Siena Car Tours
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Afternoon Semi Private Chianti tour from Siena

Afternoon Semi Private Chianti tour from Siena

22
Discover the history of the Chianti region, visit Monteriggioni (a medieval castle and fortress), and stop by a boutique family-owned winery on this tour from Siena. Taste four different Chianti Classico wines paired with delicious Pecorino cheese, bruschetta, salame, and olive oil. Explore the historic cellar and learn about the wine production process.
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  • 3 hours 30 minutes
  • Free Cancellation
from
$81.16
Private wine tour of Chianti or Montalcino

Private wine tour of Chianti or Montalcino

7
Avoid the hassle of navigating the rural roads and trying to locate the small cellars in Tuscany’s wine country with this wine tour that includes round-trip transportation. Stop for a tour and tasting at one or two scenic wineries near Siena before a lunch break. In the afternoon, visit cellars in Montalcino or the Val d’Arno to sample some of Tuscany’s most historic labels.
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  • 2 hours 20 minutes
  • Free Cancellation
from
$432.84
Price varies by group size
Siena to Rome: Orvieto and Montepulciano Transfer Tour

Siena to Rome: Orvieto and Montepulciano Transfer Tour

1
Optimize your travel time with this private transfer that breaks up the trip from Siena to Rome with stops in Orvieto and Civita di Bagnoregio to sightsee, shop, and dine. Enjoy hassle-free pickup at your hotel or other accommodation in Siena and enjoy views of the Tuscan countryside as you head south. Stop for free time to explore Orvieto and Civita before drop-off at your final destination in Rome.
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  • 7 hours
  • Free Cancellation
from
$854.86
per group
500 Vintage Tour: Chianti Roads Experience with Lunch from Florence

500 Vintage Tour: Chianti Roads Experience with Lunch from Florence

20
For a classic Italian experience, cruise through Tuscany’s famous Chianti wine region in a restored vintage Fiat 500! Take the wheel on this self-drive, tag-along adventure from Florence, and feel the freedom of the open road as you wind through a landscape of medieval villas, olive groves and rolling vineyards. Midday, stop at a local winery for an authentic Tuscan lunch and a chance to taste the region’s famous bounty.
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  • 6 hours 30 minutes
  • Free Cancellation
from
$162.32
Likely to Sell Out
Truffle Hunting with Wine Tasting in Chianti

Truffle Hunting with Wine Tasting in Chianti

5
Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.
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  • 4 hours
  • Free Cancellation
from
$332.21
Price varies by group size
Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

387
Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket. 
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  • 2 hours
  • Free Cancellation
from
$37.87
San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena

98
Visit San Gimignano and Montalcino on a small-group day trip from Siena, and discover medieval architecture, wine, and stunning views of Tuscany. With ample free time in each of the hill towns, the tour also includes lunch at a Montalcino winery plus samples of Chianti and Brunello di Montalcino wine.
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  • 11 hours
  • Free Cancellation
from
$151.49
Chianti and Castle small group Tour from Siena with Wine Tasting

Chianti and Castle small group Tour from Siena with Wine Tasting

100
Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.
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  • 5 hours
  • Free Cancellation
from
$91.98
Best of Siena Guided Walking Tour

Best of Siena Guided Walking Tour

24
Maximize time in Siena with a guided walking tour through the medieval city streets. Starting from the Basilica of San Domenico, pass through Piazza del Campo and see the Palazzo Pubblico (Town Hall). Then, head to the Cathedral to admire its architecture and the beautiful polychrome marble. Upgrade your experience to include a guided tour of the cathedral's interior.
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  • 1 hour 15 minutes
  • Free Cancellation
from
$22.72
Likely to Sell Out
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

611
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.
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  • 9 hours
  • Free Cancellation
from
$173.14
Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

53
Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.
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  • 5 hours 30 minutes
  • Free Cancellation
from
$108.21
Likely to Sell Out
Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena

91
Get medieval on this guided tour from Sienna to San Gimignano and Volterra. Head to the marvelously diminutive hilltop town of Monteriggioni and then stop for a while in UNESCO world Heritage-listed San Gimignano with its plethora of medieval towers and commanding views over the Tuscan countryside. Finally, spend some time in an alabaster workshop in Volterra before indulging in a rustic lunch at a Tuscan farm. This small-group tour is limited to just eight people, ensuring plenty of personalized attention from the guide. 
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  • 8 hours
  • Free Cancellation
from
$173.14
Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

243
The magnificent Duomo of Siena is one of the highlights of Siena’s UNESCO-listed historic center, but its popularity means that you could spend a long time queuing outside. This skip-the-line ticket ensures priority entrance and offers access to the Cathedral, the Piccolomini Library, the Baptistery of San Giovanni, the museum, and the Crypt.
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  • Free Cancellation
from
$20.88
Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

178
Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.
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  • 4 hours
  • Free Cancellation
from
$124.44
Guided Walking tour of Siena with Cathedral

Guided Walking tour of Siena with Cathedral

28
Siena has one of the most intact medieval cityscapes in Italy and with this walking tour, you can take in the hill town’s top sights in just two hours. Skip the hassle of following a map and instead head straight to the highlights with a guide. Stroll past Piazza del Campo, town hall, and Basilica of San Domenico, plus stop in the cathedral to marvel at works by Donatello and Bernini.
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  • 2 hours
  • Free Cancellation
from
$43.28
Likely to Sell Out
Grape stomping in Tuscan farmhouse from Siena

Grape stomping in Tuscan farmhouse from Siena

1
Take off your shoes and - literally - immerse yourself into ancient Tuscan culture on a grape stomping excursion to the Chianti hills.  In addition to grinding grapes into juice with your bare feet, you’ll also get an up close look at life at a Tuscan winery. A visit to the wine cellar and tasting is also included. After you’ve stomped to your heart’s content, replenish your strength with a homemade lunch.
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  • 4 hours
  • Free Cancellation
from
$407.95
Price varies by group size
Saturnia and Picnic at sunset in the middle of the vineyards

Saturnia and Picnic at sunset in the middle of the vineyards

This is the tour of the oldest Etruscan and Roman Maremma but remained intact over time. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. The Biodynamic, Biological company where we will have a picnic is truly an example of obsessive attention to traditions in respect of Nature! From the above you can enjoy a 360 degree view. Your basket includes: 2 basic wines, typical breads, 2 types of cheese, award-winning oil!
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  • 1 day 8 hours
  • Free Cancellation
from
$221.97
Saturnia and Città del Tufo in E Bike

Saturnia and Città del Tufo in E Bike

1
This is the tour of the most ancient Etruscan and Roman Maremma which has remained intact over time. The Middle Ages are well represented both in Pitigliano and in Sovana. We explore Pitigliano, a city "excavated" in the tuff that stands on a natural platform. The city is called "Little Jerusalem" because it hosted an important Jewish community twice. Possibility to visit the Synagogue. Admission not included. Guided walk in Sovana, an enchanted city and an authentic medieval village. We will see very ancient early medieval churches. Entrances not included. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. Possibility to visit an excellent cellar. Cost not included. Possibility to have lunch on the farm. Cost not included.
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  • 1 hour 30 minutes
  • Free Cancellation
from
$221.97
Likely to Sell Out
Private Vintage 500 Fiat tour in Tuscany

Private Vintage 500 Fiat tour in Tuscany

2
Discover the Tuscan countryside behind the wheel of a classic Fiat 500 on a private six-hour tour. Starting from Florence, hit the open road with your guide.  Along the drive, you’ll visit three historic villages, stopping whenever you like.  Later, enjoy a traditional Tuscan lunch with wine tasting  at a 19th century villa.
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  • 6 hours
  • Free Cancellation
from
$348.44
Price varies by group size
Tarot Garden and Maremma Park

Tarot Garden and Maremma Park

8
Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or reservations within the park system, we could change with an Easy Naturalistic Walk with tales of legends, stories of pirates, kidnapped girls and monsters of the sea. The duration is about 1 hour and a half. The Tarot Garden is, together with the Park Guell in Barcelona, the only splendid example of artistic architecture that the whole world envies us! The 4-course lunch in the typical Osteria will take you back in the time of healthy and local cuisine.
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  • 5 hours
  • Free Cancellation
from
$476.12
Price varies by group size
Likely to Sell Out
Private Montalcino and Pienza Tour from Siena

Private Montalcino and Pienza Tour from Siena

Surround yourself with the unrivaled scenery of Valle de Orcia while trying some of its epicurean delights on a private day tour from Siena. Begin in the hill town of Montalcino, where you'll sip on locally-produced wine at a popular winery. Later, head to the historic center of UNESCO-listed Pienza, where you'll enjoy free time to explore independently. A typical Tuscan lunch and cheese tasting also accompany the immersive experience.
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  • 6 hours
  • Free Cancellation
from
$486.95
Price varies by group size
Likely to Sell Out
Montalcino and Montepulciano Wine Tour from Siena

Montalcino and Montepulciano Wine Tour from Siena

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.
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  • 6 hours
  • Free Cancellation
from
$486.95
Price varies by group size
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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  • 4 hours
  • Free Cancellation
from
$434.60
per group
Private Day Tour in Siena

Private Day Tour in Siena

Pleasant tour in medieval history to discover unique monuments. The entrance to the Duomo will be unforgettable to admire all its magnificence and harmony. The history and ancient traditions of the kitchen will become very familiar to you, so much so that you can reproduce the recipes even at home. Sienese cuisine is patriarchal, it comes from the countryside. In many respects it is similar to the Tuscan one, but if we think of vegetable soups: in Siena they prepared them with a few more aromatic herbs, such as calamint, thyme, ginger, which give a symphony of smells and flavours. Here the dishes are called godende. The Sienese love everything that belongs to the table and its pleasures. All the toponymy here speaks of food, just think of the names of alleys such as Malcucinato or Salecotto. Not to mention the wine: in the province of Siena there are 5 D.O.C.G. and 14 D.O.C. 3-course lunch in a selected trattoria or tavern to savor the historic dishes of Siena. Included in the tour price.
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  • 13 hours 55 minutes
  • Free Cancellation
from
$493.44
Price varies by group size
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