Siena Luxury Car Tours
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Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

28
Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.
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  • 8 hours
from
$476.12
Price varies by group size
PRIVATE TOUR: Florence & Chianti in one day with Lunch and Tasting in Winery

PRIVATE TOUR: Florence & Chianti in one day with Lunch and Tasting in Winery

1
Explore the Chianti region, and visit the magnificent town of Florence, the Capital of the Renaissance. In the morning we will arrive in Florence for a visit of the city. We will stop in the best panoramic place to photograph the Renaissance City (Piazzale Michelagelo). After we'll enter in the historic center of the town for a free visit of about 3 hours. (Stops: Palazzo Pitti - Ponte Vecchio - Piazza della Signoria - The Duomo - Piazza Santa Croce - San Lorenzo Market & more..) Later we'll drive inside the Chianti Region, that takes in the iconic landscape of a rolling hills, avenues of cypress trees and medieval hilltop towns. We'll drive through the vineyards of Chianti, along ancient pilgrimage trails. For lunch we'll feast in a typical Tuscan farm, tasting Lasangna, Pecorino cheese, Ham and the best Wines of our Region. In the afternoon, we'll visit the Medieval town of San Gimignano and its magnificent towers tasting the best gelato of the world. Take a look at: What to expect
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  • 8 hours
  • Free Cancellation
from
$378.74
Price varies by group size
Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

6
This customized day trip pairs the otherworldly landscapes of southern Tuscany with the region’s frozen-in-time villages and prized flavors. Relax and take in the views from a luxury vehicle while a private guide and driver handles the country roads. Taste famed Brunello wine in Montalcino and Pecorino cheese in lovely Pienza, visit a medieval monastery, and get hand-picked recommendations for an authentic Tuscan lunch.
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  • 8 hours
from
$508.59
Price varies by group size
Full day Wine Tour in Chianti from Florence or Siena

Full day Wine Tour in Chianti from Florence or Siena

2
The picturesque hills of Chianti produce some of Italy’s premier wines. Experience this area’s beauty and cuisine without the hassle of navigating country roads on this wine tour that sets off directly from Florence or Siena. Stop at the landmark Antinori cellar and enjoy lunch in the village of Badia di Passignano before a stroll through the town of Radda in Chianti and a final tasting at a winery nearby.
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  • 8 hours
from
$649.26
Price varies by group size
Assisi, Deruta & organic gourmet lunch at the olive oil farmhouse from SIENA

Assisi, Deruta & organic gourmet lunch at the olive oil farmhouse from SIENA

1
Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint Francis in Assisi's Basilica. Stop for lunch in an intimate, local restaurant/farmhouse, for a gourmet meal with a glass of Montefalco Red or Sagrantino ready at hand for a toast, and experience their local extra virgin olive oil production. After lunch delight in Deruta, where you will encounter extraordinary ceramics and have the chance to visit Ubaldo Grazia, the world's most ancient majolica factory
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  • 9 hours
from
$508.59
Price varies by group size
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
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
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
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
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
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
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
Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

178
Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group limited to 12 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier. Plus, a choice of morning or afternoon departure means you can slot this tour into even the busiest of sightseeing schedules.
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  • 3 hours
  • Free Cancellation
from
$81.16
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
San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

1
Visit Monteriggioni, San Gimignano, and more on a customizable 8-hour private tour. After pickup from your Siena hotel, discover the Tuscan countryside in a luxury Mercedes vehicle, complete with complimentary WiFi and refreshments. Given that you’re in the heart of Chianti Classico, a tasting at a local winery is highly recommended. But you're free to pick and choose which locations you’d like to visit and your guide will happily oblige.
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  • 8 hours
from
$476.12
Price varies by group size
Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Follow us inside the rolling Tuscan landscape, amidst wine, art, Middle Ages, Renaissance and history visiting Cortona and "the secret underground cellars" of Montepulciano. You will taste the best wines of our Region and meal with a typical tuscan lunch. The beautiful and untouched landscape is the absolute protagonist in Val d' Orcia. This area of Tuscany boasts of endless rolling hills covered with grain or sunflowers, a rich green valley which encompasses the Orcia river. First we will explore the South of Tuscany and visit the Medieval town of Cortona. Later we'll visit the "Underground Wonders" of Montepulciano (The Historic Cellars of the city) where you will find gigantic oak barrels, in which the famous Vino Nobile di Montepulciano DOCG “rest”. In Montepulciano we'll have also a first and a second wine tasting experience in two differerent cellars, with a delicious tuscan lunch. (Pecorino cheese, bruschettas, ham, cold cuts, always with the best wines of our Region).
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  • 8 hours
  • Free Cancellation
from
$270.53
Price varies by group size
Suvereto Wine Experience PRIVATE TOUR from SIENA

Suvereto Wine Experience PRIVATE TOUR from SIENA

Skip the impersonal big group tours and ensure a personalized experience on this private tour of the San Gimignano, Volterra and Bolgheri Supertuscans wine area from Siena.
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  • 10 hours
from
$551.87
Price varies by group size
Likely to Sell Out
Ramble Through The Rolling Hills Of Chianti with Lunch & Wine Tastings

Ramble Through The Rolling Hills Of Chianti with Lunch & Wine Tastings

Spend a day in the iconic landscape of the "Chianti Hills", among cypress avenues, vineyards, sunflowers and medieval villages. Visit the historic village of San Gimignano and admire its ancient towers, enjoy homemade lasagna and savour 8 of the best wines of the Tuscan countryside on a typical farm. Itinerary: • Our driver will pick you up at your hotel, B&B or private flat and take you on a journey through the rolling hills of Tuscany. • Later we will move among olive groves, cypresses and vineyards. You will see the magnificent towers of San Gimignano and the typical old town. San Gimignano is known for its famous white wine Vernaccia, produced by the ancient grape variety Vernaccia. You will go up to the highest tower-museum (Torre Rognosa) where you will see an incredible tuscan panorama. • Then we will move to a typical Tuscan farm, to understand the secrets of wine production and enjoy a lunch with lasagna or homemade pasta, bruschetta, percorino cheese and 8 wine tastings.
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  • 6 hours
  • Free Cancellation
from
$238.06
Price varies by group size
Siena and San Gimignano Private Shore Excursion for Cruisers

Siena and San Gimignano Private Shore Excursion for Cruisers

This private shore excursion has been designed for those who have already visited the famous cities of Florence and Pisa, and are interested in exploring other beautiful areas of Tuscany rich in charm, history, and culture. Siena’s history extends as far back as Ancient Rome as a Roman colony. For centuries since, Siena grew into a prosperous significant medieval town, a rightful rival to the neighboring Florence. One of the historic traditions that date back to ancient tribal systems retained in Siena, is the town’s 17 districts (contrade)- each with its own coat of arm and strong identity. Every July 2 and August 16 the Palio is held in Piazza del Campo. San Gimignano has a distinctive skyline which has earned it its nickname "Medieval Manhattan" of Tuscany. During the Middle Ages towers were a symbol of power, therefore prestigious families competed in building the tallest and greatest towers to establish their relevance in the community.
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  • 9 hours 30 minutes
  • Free Cancellation
from
$1,514.94
per group
Brunello/Montalcino-Tour in Ferrari

Brunello/Montalcino-Tour in Ferrari

Driving the Ferrari California Turbo Cabriolet in Tuscany, in the heart of Val D'Orcia Valley "Unescu Heritage of theWorld" is pure magic .. Your Tour director an expert of Ferrari, will drive you among Bagno Vignoni, a little hidden gem in Val D'Orcia Valley, not commercial place!.. where ancient roman warriors use to relax after battles.. you still can fin original thermal baths. Driving ahead Montalcino, you will discover the most beautiful roads of Europe, full of turns where you can taste the speed of your Ferrari, the sound of the Ferrari V8 engine and enjoy the wind trough your hair... Breathtaking landscapes, medieval towns, tasty food, good wine and the smile of the locals are waiting for you ... Try this unforgettable luxury unique experience. Real Luxury is leader in the ultimate self-driving experience...
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  • 4 hours
from
$3,138.09
per group
Bolgheri Top Wines Private tour from Florence or Siena

Bolgheri Top Wines Private tour from Florence or Siena

Your day will start from your accommodation when our Professional driver pick you up in a comfortable, luxury vehicle. We will first reach Bolgheri a charming hamlet with The Gherardesca family Castle, where also poet Giosuè Carducci lived. To reach the village we’ll pass via a long, cypress-lined road called the Via Bolgherese which is in all the postcards from Tuscany. Later we will reach an exclusive winery where we will be introduced to Super Tuscan wines, to wine-making and to the latest trends in viticulture. We will visit the prestigious wineries that produce Argentiera, Ornellaia and Tignanello. A delicious lunch awaits us in the village of Castagneto Carducci overlooking vineyards and the seaside. In the afternoon we will visit another winery before heading back to your hotel.
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  • 8 hours
from
$1,076.69
Price varies by group size
Full-Day Val d'Orcia and Brunello Wine Tour

Full-Day Val d'Orcia and Brunello Wine Tour

Discover the most famous wine area of Siena, taste the amazing Brunello wines in boutique wineries, admire the incredible views that postcards are made of, and visit the quaint town, of Pienza. Enjoy a special lunch experience on a family-run estate with homemade products.
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  • 9 hours
from
$554.04
Price varies by group size
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