Top Siena Car Tours

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.

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.

Taste your way through Tuscany with this full-day wine tour of Pienza and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano. You also enjoy plenty of free time to explore each village on your own.

See the top sights in Siena without the hassle of a guidebook or map with this small-group walking tour through the medieval old town. Join your guide for a stroll along picturesque historic lanes to take in landmarks like the Piazza del Campo, Basilica of San Domenico, and Sanctuary of St. Catherine of Siena. Opt to add on a visit to the city’s magnificent Cathedral, rich in artworks by Renaissance masters.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

Connect with Tuscany’s time-honored culinary heritage on a private truffle and wine experience from Florence. Join in a traditional truffle hunt led by an expert ‘tartifaio,’ who will share the age-old history and techniques of searching for the prized, aromatic tubers. Savor a gourmet lunch of Tuscan cuisine, and visit a winery in the famed Brunello appellation for a cellar tour and tasting. Cap off your day in the countryside with a stroll through the winding streets and unique shops of a medieval village.

In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.

Your Professional English-speaking Driver will pick you up from your accommodation in Siena. All you have to do is get in and relax. Enjoy a 3-hour one-way Private Transfer in a comfortable, fully air-conditioned comfortable vehicle to Fiumicino Fco International Airport. Pit stop half-way to relax. Viceversa trip available according selected option. Upgradable option to visit the old town of Orvieto for an extra 3 hours. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

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...

Embark on this Full-Day Private Montalcino and Montepulciano Wine Tour and indulge your senses in the heart of Italy's renowned wine country! Your day begins with a personalized, chauffeur-driven journey through the stunning Tuscan countryside, setting the scene for an unforgettable adventure. As you traverse the picturesque landscape, you will visit two prestigious wineries - in Montalcino and Montepulciano - each with its own unique charm and distinctive wines. Expert sommeliers and winemakers will guide you through tastings of exceptional Tuscan varietals, sharing their deep knowledge and passion for winemaking. Enjoy a delightful Tuscan lunch at a selected vineyard, paired with local specialties, perfectly complementing the wines you've tasted throughout the day. Don't miss this opportunity to create lasting memories on this Private Montalcino and Montepulciano Wine Tour, escaping the hustle of Siena for a day of indulgence and appreciation of Italy's vinicultural heritage.