Top Experiences in Pienza
Fast Travel Services
8-day tour: The medieval villages of Italy, from Rome to Venice
USD 6036.95
Fast Travel Services
10-day tour, the wonders of Italy: Rome, Florence, Pisa, Milan and Venice
USD 7172.22
Tuscan Escapes by Papilio SRL
Small-Group Montepulciano and Pienza Day Trip from Siena
USD 197.52
Numbers are limited to a maximum of 8 persons on this small-group tour, ensuring you'll receive personalized attention from your guide.
Tour Travel & More
8 Hour Private Tour from Florence: Montepulciano and Pienza
USD 640.84
Our friendly chauffeur-guide will pick you up at your accommodation's doorstep in a comfortable, air-conditioned vehicle.
Enjoy the picturesque Tuscan landscape as we head to the charming town of Montepulciano, renowned for its Nobile wine.
Explore the charming streets of Pienza, visit Pio II Square, and admire the breathtaking views of the valley.
After a day filled with unforgettable experiences, our chauffeur-guide will take you back to your place of accommodation.
This private tour offers you the opportunity to immerse yourself in the rich history, culture, and natural beauty of Tuscany, all while enjoying the comfort of personalized service.
ItalyBestExcursions
Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia Port
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Pickup and dropoff your ship.
Private or Shared Tour available options.
Worry-free Shore Excursion:
We will ensure your timely return to Civitavecchia Cruise Port for this activity. In the rare event your ship has departed, we will arrange for transportation to the next port-of-call. See terms and conditions for full details.
Ciao Fabry Tours
Val D'Orcia Dreaming!!
USD 215.58
Guida Turistica in Toscna
Discover the Hidden Gems of Val d'Orcia by Vespa!
USD 186.55
Our journey will take you off the beaten path, winding through both lesser-known hamlets and iconic landmarks alike. Immerse yourself in the rich history and culture of each village we visit, from hidden gems tucked away in the countryside to well-known destinations steeped in tradition.
Capture Every Moment, Embrace Every View
As we traverse the rolling hills and winding roads, there will be ample opportunities to pause and soak in the panoramic views.
Experience the Joy of Open-Air Travel
Feel the sun on your face as you cruise through the Val d'Orcia on your Vespa. This isn't just a tour – it's an immersive journey into the heart of Tuscany's natural beauty. Let the open road be your guide as you embrace the freedom of outdoor exploration.
Don't Miss Out on This Unforgettable Experience
Join us for a Vespa adventure like no other and discover the magic of Val d'Orcia in a whole new way.
ItalyBesTours
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Top Excursions-Italy
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence
USD 603.53
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Top Excursions-Italy
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Keys Of Italy / Florence
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
USD 254.46
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!
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!
Our semi private tour will be on board of a premium minivan with an english speaking driver, air conditioning and free water.
WHY CHOOSE US?
Secure bookings, Guaranted Departures!
48 hours Cancellation policy, best rates guaranteed!
Group of maximum 8 people.
Tuscany Private Tour
Siena to Montalcino and Pienza Private Day Tour with Lunch
USD 500.38
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.
Europeando Europa srl
4-Day Tour: Medieval Tuscany from Rome
USD 1421.04
Departures on 2021, July 8th, August 5th and October 7th and 2022, May 5th, July 7th, August 4th, September 1st and October 6th are also available with tour director in Portuguese.
ItalyBesTours
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
ItalyBesTours
Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia Port
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Pickup and dropoff your ship.
Private or Shared Tour available options.
Worry-free Shore Excursion:
We will ensure your timely return to Civitavecchia Cruise Port for this activity. In the rare event your ship has departed, we will arrange for transportation to the next port-of-call. See terms and conditions for full details.
UNIQUETUSCANY private tours
Full Day PRIVATE Guided Tour in Val D'Orcia Region
USD 395.04
We will be able to visit places not crowded by tourists, I will let you know the small family-run companies in which you will have a direct comparison with the producers of the famous Brunello, we will have throughout our journey a succession of panoramas that make the Val D'Orcia famous in all over the world for its rolling green hills.
9/10-hrs Full-Day private tour of the Vald'Orcia region from Florence
Pick-up and drop-off at your Hotel or address included
Hear live commentary of the wine cellars by your guide
Travel in a private luxury car or minivan
Fast Travel Services
Wine tasting in Montepulciano and visit to Pienza, in Tuscany from Rome
USD 407.88
ItalyBestExcursions
Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
ItalyBestExcursions
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Avventure Bellissime
Tuscany Wine Country Small Group Tour with Tasting from Rome
USD 713.26
Tuscansafari Srl
Chianti Two-Day Towns and Wineries Tour
USD 1007.34
Fast Travel Services
Tasting of the noble wine of Montepulciano, visiting Pienza, from Rome
USD 398.41
Civitavecchia-Tours
Val d'Orcia Private Tour from Rome to Pienza and Montepulciano
USD 175.57
According to UNESCO this valley is an exceptional example of how the natural landscape was redesigned in the Renaissance and reflects the ideals of "good governance" (14th and 15th centuries) typical of the Italian city-state, whose splendid places were celebrated by the painters of the Sienese School, which flourished between the 13th and 15th centuries. The images of the Val d'Orcia and in particular the reproductions of its landscapes, in which people are depicted living in harmony with nature, have thus become icons of the Renaissance era.
City Wonders Ltd
Tuscany Guided Day Trip from Rome with Lunch & Wine Tasting
USD 119.61
Tuscany Luxury Tour NCC
Private tour Wine and cheese a perfect combinations val 'Orcia
USD 471.85
ItalyBesTours
Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Florence
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese Tasting
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
ItalyBesTours
Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Top Excursions-Italy
Wine Cheese and EVO Oil Tastings Full-Day Tour from Florence
USD 603.53
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese Tasting
- EVO Oil Tasting
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
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
Top Excursions-Italy
Wine Cheese and EVO Oil Tastings in Tuscany Full-Day from Rome
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
UrbExcursions
Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Florence
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
The Italian Dreams Travel
Pienza and Montalcino Full-Day Guided Tour from Rome
USD 713.26
the Piccolomini palace thus takes its name and is also known for the balcony scene in the film Romeo and Juliet, by Franco Zeffirelli; from there you can admire the vastness and beauty of the Val d'Orcia. Once you reach the top on which Montalcino stands, a real spectacle opens up before your eyes: a continuous succession of sinuous hills.The city of Montalcino has become rich and famous thanks to Brunello, one of the best Italian wines and among the most appreciated in the world. together We will taste the specialties of the place.
Attention :
In case of standard tour booking, with single participant, the tour confirmation will be sent four days before.
Let's Andiamo
Florence to Montalcino and Montepulciano: Wine Tour with Lunch
USD 768.13
Most of the tour takes place in the scenic views of the rolling hills of Val d’Orcia: a natural World Heritage Site protected by Unesco. Meet the producers and enjoy their wines.
UrbExcursions
Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia Port
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Pickup and dropoff your ship.
Private or Shared Tour available options.
Worry-free Shore Excursion:
We will ensure your timely return to Civitavecchia Cruise Port for this activity. In the rare event your ship has departed, we will arrange for transportation to the next port-of-call. See terms and conditions for full details.
UrbExcursions
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Sara Mammana
Private Guided Tour of Pienza on Foot
USD 230.44
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.
AcrossRome
Tuscany from Rome , Montepulciano & Pienza with wine tasting and Lunch included
USD 658.39
After your English speaking driver picks you up in the morning, you have a lovely drive to reach the region of Tuscany and the first town, Pienza, where you have the possibility to taste also the most famous italian “pecorino” cheese accompanied by a glass of wine, your day continues to Montepulciano, where you will be taken to an ancient wine cellar for tasting several local wines such as Nobile, one of the most amazing Tuscan wines as well as Rosso di Montepuciano.
Mia Limo
Tuscany Tour: Montepulciano, Pienza & Montalcino
USD 543.18
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.
World City Trail
Siena Scavenger Hunt and Best Landmarks Self-Guided Tour
USD 5.49
Without a schedule and at your own pace, pause anytime and continue later or even another day.
Work as a team or compete. A unique team-building activity perfect for couples, families, companies, students, and groups of friends.
Kiss from Italy
Tuscany Val d’Orcia Private Day Trip from Rome
USD 658.39
- Stop at ancient lovely towns
- Drive through the beautiful countryside of Tuscany
- Visit a winery and enjoy a wine tasting (optional)
- Ride on a comfortable Mercedes (sedan or minivan)
- Meet the driver at your hotel
- Customize the itinerary based on your needs
- Have the option of a drop-off in Florence
ItalyBestExcursions
Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Florence
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese Tasting
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Cesarine
Private market tour, lunch or dinner and cooking demo in Pienza
USD 152.53
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.
Best Rome Driver Private Tours
Montepulciano Wine and Pienza Flavours Day Tour from Rome
USD 395.04
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!
Fattori Claudio
Montepulciano and Pienza Tuscany Full Day Tour from Rome
USD 1261.92
ItalyBestExcursions
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Forzoni Tours
Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch
USD 273.23
Get picked up at your hotel in Siena (or anywhere within Siena province) & venture into the Tuscan countryside with a small group and a local guide
Together you’ll visit two vineyards in the rolling hills of Tuscany, both boutique wineries specializing in Brunello reds. From there you’ll head to the enchanting Medieval town of Montalcino, where you’ll visit two historic wine cellars. After a leisurely walk within Montalcino’s fortress walls, it’s off to Pienza, a UNESCO World Heritage Site that offers the best panorama of the Val d’Orcia, along with high-quality artisan crafts & unique pecorino cheese.
Lunch will take place in yet another charming town, Montepulciano, where you can enjoy traditional Tuscan delicacies in a Cathedral-sized wine cellar.
myTour in Italy
Siena to Pienza and Montepulciano Full-Day Wine Tour
USD 104.25
Podere Montale Winery
Aperitif on the Terrace of Podere Montale at Sunset
USD 43.89
Relax in the cool of the terrace with breathtaking views, while the wine specialist serves you a gourmet Aperitivo made from generous glasses of wine and a variety of tasty local food made in Tuscany!
UrbExcursions
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
Included:
- Wine Tasting
- Pecorino Cheese Tasting
Local tour guide included in Private option.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Avventure Bellissime
Tuscany Wine-Tasting Small-Group Full-Day Tour from Florence
USD 735.21
Decus Italia
Private Full-Day Montepulciano and Pienza Tour from Rome
USD 872.7
Luccalimo
Florence to Montalcino and Montepulciano Private Full-Day Trip
USD 1207.06
Tuscan Escapes by Papilio SRL
Siena to Pienza and Montalcino: Private Wine and Cheese Tour
USD 768.13
myTour in Italy
Tuscan Food and Wine Tour of Val d'Orcia from Florence
USD 104.25
UrbExcursions
Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Rome
USD 537.69
• Montepulciano
• Pienza
• Chianciano
Included:
- Wine Tasting
- Pecorino Cheese
- EVO Oil Tasting
Local tour guide included in Private option.
Pickup and dropoff your accommodation.
Private or Shared Tour available options.
Worry-Free and Safe Private Tour Experience, operated only with:
• Expert Professional English-Speaking Drivers
• Selected local Expert Licensed Tour Guides
• Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
Roberta Marioni
Montalcino Private Val D’Orcia Grand Tour with Tasting
USD 384.06
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
Tuscany Top Drivers
Florence, Tuscan Wine Region Private Wine Tasting Tour, Pickup
USD 930.53