Tour Pienza
Pecorino Cheese di Pienza Tour

Rated 3.7 Stars, based on 5 Reviews.
This tour will take you to discover one of the best Tuscan products, right at a dairy farm located in the beautiful hills of the Val d'Orcia (UNESCO World Heritage Site).
Lands of Brunello wine Pienza and Montalcino with Gourmet Lunch

Rated 2 Stars, based on 30 Reviews.
Do you keep seeing postcards of Tuscan landscapes with rolling golden hills and rows of high cypress trees but you are not sure of where to find them? Do you have a passion for wine and dream about tasting the best ones while in Italy? Then why not join our full-day trip to Val d’Orcia to get the chance to finally travel over the most iconic Tuscan countryside and to enter the astonishing Temple of Brunello wine in Montalcino.
Discover Pienza and Montalcino, two of the most authentic towns of Val d'Orcia.
A multi-sensory journey inside the Temple of Brunello with a gourmet lunch in a charming location.
Raise a glass to an unforgettable day while admiring the iconic postcard-like landcapes of Tuscany.
Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Rated 5 Stars, based on 27 Reviews.
Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lunch at your own leisure. Explore the hill town of Montalcino, and taste the rich flavours of the famous Brunello wine directly from a producer. Visit the farm, tour the cellars and learn more about this memorable nectar.
Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Rated 4.8 Stars, based on 28 Reviews.
Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills, cypress-lined roads, and storybook villages. Your first stop is Montalcino, home of the world-famous Brunello wine. Explore its cobbled streets, wine shops, and Romanesque churches. Continue to Pienza, a hilltop Renaissance gem offering sweeping views over the valley. Reimagined by Pope Pius II, it’s known for its harmony, beauty, and delicious Pecorino cheese.
Along the way, stop at the iconic Chapel of the Madonna di Vitaleta, one of Tuscany’s most photographed landmarks, perfectly framed by cypress trees in an unforgettable setting. Then, visit the nearby fields featured in Gladiator, where Russell Crowe’s character walks through golden wheat toward his home. End your day in Montepulciano, famous for its Vino Nobile and elegant Renaissance charm. Discover Tuscany’s soul through its landscapes, flavors, and timeless beauty.
Tuscany Countryside- Pienza and Montepulciano Private Day Trip

Rated 5 Stars, based on 21 Reviews.
This daily excursion from Rome allows travelers to discover and enjoy one of the most beautiful countryside in the world, the famous Valle d' Orcia of Tuscany, Unesco Heritage. Moreover, you will be taken to visit two of the most beautiful towns of the Tuscany region, Pienza and Montepulciano. This tour perfectly combines Art, Food, and Relax, principles of a good life.
By specific request, we can organize a wine-tasting experience that will make the day trip even more interesting!
Montepulciano Wine & Pienza Flavours Day Tour from Rome

Rated 4.4 Stars, based on 25 Reviews.
Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks to our high quality state of mind we will chauffered you there from Rome in a luxurious Mercedes Benz Minivan, in a completely private tour!
And of course, your English speaking driver is also incredible knowledgeable about Italy and will always be ready to answer all your doubts and give you interesting tips along the way!
In addition, it’s also good to highlight we are always open to customize our tour according to your preferences, we know for sure this is an added value you will appreciate for making this experience a super special one!
Montepulciano Pienza Montalcino Tour from Siena

Rated 5 Stars, based on 5 Reviews.
Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval towns: Montepulciano, Pienza and Montalcino. A famous area for Wines and Food (Brunello di Montalcino wine, Pecorino Cheese from Pienza, Nobile di Montepulciano wine) We will visit the 3 towns and you will have free time to explore them own your own, shopping in the local shops and enjoying great food! We will reserve a nice restaurant for you and a winery at the time of reservation. Get ready for an amazing day with us! Incredible scenarios in the heart of Tuscany!
Private Guided Tour of Pienza on Foot

Rated 4 Stars, based on 4 Reviews.
Born from a "dream of love and an idea of beauty", Pienza, the ideal city of the Italian Renaissance, is still today an intact testimony of an illustrious architectural project, commissioned by Pope Pius II Piccolomini and made concrete by the great Florentine architect Bernardo Rossellino.
Built in a very limited period of time (1459-1462), the city of Pio is the result of a single master plan marked, by the will of the great humanist pope who gave it the name, by design criteria of harmony and aesthetic perfection still today. clearly visible in the small urban center that was Corsignano in the Middle Ages.
Montepulciano, Montalcino, Pienza from Florence

Rated 4.9 Stars, based on 14 Reviews.
The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of the most beautiful of all Tuscany.
Montepulciano Pienza Montalcino Tour from Florence

Rated 5 Stars, based on 8 Reviews.
Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We will reserve a winery for you to taste the famous Nobile and Brunello wines.A day away from big crowds, away from the noise of the city. Both Montepulciano, Pienza and Montalcino are quaint and peaceful areas that will make you fall in love of Tuscany more and more. Enjoy a day with our professional driver, exploring this amazing area. Travellers can book the wineries directly or let us choose some of our favourites for you!
Get ready for an amazing and unforgettable day!
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

DEPARTURE GUARANTEED!
Enjoy a perfect day trip visiting 3 of the most impressive places in Tuscany. Montalcino, house of "Brunello" wine; Pienza, well known for the "Pecorino" cheese and Montepulciano where the undisputed symbol is the "Nobile di Montepulciano" wine!
Please note that from November to April I cannot guarantee the restaurant with view, as stated in the inclusions.
The Valdorcia has been recognized as UNESCO world heritage site since 2004, as it was an inspiration for many Renaissance painters.
There you will be surrounded by impressive views, art, culture, amazing wine and delicious food!
Your semi private tour will be on board of a premium minivan with an English speaking driver, air conditioning and free water.
WHY CHOOSE ME?
Secure bookings, Guaranted Departures!
48 hours Cancellation policy, best rates guaranteed!
Group of maximum 8 people.
Val d'Orcia Safari: Pienza, Montepulciano and Brunello Wine Tour

Rated 5 Stars, based on 9 Reviews.
Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns.
Your adventure kicks off in Montalcino, home of the iconic Brunello. Visit a charming, family-run winery, explore its cellars, and enjoy a guided tasting of this bold and elegant red.
From there, head to Bagno Vignoni, known for its ancient thermal springs and unique central square built around a steaming pool. Settle in for a relaxing lunch featuring locally sourced ingredients.
In the afternoon, take a break in Pienza, the "Ideal City" of the Renaissance. Enjoy free time to browse artisan boutiques, and taste the town’s famous Pecorino cheese—all while soaking in postcard-worthy panoramas.
The journey ends in Montepulciano, where you’ll visit a boutique winery producing the renowned Vino Nobile di Montepulciano. Enjoy a laid-back, intimate wine tasting in a setting that’s off the tourist trail—where even locals come to buy their bottles
Private Walking Tour of Pienza with Licensed Tour Guide

Rated 5 Stars, based on 4 Reviews.
During our visit we will discover everything about the past of this wonderful town, known as the "ideal city". We will talk about its origins and the way it was turned into a beautiful Renaissance city, mostly thanks to the efforts of the Pope Pius II. Not only will we discover every secret (Is the shape of the main square trying to send a hidden message? What happens twice a year?), but we will also go and look for the best corners and panoramic spots where to take great pictures. Last but not least, we won't leave Pienza without tasting its typical and super tasty Pecorino cheese!
IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request.
Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Rated 5 Stars, based on 1 Reviews.
Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-Sommelier
The small towns of Montalcino, Pienza and Montepulciano are the essence of this region, the dream of every curious traveler and lover of art, good food and great wines.
Discover the splendid Renaissance town of Montepulciano, its splendid square, surrounded by magnificent palaces from the 1500s, its extraordinary underground medieval cellars, the elegant streets with small shops and artisan shops and wine bars.
Be in love with Pienza, a UNESCO site, the charming village created by Pope Pius II, the extraordinary Renaissance cathedral, and the incredible view over the valley. Tasting of the delicious pecorino cheese.
Visit the famous wine town of Montalcino and taste the celebrated Brunello di Montalcino wine in a winery.
*** Trasportation is not included
*you need of your own car for this tour.
*I have my car I dont need to travel with you
Small-group Street food tour in Pienza

Dive into Pienza like a local foodie. Explore your Cesarina's most trusted artisanal food shops, tasting as you go.
Visit a selection of small local shops, learn about the typical products of the city while tasting them.
A delicious way to discover Pienza and its gastronomy!
• Street food tasting tour
• Explore your Cesarina's most trusted artisanal food shops
• Sample some of Pienza typical street food staples
• Do some sightseeing in Pienza as you walk from tasting to tasting
• Small-group tour with a maximum of 12 people for an authentic food experience
Le Cesarine is Italy’s oldest network of home cooks all over the country in more than 120 cities. They are passionate and welcoming hosts that open the doors of their own homes to curious travellers for immersive culinary experiences.
Montepulciano Wine & Pienza Flavors Private Day Tour from Tuscany

Rated 5 Stars, based on 8 Reviews.
Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks to our high quality state of mind we will chauffer you there from your Tuscan accommodation in a luxurious Mercedes Benz Minivan, in a completely private tour!
And of course, your English speaking driver is also incredible knowledgeable about Italy and will always be ready to answer all your doubts and give you interesting tips along the way!
In addition, it's also good to highlight we are always open to customize our tour according to your preferences, we know for sure this is an added value you will appreciate for making this experience a super special one!
Tuscany Tour: Montepulciano, Pienza & Montalcino

Rated 5 Stars, based on 1 Reviews.
Embark on a captivating journey through the Tuscan Countryside, immersing yourself in the timeless beauty of this renowned region, celebrated for picturesque landscapes, historic towns, and exquisite wines.
Our adventure begins in Montepulciano, a charming hilltop town renowned for medieval architecture and delectable wines. Explore cobblestone streets, visit historic cellars, and savor the rich flavors that make Montepulciano a haven for wine enthusiasts.
Next, venture to Pienza, a UNESCO World Heritage site and birthplace of Pope Pius II. Marvel at well-preserved Renaissance architecture, stroll quaint streets, and indulge in local pecorino cheese—a culinary delight for which Pienza is renowned.
Continuing the journey, arrive in Montalcino, a fortress town surrounded by vineyards producing the illustrious Brunello di Montalcino wine. Delight your senses with a wine tasting experience, sampling bold and complex flavors that have made this wine world-famous.
Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Rated 5 Stars, based on 1 Reviews.
Enjoy this unforgettable Experience and make memories of the landmarks.
A day exploring the landscapes and artistic small towns that Tuscany can offer:
• Montalcino
• Pienza
• Montepulciano
You can book the wineries and cheeses directly or let us choose some of our favourites for you!
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Tour Drivers
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Private market tour, lunch or dinner and cooking demo in Pienza

Dive into the Italian way of life by living just like the locals do.
Visit the vibrant local market and immerse yourself in a private dining experience at a Cesarina's home, enjoy an exclusive cooking demo and taste authentic local recipes treasured in family cookbooks passed down by real Italian Mammas. Feel the warmth of Italian hospitality as you connect with local people.
Enjoy a 4-course menu including starter, pasta, main course with side dish, dessert with drinks included (water, selection of red and white wines from regional cellars and coffee). At the end of the experience, take your souvenir back home: the official Cesarine apron and shopping bag.
Private Montalcino and Pienza Tour from Siena

Rated 5 Stars, based on 2 Reviews.
Travelling in Val d'Orcia is an unforgettable experience.
Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site.
This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montalcino through Pienza, considered one of the most amazing routes of Italy.