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Top San Gimignano Tours, Sightseeing & Cruises

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Full-Day Chianti Tour by Vespa Scooter

Full-Day Chianti Tour by Vespa Scooter

star-3.5
5
Hop on a scooter to explore the rolling landscapes of Chianti on this 7.5-hour Vespa tour from San Gimignano. Settle on a Vespa and ride around vine-coated hills, cypress groves and old villages, soaking in the views of this famous wine producing region. Your tour includes a wine tasting and lunch, plus the option to ride as a passenger with an escort driver or to upgrade to drive your Vespa.
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  • 7 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$156.42
From
$156.42
Taking safety measures

Vineyard Walk & Lunch in Tuscany

Vineyard Walk & Lunch in Tuscany

star-4.5
23
Visit a family-owned winery in San Gimignano for a tour of its prestigious vineyards, followed by a tasting session and lunch. Owned by the esteemed Giachi winemaking family, the Tenuta Torciano estate is dedicated to the production of the vernaccia grape, which is then turned into San Gimignano’s famous wine. Visit the estate’s unique spiral vineyard, sample several varietals of Tuscan wine, then take a seat for a 4-course lunch of local specialities.
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  • 2 hours
  • Free Cancellation
From
$109.13
From
$109.13

Private Tour: San Gimignano Walking Tour

Private Tour: San Gimignano Walking Tour

star-5
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$218.26
per group
From
$218.26
per group
Taking safety measures

Vineyard Tour and Tasting with Lunch or Dinner

Vineyard Tour and Tasting with Lunch or Dinner

star-5
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$57.58
From
$57.58
Taking safety measures

Fiat 500 Tour of the Chianti Roads from San Gimignano

Fiat 500 Tour of the Chianti Roads from San Gimignano

star-5
3
Bus tours can make many stops in a short amount of time, but they can be plodding affairs and leave travelers feeling out of touch with the landscapes they drive through. This tour—which takes to the roads of the Chianti region on vintage Fiat 500s—allows visitors more fun and the chance to drive themselves while they follow a guide. Pass medieval villages, rolling countryside, and wineries, and stop for a Tuscan lunch and wine tasting.
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  • 7 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$181.88
From
$181.88
Taking safety measures

Truffle Hunting Experience with Wine and Lunch in Tuscany

Truffle Hunting Experience with Wine and Lunch in Tuscany

star-4.5
14
Get out of restaurants and cooking classes and into the outdoors for a truffle hunt. With this tour, a guide and truffle-hunting dogs take you to look for white and black truffles while teaching you to identify the trees they grow on. After the hunt is complete, have a lunch of traditional Tuscan food products, and taste local wine, olive oils, vinegar, and truffle oil.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$200.07
From
$200.07

San Gimignano Vespa tour - 1 vespa for 2 people

San Gimignano Vespa tour - 1 vespa for 2 people

star-5
4
Our San Gimignano tour includes: - Delivery of your Vespa (125cc, automatic gears) at hotel Villa Ducci - Technical and informative briefing. - Half day guided driving. - A stop in Monteriggioni where you can relax, stretch and visit the town. - Aperitif at hotel Villa Ducci when tour finished. Kalitumba Tours offers you to see Tuscany through the eyes of a real local on a Vespa. Experience the Italian lifestyle in a unique way and enjoy 'La Dolce Vita Italiana'. We have selected the most scenic and calm routes for you to ride, and suggest the most cosy and qualitative restaurants to enjoy. After the tour you can taste an Italian aperitivo; the famous 'Vernaccia di San Gimignano'. This will be offered by us to wind down and relax after your Tuscan Vespa tour at hotel Villa Ducci, which will be the point of departure and return.
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  • 4 hours
From
$309.20
per group
From
$309.20
per group

San Gimignano Vespa tour - 1 vespa per person

San Gimignano Vespa tour - 1 vespa per person

star-5
2
Our San Gimignano tour includes: - Delivery of your Vespa (125cc, automatic gears) at hotel Villa Ducci. - Technical and informative briefing. - Half day guided driving. - A stop in Monteriggioni where you can relax, stretch and visit the town. - Aperitif at hotel Villa Ducci when finished. Kalitumba Tours offers you to see Tuscany through the eyes of a real local on a Vespa. Experience the Italian lifestyle in a unique way and enjoy 'La Dolce Vita Italiana'. We have selected the most scenic and calm routes for you to ride, and suggest the cosiest and qualitative restaurants to enjoy. After the tour you can taste an Italian aperitivo; the famous 'Vernaccia di San Gimignano'. This will be offered by us to wind down and relax after your Tuscan Vespa tour at hotel Villa Ducci, which will be the point of departure and return.
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  • 4 hours
From
$212.19
From
$212.19

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
  • Taking safety measures
From
$123.57
From
$123.57
Taking safety measures

San Gimignano Walking Tour and Vernaccia Wine Tasting - Semi Private

San Gimignano Walking Tour and Vernaccia Wine Tasting - Semi Private

star-5
2
On this insider’s introduction to San Gimignano, you’ll explore the Tuscan hilltop town on foot, discovering medieval-era landmarks. Highlights include panoramic views of the surrounding countryside from the Torre Grossa, Renaissance-era frescos in the Church of St. Augustine, and a peek at the town’s original walls. You’ll also have the chance to partake in a local wine tasting.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$105.30
From
$105.30
Taking safety measures

Florence and San Gimignano Private Tour from Livorno

Florence and San Gimignano Private Tour from Livorno

star-5
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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  • 9 hours
  • Free Cancellation
From
$1,085.87
per group
From
$1,085.87
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
$19.75
From
$19.75

Private 500 Fiat tour in Tuscany From San Gimignano

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
$363.76
Price varies by group size
From
$363.76
Price varies by group size
Taking safety measures

Private Pizza Master Class and Wine in Tuscany

Private Pizza Master Class and Wine in Tuscany

star-5
3
Take a private pizza-making class in Tuscany and learn to make delicious and traditional Italian pizza. Follow the instructions of your chef and learn how to prepare this world-famous dish learning traditional Italian techniques. Then sit down to the friends of your labor and sample a variety of regional wines, olive oils, and vinegars to complement your delectable pizza.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$158.84
From
$158.84

San Gimignano and Abbey of San Galgano

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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  • 6 to 7 hours
  • Free Cancellation
From
$486.99
per group
From
$486.99
per group

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

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

star-5
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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$163.69
per group
From
$163.69
per group
Taking safety measures

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal

Vineyard Tour with Wine, Olive Oil Tasting and Tuscan Meal

star-5
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$55.78
From
$55.78
Taking safety measures

San Gimignano: Wellness Day in a Tuscan Winery

San Gimignano: Wellness Day in a Tuscan Winery

star-5
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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  • 8 hours
  • Free Cancellation
From
$814.83
From
$814.83

Private tour - Colle Val D'elsa and its untouched beauty

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
$225.18
per group
From
$225.18
per group

Wine, Extra Virgin Olive Oils & Cheese Tasting

Wine, Extra Virgin Olive Oils & Cheese Tasting

star-5
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
$30.86
From
$30.86

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
$1,067.04
per group
From
$1,067.04
per group

Brunello Wine Tasting from San Gimignano

Brunello Wine Tasting from San Gimignano

star-5
1
Tuscany is famous for its fine wines, UNESCO-listed landscapes, and historic cities, and this day tour from San Gimignano ticks off all three. Enjoy wine tasting in the Chianti wine region; explore historic Montalcino; and sample the famous Brunello di Montalcino wine. Tour includes hotel pickup and drop-off.
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  • 5 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$97.00
From
$97.00
Taking safety measures

San Gimignano Private Walking Tour

San Gimignano Private Walking Tour

star-5
1
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
$172.75
per group
From
$172.75
per group
Taking safety measures

Vegan, Vegetarian or Gluten Free Lunch and Wine in Tuscany

Vegan, Vegetarian or Gluten Free Lunch and Wine in Tuscany

star-5
1
Tuscany is home to some of Italy’s most renowned cuisine and this tour is adapted for those with special dietary requirements. Enjoy a guided tour of the Tenuta Torciano Vineyards in San Gimignano, then visit the winery restaurant for a delicious 4-course lunch, accompanied by a wine tasting. Choose from a vegan, vegetarian, or gluten-free menu, depending on your preferences.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$75.18
From
$75.18

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