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Top 15 things to do in ...
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15 results
Best Seller
Navigate through the picturesque landscapes of Tuscany with the Tootbus Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.
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2-Day Tuscany Bus Pass: Explore at Your Own Pace from Florence
Free Cancellation
2 days
from
$90
Step off your ship and into a waiting vehicle for a private tour of Siena and San Gimignano. Enjoy the drive through the Tuscan countryside to bustling Siena, walk its winding streets with your guide, visit the Duomo and central square, famous for the annual horse race. Next, head to the charming UNESCO-listed town of San Gimignano and immerse yourself in its medieval surroundings before returning to port in Livorno.
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5.0
(3)
The best of Siena and San Gimignano from Livorno
Free Cancellation
8 to 9 hours
from
$1,011
Per group
Likely to Sell Out
Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.
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4.8
(66)
Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano
Free Cancellation
6 hours
from
$178
Special Offer
Escape to the heart of Tuscany with a private vineyard experience in San Gimignano. Discover the secrets of biodynamic winemaking and olive oil production at a historic family-run farm. Enjoy a guided tasting of organic wines, extra virgin olive oils, and balsamic vinegar, paired with a delicious farm-to-table Tuscan meal.
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4.9
(44)
Private Tuscan meal with Wine and EVO oil tasting
Free Cancellation
1 hour 30 minutes
from
$65
$81
Step into the Middle Ages on this 2-hour private tour of San Gimignano, one of Italy’s most stunning medieval villages. Stroll through historic squares, admire ancient towers, and choose to visit the majestic Cathedral or climb the Big Tower for breathtaking views. Discover local traditions, art, and flavors, including award-winning gelato and DOCG Vernaccia wine.
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5.0
(51)
Private Tour in San Gimignano
Free Cancellation
2 hours
from
$167
Price varies by group size
Likely to Sell Out
Discover the essence of Tuscany on this immersive wine tour through the beautiful Chianti region. Visit three distinct wineries, where you'll explore traditional vineyards and enjoy multiple tastings of exquisite Chianti wines. Savor a sumptuous Tuscan lunch featuring homemade pasta and local delicacies, paired perfectly with the wines. With a knowledgeable guide leading the way, you’ll learn about the art of winemaking while soaking in the stunning countryside views. Perfect for adults seeking a delightful day of wine and camaraderie.
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5.0
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Small-Group Tuscany Wine Tour: 3 Wineries and Traditional Lunch
Free Cancellation
6 to 7 hours
from
$214
Enjoy a celebratory evening in Tuscany with a romantic dinner and wine tasting. After a relaxing walk around the historic San Gimignano property, settle into a delicious multi-course meal. Sample an appetizer of Tuscan cheeses, salami, and bruschetta before moving on to truffle lasagna, roasted meat, and vegetables, and a dessert of vanilla ice cream with Balsamic vinegar. Take a winery tour and taste current and vintage reserve wines.
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4.6
(24)
Romantic Dinner and Wine Tasting in San Gimignano Winery
Free Cancellation
2 hours 30 minutes
from
$89
Navigate through the picturesque landscapes of Tuscany with the Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.
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Explore Tuscany at Your Own Pace: 5-Day Multi-City Bus Tour
Free Cancellation
5 days
from
$110
Navigate through the picturesque landscapes of Tuscany with the Tootbus Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.
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Explore Tuscany: 3-Day Multi-City Flexible Bus Tour from Florence
Free Cancellation
3 days
from
$100
Tuscany is Italy’s gastronomic heart and this full-day tour from San Gimignano is the ideal introduction for traveling foodies. Sample regional wines and Tuscan specialties at a Montalcino winery; enjoy a self-guided tour of Montalcino fortress; taste regional delicacies such as Pecorino cheese in Pienza; and discover the famous Nobile di Montepulciano wine at a Montepulciano winery.
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5.0
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Chianti & Montalcino Wine Tour from San Gimignano
Free Cancellation
8 hours
from
$167
In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.
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31
Operator reviews
San Gimignano and Abbey of San Galgano
Free Cancellation
6 to 7 hours
from
$654
Per group
Discover the magnificent architecture of the Renaissance on this full-day tour from Florence to Pisa and Lucca. Explore the famous marble monuments of Pisa’s Piazza dei Miracoli with a guide, including the city’s grand cathedral and vaulted cemetery. For the ultimate Pisa experience, climb the famous leaning tower and soak up panoramic views. After a stop at a local vintner’s shop for wine tasting, continue on to the medieval walled city of Lucca, where you’ll enjoy free time to stroll the well-preserved streets and squares your own.
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4.2
(6)
From San Gimignano: Pisa Half Day Trip
Free Cancellation
6 hours
from
$58
Visit two renowned wineries—and enjoy two separate tastings—during this full-day, small-group wine lovers’ tour of Tuscany’s Chianti region. Head to scenic, medieval-era Castellina In Chianti to enjoy Chiani wines paired with traditional cured meats. Then, head to Fattoria Lornano for a chance to sample even more local vintages along with extra virgin olive oil.
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4.1
(20)
Castles & Chianti Wine Experience– Small Group from San Gimignano
Free Cancellation
6 hours
from
$101
Discover the most beautiful places of San Gimignano and the surrounding Chianti area starting from Florence with our professional photographer and our guide who will take you wonderful photos in the village and on the hills among the vineyards. You will not be a passive spectator, but you will be the center of attention, free to enjoy the experience without hindrances such as cameras and various devices. Once the tour is over the photographic material will be shared telematically already edited.
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Operator reviews
Private tour San Gimignano-Chianti w/ photographer from Florence
Free Cancellation
6 hours
from
$357
Price varies by group size
Likely to Sell Out
Discover Tuscany from a truly unique perspective with this small-group horseback riding experience through rolling vineyards and olive groves, followed by a traditional lunch and wine tasting at a local estate. Departing from Florence or San Gimignano, this experience offers the perfect balance of scenic adventure and authentic flavors, allowing you to explore the countryside away from the crowds and savor regional specialties paired with estate-produced wines. Ideal for nature lovers and food enthusiasts alike, it’s an unforgettable way to immerse yourself in the beauty, tastes, and traditions of Tuscany, all in one day.
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5.0
(2)
Tuscany Horseback Riding and Winery Tour with Lunch
Free Cancellation
7 hours
from
$143
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