Tag Archives: Rome to Tuscany Tours

Top 5 Tuscany Tours from Rome

5 Feb

Buon giorno and welcome to Stefano’s RomeCabs, Italy’s premier company for private Tuscany Tours from Rome and Florence, and Tuscany Shore Excursions from Livorno and La Spezia cruise tours.

In this travel article, we will include the top 5 Tuscany tours from Rome that can be enjoyed on a single day trip from Rome for an easy way to experience the magic of Tuscany.

While Tuscany is best enjoyed on an extended sojourn to explore the enchanting medieval towns and villages surrounded by captivating landscapes,  we understand that many travelers are in Italy for a limited time and would like to experience as much of Italy as possible. On our private tours from Rome to Tuscany, we can help make that happen.

Basing yourself in Rome is perfect if you wish to explore Tuscany, Amalfi Coast, Umbria, or the Roman Countryside.  Rome offers many amenities that make staying in Italy’s capital ideal. Our private Tours in Italy by car take you to places unreachable by trains or public transportation, our itineraries take you to the most beautiful places in Italy, and without having to drive yourself you can simply sit back, relax, and enjoy your journey through Italy.



What are Tuscany Tours from Rome?

For more than 18 years we have specialized in private tours by car with professional drivers for the most convenient and hassle-free way to experience Italy.  We offer a variety of Tuscany tour itineraries on our website that take you to different top destinations in Tuscany.  Our fleet consists of comfortable limousine-style vehicles for a luxurious touring experience.

Our English-speaking drivers are professionally licensed, experienced, and knowledgeable limousine drivers dedicated to providing expert chauffeur service for a superior touring experience.

Top 5 Tuscany Tours from Rome - Luxury Tours from Rome
Top 5 Tuscany Tours from Rome – Luxury Tours from Rome


How do we select the itineraries for Tuscany Tours from Rome?

Touring the best of Tuscany from Rome is easy! While Tuscany is a vast region, the southern and central regions of Tuscany are close enough to Rome to make day trips from Rome to Tuscany possible.  We select the top Tuscany towns and villages and carefully pair them with other geographically compatible towns and villages to optimize your day trip, maximize your sightseeing opportunities while minimizing excessive driving distances.  

Our itineraries are carefully crafted to ensure you will see as much as Tuscany as possible during the duration of a day trip that’s approximately between 8 am to 6 pm.



Top 5 Tuscany Tours from Rome

Montepulciano and Pienza

Our Montepulciano and Pienza tour is at the top 5 Tuscany Tours from Rome, and one of the most frequently booked tours to Tuscany.

What’s not to love about this tour that combines picturesque Tuscan landscapes and charming medieval towns with exquisite local wines and delicious local Tuscan food.

Montepulciano and Pienza Tour – video by Stefano Rome Tours


Montepulciano is an ancient town whose origins go back to the Etruscan civilization that ruled Tuscany for centuries before Rome expanded over the Italian peninsula. As most medieval (and ancient) towns, Montepulciano was built on the ridge of Monte Poliziano (from where it got its name).  From its high position, it overlooks the captivating Val di Chiana (Valley of Chiana) and Val d’Orcia: two of Tuscany’s most enchanting valleys.

Top 5 Tuscany Tours from Rome - Montepulciano wine tasting
Top 5 Tuscany Tours from Rome – Montepulciano


Famous for its red Vino Nobile di Montepulciano, visitors have ample opportunities to enjoy wine tasting at local enoteche (wine shops) and visit their wine cellars, as well as stroll the pedestrian-friendly medieval streets lined with imposing palaces that house local artisan shops, gastronomic boutiques, cafes, and restaurants. 

PIENZA - Top 5 Tuscany Tours from Rome - RomeCabs Italy Luxury Tours
PIENZA – Top 5 Tuscany Tours from Rome – RomeCabs Italy Luxury Tours

Pienza is another charming hilltop town with an advantageous view of the sprawling Valley of Orcia that can be admired from the parameters of the village.  Pienza is a fine example of the Renaissance Humanist concept of urban design and was instrumental in the town’s revival and reconstruction transforming it from a simple medieval town named Corsignano into an Italian Renaissance utopia that inspired cities across Italy and Europe. 

The town was renamed Pienza in honor of its homegrown Pope Pius II who initiated the transformative works. The historic center of Pienza is also declared a UNESCO World Heritage Site.




Valley of Paradise


We recently created a NEW Tuscany Tour from Rome titled Valley of Paradise.  We also wrote a more detailed blog about Valley of Paradise detailing why we chose to give it that name.  We also posted many photos of Tuscany’s valley of paradise, we recommend that you take a moment to read it.

Top 5 Tuscany Tours from Rome - Valley of Paradise
Top 5 Tuscany Tours from Rome – Valley of Paradise

Val d’Orcia is one of the most photographed and filmed valleys in Tuscany, having also played the role of the “Elysian Fields” (an ancient pagan expression for Paradise) in the blockbuster film The Gladiator when the main character, Maximus, famously glided his hand through the ripe golden wheat field. Elysian Fields are, especially, fields of paradise.  Val d’Orcia is also rightfully listed as a UNESCO World Cultural Landscape. You can learn more about Val d’Orcia on our blog.

ALSO READ: 10 Best Trips & Tours of Tuscany from Rome


Valley of Paradise – Top 5 Tuscany Tours from Rome with RomeCabs

This Valley of Paradise Tour in Tuscany focuses on the spellbinding Val d’Orcia (Valley of Orcia) and three delightful towns and villages that are located in the heart of this remarkable valley: Pienza, Montichiello, and Montalcino.

Continuing from our above description of Pienza…..

Pienza is also among the most romantic villages in Tuscany,  ideal for a stroll along its narrow pedestrian lanes lined with pretty stone buildings that add charm to the village.  What adds to the romantic charm of Pienza are its narrow lanes with delightful names such as Via del Amore and Via del Bacio (Love Street  and  Kiss Street ), that will lead you to the edge of the village where you will behold some of the most stunning views of Val d’Orcia. 

You can also see from here the windy country road lined with characteristic cypress trees that were featured in the Elysian Fields segment of The Gladiator.

Top 5 Tuscany Tours from Rome to Pienza
PIENZA – Top 5 Tuscany Tours from Rome limousine tours


Further along the picturesque windy roads surrounded by the splendor of Valley of Orcia, you will arrive in Montichiello.  The village is as charming as its name. Originally an ancient fortified hamlet that seems to rise from the hill it was built on, Montichiello will surprise you with its pretty buildings behind the ancient city walls, and spacious streets and squares that are unlike narrow spaces that define most medieval villages. 

Possibly the most rewarding experience you can have in Montichiello is having a seat on one of the benches on the village terrace that seem to offer a front-seat view of the photo-perfect scenery with a glimpse of Pienza majestically dominating the valley in the distance.

Montichiello Top 5 Tuscany Tours from Rome limousine Tours
MONTICHIELLO – Valley of Paradise Tour, views of Val d’Orcia


Not far away, is Montalcino, one of the most treasured hilltop towns in Tuscany. If you are wondering why all these ancient towns were built on top of hills, the answer is a practical one: in ancient times dwelling on hilltops offered protection from enemies as well as the ability to see them from a distance prevening surprising attacks and affording locals some time to prepare a defense.

Nowadays, these once strategic locations offer us splendid panoramas of the idyllic landscapes of Tuscany.

ALSO READ: 5 Romantic villages near Rome you should visit


MONTALCINO - Top 5 Tuscany Tours from Rome limousine Tours
MONTALCINO – Top 5 Tuscany Tours from Rome limousine Tours


Montalcino is well regarded for its local Brunello di Montalcino, one of the finest wines in Italy that are produced from the local Sangiovese grape grown in vineyards all around Montalcino.

This pretty town attracts visitors not only for its fine wine but also for its historic, artistic, and architectural treasures. The hilltop town is crowned by an imposing fortress that was built when Montalcino came under the influence of Siena during the 1300s.




Cortona and Arezzo

This other popular Tuscany Tour from Rome was inspired by the two towns featured in two wildly popular films “Under the Tuscan Sun” which features Cortona and “Life is Beautiful” which features Arezzo.  Arezzo is also the hometown of the award-winning actor in the movie Roberto Benigni.


Over the many centuries, Arezzo grew and prospered to become one of Tuscany’s leading cities endowed with incredible monuments, museums, churches, and squares. Relish Arezzo’s beautiful Piazza Grande, the graceful medieval square surrounded by an eclectic assortment of elegant Medieval and Renaissance towers and palaces (palazzi).

Don’t miss the opportunity to stroll through Arezzo and discover the many charms this city possesses.

Tuscany Tours from Rome with RomeCabs to Arezzo Piazza Grande
AREZZO, Piazza Grande – Top 5 Tuscany Tours from Rome with Rome Cabs


Cortona is so famous in its own right that it doesn’t need an introduction. As with Arezzo, Cortona is also an ancient town whose history exceeds its Medieval buildings and remnants of Etruscan walls.  Legends of ancient events connected to Cortona include Noah’s Flood, the story of Troy, and parables of Ulysses and Pythagoras.

Traditions and mysteries aside, historical documents reveal Cortona as a once-formidable Etruscan capital, whose remnants are still visible in its 3,000-year-old Etruscan walls.

ALSO READ: Magical Places in Italy you can’t miss

Tuscany Tours from Rome with RomeCabs to Cortona Under the Tuscan Sun
CORTONA – Top 5 Tuscany Tours form Rome with RomeCabs Italy Private Tours

Cortona invites you to explore it with pretty squares such as Piazza della Repubblica and Piazza Signorelli, visit its museums, browse its enticing boutiques and art galleries, and sample its restaurants and cafes.




Best of Florence

There’s nothing like Florence, and Florence is nothing like any city in the world. Call it the cradle of Renaissance, an outdoor museum, or the city of dreams, Florence embodies the spirit of Italy’s extraordinary past merged with a contemporary city that thrives amidst its masterpiece architecture, timeless art, rich culture, and enduring traditions.

Florence brought to the world some of history’s giants such as Michelangelo, Dante, Brunelleschi, Donatello, Machiavelli, and Cimabue. It’s no wonder Florence captures the heart and imagination of all fortunate enough to experience it.


If you can’t spend a few days in Florence, at least dedicate a day trip from Rome to Florence and experience its unforgettable highlights.

Our Best of Florence tour offers you the opportunity to spend a day exploring the best of Florence and its treasure trove of artistic masterpieces that affirm Florence’s historical and cultural impact of the Renaissance era.

READ: Is it Worth Paying More for a Private Tour from Rome Sea Port?


FLORENCE - Top 5 Tuscany Tours from Rome The Best of Florence
FLORENCE – Top 5 Tuscany Tours from Rome with RomeCabs Italy Private Tours

Florence is home to countless places of interest including Michelangelo’s magnificent “David” statue at the Accademia Gallery and the delightful Ponte Vecchio bridge, which has spanned the Arno River since the middle ages, and the famed cathedral that dominates the historic center.  

On our Florence tour from Rome, you have the opportunity to see and visit the following astonishing places:

  • Piazzale Michelangelo
  • Basilica Santa Croce
  • Piazza del Duomo
  • Piazza della Signoria
  • Ponte Vecchio
  • Accademia Gallery ( * Closed on Mondays, and certain holidays)




Classico Chianti Wine Tour


Did you know that you can enjoy Chianti Wine Tours from Rome?

Our sister company Stefano Rome Tours offers a popular Classico Chianti Wine Tour from Rome that takes you to the delightful town of Greve in Chianti, and two of Chianti’s top wineries: Vignamaggio and Castello Brolio for an unforgettable day trip from Rome to Chianti region of Tuscany.


Considered the gateway to Chianti, Greve in Chianti is one of the most significant towns in the region. While here, you will enjoy free time for a stroll through the town’s main square, Piazza Matteotti, and browse the inviting local boutiques and wine shops beneath a lovely arcade. 

Not to be missed is a stop at the famous Tuscan butcher Antica Macellaria Falorni that offers the best meats and cheeses (and more recently also wine tasting)  since 1729.

Wine Tasting in Tuscany Tours from Rome, visit Vignamaggio Winery in Chianti

At Vignamaggio – the enchanting Renaissance Villa and Winery, you will enjoy a full Lunch and Wine Tasting Experience while relaxing at this charismatic villa surrounded by rows of vines that produce its delicious Chianti wines, olive tree orchards for its velvety extra-virgin olive oil, idyll cypress trees, and beautiful Italian Renaissance gardens.

Castello Brolio is a magnificent centuries-old winery that rests gracefully on the soft slope of a gentle hill surrounded by Italian gardens, cypress trees, acres of vineyards, and olive groves

READ: Why Book Pre Cruise, Post Cruise Tours to and from Rome Port



The origins of this gorgeous castle and the Ricasoli family who owns it date back to the 11th century Medieval Era.  For centuries, the Ricasoli family dedicated themselves to agriculture and vineyards. Its most famous family member, the baron and statesman Bettino Ricasoli (aka The Iron Baron) perfected the recipe for Chianti wine in 1872 that successfully competed on international levels and was later canonized in DOC regulations

Following a visit through the Castle grounds and admiring the spectacular Chianti panorama, more wine tasting will follow at the winery’s modern wine tasting hall.




As you can see, you don’t need to spend days in Tuscany to experience this unique region in Italy.  

Thank you for reading our top 5 Tuscany tours from Rome blog, and for choosing Stefano’s RomeCabs for your Tuscany Tours from Rome.  For more Tours in Italy, please visit our website and browse through our collection of tours.

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