San Gimignano
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Viator
500 Vintage Tour - Chianti wine tour - Small group
Enjoy a memorable 7-hour journey through the Tuscan countryside aboard a charming vintage Fiat 500. Relax as a professional driver guides you along the scenic roads of the Chianti region, passing rolling hills, vineyards, and iconic cypress-lined avenues. Discover picturesque medieval villages, where you can wander through historic streets and take in breathtaking panoramic views. During the tour, visit a traditional wine cellar and savor a tasting of renowned Chianti wines, paired with a delicious Tuscan appetizer and lunch. You’ll also sample locally produced extra-virgin olive oil served with fresh bread, offering an authentic taste of the region. This small-group experience is designed for comfort and ease, allowing you to fully immerse yourself in the beauty, flavors, and timeless atmosphere of Tuscany without any stress.
5.0(5)
7 Hours
San Gimignano
- Free cancellation
From
$214
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Viator
Chianti e-bike tour from Florence with wine tasting
Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small town located just outside the town center of Florence, to avoid the trafic of the city. You'll cycle surrounded by beautiful views over the Val d'Elsa and with San Gimignano at the horizon, direction Castellina in Chianti. Castellina is one of the most charming hilltop villages in the Chianti area and you will have the time to walk in the town center before to reach the winery. The tour includes a Chianti Classico wine tour and tasting in a local winery, with a typical Tuscany light lunch. You can decide to complete an alternative tour and reach Badia a Passignano, an historic Benedictine abbey surrounded by cypresses, and Panzano in Chianti, beautiful medieval town located in the hearth of Chianti Classico region.
5.0(4)
6 Hours
San Gimignano
- Free cancellation
- Private tour
From
$309
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Viator
The best of Siena and San Gimignano from Livorno
We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites
5.0(3)
8 Hours - 9 Hours
San Gimignano
- Free cancellation
- Private tour
From
$1,010
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Viator
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!
5.0(1)
9 Hours
San Gimignano
- Private tour
From
$559
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Viator
Private E-bike Tour in Chianti from San Gimignano
Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills make this region unique for both tourists and locals. We will pick you up and return you to your hotel or apartment in San Gimignano and guide you along a variety of cycling routes, from easy rides to challenging climbs for cycling enthusiasts. During the ride, you can stop freely to rest or admire the stunning landscapes of the Tuscan hills. At the end of the tour, a well-deserved full lunch awaits, featuring traditional Tuscan dishes paired with three selected wines. Your only task is to relax and savor the flavors while surrounded by one of the most beautiful areas in the world.
4.8(4)
6 Hours
San Gimignano
- Free cancellation
- Private tour
From
$453
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Viator
Chianti & Montalcino Wine Tour from San Gimignano
Begin your day by meeting your guide at Porta San Giovanni in San Gimignano. From here, head into the beautiful Tuscan countryside for a wine-tasting experience at a local winery, accompanied by typical regional products and a traditional lunch, offering the perfect introduction to authentic Tuscan flavors. After lunch, continue towards the prestigious wine area of Montalcino, world-famous for Brunello di Montalcino. Here, you will enjoy another wine tasting paired with regional specialties, surrounded by breathtaking vineyard landscapes. Following the tastings, enjoy free time in Montalcino to explore the charming historic center, stroll through its medieval streets, and admire spectacular views over the rolling Tuscan hills. Conclude your tour with a return to San Gimignano, completing a day filled with fine wines, local gastronomy, and the unforgettable beauty of Tuscany.
4.6(5)
8 Hours
San Gimignano
- Free cancellation
- Likely to sell out
From
$166
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Viator
Vintage Fiat 500 Tour: Lunch and 2 Wine tastings in the Chianti
Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti and San Gimignano.
4.3(52)
7 Hours
San Gimignano
- Free cancellation
- Likely to sell out
From
$214
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Viator
From San Gimignano: Pisa Half Day Trip
Explore the highlights of Pisa on this relaxed half-day trip from San Gimignano, ideal for travelers who want to experience the city’s most famous landmarks without the hassle of planning transport. Travel in comfort on an air-conditioned coach with an expert multilingual guide who will share fascinating insights into Pisa’s history and architecture. Upon arrival, enjoy free time to wander the charming streets or explore the city at your own pace. Visit the iconic Piazza dei Miracoli, home to Pisa’s most famous sights. Admire the Leaning Tower of Pisa, the Cathedral, and the Baptistery from outside—perfect for photos and soaking in the historic atmosphere. After your time in Pisa, relax on the return journey to San Gimignano, arriving in the evening. This tour is perfect for visitors looking for a stress-free, guided experience that combines comfort, flexibility, and the opportunity to see one of Italy’s most celebrated cities in a single afternoon.
4.2(6)
6 Hours
San Gimignano
- Free cancellation
- Likely to sell out
From
$58
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Viator
Castles & Chianti Wine Experience– Small Group from San Gimignano
Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color and delicate violet aromas, while visiting two wineries in the heart of the Chianti Classico area. Enjoy guided wine tastings paired with typical Tuscan food and extra virgin olive oil, surrounded by stunning vineyard landscapes. The tour begins and ends in the charming medieval town of San Gimignano. Travel comfortably in an air-conditioned minivan for up to 8 people or a minibus for groups of up to 30 people.
4.1(21)
6 Hours
San Gimignano
- Free cancellation
From
$101
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Viator
Tuscany Vespa Tour with Lunch & 2 Wine Tastings in Chianti
Discover the authentic spirit of Tuscany on a scenic scooter adventure through the rolling hills of Chianti, just outside San Gimignano. Ride an iconic Italian 50cc scooter along quiet country roads surrounded by vineyards, olive groves, and breathtaking landscapes, guided by a local expert. After a safety briefing and short driving test, set off to explore hidden corners of Tuscany far from the crowds. Along the way, stop at panoramic viewpoints and charming countryside locations while learning about local traditions and the Chianti region. A highlight of the experience is a traditional Tuscan winery lunch featuring local specialties, fresh pasta, cantuccini, and a tasting of Chianti wines, extra virgin olive oil, and balsamic vinegar. Continue your small-group ride through the beautiful Tuscan countryside before returning to the starting point with unforgettable memories of your Chianti scooter adventure.
3.7(7)
7 Hours
San Gimignano
- Free cancellation
- Likely to sell out
From
$149
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Viator
Siena: Chianti Guided E-Bike Tour with Lunch & 2 wine tastings
Discover the beauty of Tuscany on an unforgettable e-bike adventure through rolling hills, vineyards, olive groves, and postcard-perfect countryside roads. Choose between a guided e-bike tour led by a local expert or enjoy the flexibility of an independent e-bike rental, perfect for exploring at your own pace. Ride along an easy and scenic route connecting San Gimignano with charming Tuscan villages and hidden corners of the countryside rarely reached by traditional tours. Whether guided or self-guided, you’ll experience authentic Tuscany in a fun, relaxing, and eco-friendly way. During the experience, stop at a traditional Tuscan winery and enjoy a delicious local lunch featuring bruschetta, handmade pasta, local cheeses, and a tasting of three red wines. Take in breathtaking vineyard views while savoring regional flavors and the warm atmosphere of rural Tuscany.
3.7(3)
7 Hours
San Gimignano
- Free cancellation
- Likely to sell out
From
$77
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Viator
Private Vintage Fiat 500 tour in Chianti From San Gimignano
Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s simple use as a vehicle. Ideal both on city’s tiny alleys and on the famous country-side windy roads. We will be visiting typical medieval villages, get in touch with local wine and food producers as well as artisans, and stop along the way to take some picturesque photos that will become indelible memories. An experienced tour guide will lead you around and show you the way as only a local can. The tour ends in a local farm where we will be hosted by a family that has been living there since centuries, producing their own wine, Chianti Classico. We will have the chance to visit the property including the cellar and then relax where a traditional Tuscan lunch will be served, all accompanied by their wines. Pick up and drop off from your accomodation in San Gimignano included.
7 Hours
San Gimignano
- Free cancellation
- Private tour
From
$484
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Viator
Siena and San Gimignano Port Tour (Driver Only/Self Touring)
A scenic drive through the enchanting countryside of Tuscany will take you to your destinations: Siena and San Gimignano. Siena is one of the most popular and visited places in Tuscany, extremely rich in history and art and with strong local traditions tied to its 17 districts (called “contrade”) and to the famous Palio di Siena, the biggest annual event that takes place twice each summer in the city. San Gimignano is famous for its fascinating medieval architecture and towers that rise above of all the other buildings offering an impressive view of the city from the surrounding valley. PLEASE NOTE Your driver is NOT a licensed tour guide. This is as Tour By Car with only an English Speaking Driver (it does NOT include Tour Guides or Walking Tours). To comply with italian strict laws, drivers are obliged to remain with the vehicle while guests sightsee on their own away from the vehicle.
9h 30m
San Gimignano
- Free cancellation
- Private tour
From
$1,450
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Viator
San Gimignano and Abbey of San Galgano
In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.
6 Hours - 7 Hours
San Gimignano
- Free cancellation
- Private tour
From
$654
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Viator
Wine Tasting In A Beautiful Tuscan Villa
On this wine-tasting tour, you will sample some of the region’s best prosecco, rosé, and a variety of Tuscan red wines. Every glass is perfectly paired with local cured meats, cheeses, and various homemade pasta dishes (please inform us if you have any dietary restrictions). As you make your way through the villa’s multiple tasting rooms, you will discover that the Corbucci Wine Boutique not only produces excellent wine, they also make several other exceptional products, including limoncello, grappa, olive oil, and balsamic vinegar. All products are made from the finest, local ingredients and crafted with expert care. All good things must come to an end, and so must this tour. But there is no better way to conclude a wine-tasting experience than with a little more wine. To finish what promises to be an already wonderful experience, your gracious hosts will invite you to join them in raising a glass of Vin Santo—a traditional Tuscan dessert wine—to send you off with a sweet goodbye.
3 Hours - 8 Hours
San Gimignano
- Free cancellation
- New
From
$119
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