Pienza Tours - page 2
19 Reviews

UNESCO-listed Pienza was little more than a sleepy hamlet until the reign of Pope Pius II in the first half of the fifteenth century. Pienza, then called Corsignano, was the pope’s home town, and he enlisted the help of architect Bernardo Rossellino to transform the village into an ideal Renaissance town. The reconstruction began in 1459 and only lasted four years, but the result has put Pienza on the radar of many a traveler to Tuscany.
The town’s historic center offers excellent examples of Renaissance architecture, particularly the cathedral, Palazzo Piccolomimi and Palazzo Borgia, all flanking charming Piazza Pio II. While it’s easy to breeze through the tiny town — it only takes five minutes to walk from one side to the other — it’s also an inviting place to savor a local specialty, sheep’s milk pecorino cheese with a bit of honey drizzled over the top.
Practical Info
Pienza can get extremely crowded on summer weekends, so if possible, plan your visit for a weekday or shoulder season.
Address: Pienza, Tuscany, Italy, Italy
33 Tours and Activities to Experience Pienza
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Wine Cheese and EVO Oil Tastings Southern Tuscany Fullday from Florence
Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see:
• 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
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From
$339.39
Price varies by group size
From
$339.39
Price varies by group size
Hand sanitizer available to travelers and staff
Transportation vehicles regularly sanitized
Regular temperature checks for staff
Learn More

Brunello and Nobile Wine Tour from Florence
Discover the natural beauty of Italy's Val d'Orcia on this private tour that introduces you to the postcard-perfect scenery of rolling hills and vineyards. You'll visit the towns of Montepulciano, Pienza, and Montalcino; tour a winery; and enjoy included wine tastings and a Tuscan lunch for a well-rounded experience in this UNESCO World Heritage–listed valley.
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From
$515.66
Price varies by group size
From
$515.66
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Montalcino and Montepulciano Private Tour
1
Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.
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From
$466.55
Price varies by group size
From
$466.55
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Montalcino and Montepulciano Tour from Florence
1
Travel through the Val d'Orcia region of Tuscany with the benefit of your own private guide on this full-day tour from Florence. Receive personalized attention as you visit picturesque towns including Montepulciano, Pienza, and Montalcino. Stop into a winery, go wine tasting, and stroll through streets lined with centuries-old buildings in a region that has been designated a UNESCO World Heritage Site.
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From
$515.66
Price varies by group size
From
$515.66
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Montalcino and Montepulciano Tour from Siena
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 Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.
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From
$441.99
Price varies by group size
From
$441.99
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Tuscany Photograph Day Workshop with the local expert
As a native of this area, my idea for these photography workshops emerged from my familiarity with both the land and the people who make it memorable. Photographing the local landscapes is very fulfilling: this is one of Italy’s most photogenic areas. However, having the chance to photograph the people who live and work here is what makes your experience with me unique. At the same time, you will learn to use your camera in different situations, as taking a photo of a landscape requires different skills than photographing a farmer milking his sheep. The light is different, the framing is different, the subject is different. My experience as a photographer and background as a storyteller and reportage photographer feed into my workshops, and you will go home not only with landscape photography but also with the stories that your images narrate.
My best advice? Take one of my workshops at the beginning of your holiday, so that you can practice what you learned in the days that follow.
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From
$290.38
From
$290.38

Tuscany Tour in English from Siena
Benefit from a private full-day tour of Tuscany with round-trip transportation from Siena. Have free time during your visits to Montalcino, Pienza, and Montepulciano, and have the option to stop for lunch, and wine or cheese tastings in the countryside. Travel in comfort in an air-conditioned private vehicle with hotel pickup and drop-off included.
…More
From
$1,096.51
per group
From
$1,096.51
per group
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Learn More

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.
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From
$178.02
From
$178.02

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting
7
Taste your way through some of Tuscany’s finest wine regions and most charming medieval villages on this private, full-day tour from Florence. Drive through the scenic Orcia Valley and visit the birthplaces of prized Brunello di Montalcino and Nobile di Montepulciano red wines. Whether you want to explore the medieval villages, tour historic wine cellars and vineyards or savor a farm-fresh lunch, a private driver and guide will customize the itinerary to create a perfect day in the Tuscan countryside. Price is per group, based on a maximum of 7 passengers per vehicle.
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From
$940.89
per group
From
$940.89
per group
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