$964.53
per group

Colle Val D'Elsa from '200 to 2000

Colle Val D'Elsa from '200 to 2000

star-4.5
5
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
$140.77
per group
From
$140.77
per group

Private 3 days Route in Tuscany Region from Florence with Hotel pick-up
Likely to Sell OutLikely to Sell Out

Private 3 days Route in Tuscany Region from Florence with Hotel pick-up

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
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  • 3 days
From
$993.72
Price varies by group size
From
$993.72
Price varies by group size

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Day Trips from San Gimignano