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Pienza Tours and Activities

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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.

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near Montepulciano, Pienza, Tuscany, Italy
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Tuscany Countryside Day Trip from Rome including 3-Course Lunch & Wine Tasting

Tuscany Countryside Day Trip from Rome including 3-Course Lunch & Wine Tasting

star-4.5
1588
Take a Tuscany tour from Rome and see the best of the captivating Val d’Orcia region, near Siena. With a local guide at your side, discover countryside where historic hilltowns perch on sun-drenched hills and Tuscan farms dot the landscape. Visit the wine towns of Montepulciano and Montalcino, and enjoy free time to explore Pienza, a UNESCO World Heritage Site.  Wine tasting and lunch at a farm is included.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$158.93
From
$158.93
Taking safety measures

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
34
Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.
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  • 8 hours
  • Free Cancellation
From
$245.17
Price varies by group size
From
$245.17
Price varies by group size

From Florence: Val d'Orcia Wine tour, Montalcino, Pienza and Montepulciano

From Florence: Val d'Orcia Wine tour, Montalcino, Pienza and Montepulciano

star-4
20
Take a break from Florence’s museums and escape to a trio of the most charming towns in Tuscany’s UNESCO-listed Val d’Orcia region. Taste prized red wine varietals like Nobile di Montepulciano and Brunello di Montalcino, stroll through medieval squares in Pienza, and sample authentic Tuscan fare on this all-inclusive tour that takes the planning and guesswork out of a day in wine country.
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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$204.51
From
$204.51
Taking safety measures

Small Group Tuscany Wine Country Day Trip from Rome with Lunch

Small Group Tuscany Wine Country Day Trip from Rome with Lunch

star-4
28
Explore the wine country of fabled Tuscany on this action-packed guided day trip from Rome. Ride aboard a luxury minivan with your small group and knowledgeable driver – tour escort hearing about the history of Tuscany and about its legendary wine production. Visit the hilltop towns of Montepulciano and Bagno Vignoni and indulge in some tastings along the way. Visit the enchanting hill-town of Pienza, a UNESCO World Heritage-listed site. This is a small-group tour ensuring plenty of attention from your driver-tour escort.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$306.77
Price varies by group size
From
$306.77
Price varies by group size
Taking safety measures

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

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28
Leave the planning and driving to someone else on this daylong winery tour specializing in Brunello di Montalcino—a wine produced in the vineyards around the town of Montalcino. Visit historic wine cellars and vineyards, have lunch in a winery in the hill town of Montalcino itself, and visit a winery in the nearby Nobile di Montepulciano area for good measure.
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  • 8 hours
  • Free Cancellation
From
$250.52
Price varies by group size
From
$250.52
Price varies by group size

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

star-4.5
78
Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$172.48
From
$172.48
Taking safety measures

Montalcino, Orcia Valley, Pienza, and Montepulciano: Wine- and Cheese-Tasting Guided Tour from Florence

Montalcino, Orcia Valley, Pienza, and Montepulciano: Wine- and Cheese-Tasting Guided Tour from Florence

star-4.5
132
Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.
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  • 11 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$86.24
From
$86.24
Taking safety measures

Tuscany Semi Private Day Tour with Wine and Cheese Tasting

Tuscany Semi Private Day Tour with Wine and Cheese Tasting

star-4.5
13
Discover Tuscany’s renowned wine country on a day trip from Florence with a small group. Led by a driver-tour escort, venture to the town of Montepulciano by minivan and stop at a rustic wine cellar to taste the area’s vino di nobile blends. Then head to Montalcino area to sample three Brunello di Montalcino wines. Top off your day with a stroll to Pienza, a beautiful Renaissance hill town and home to the famous Pienza Pecorino cheese. Numbers are limited to eight people to keep this experience as intimate as possible.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$417.65
From
$417.65
Taking safety measures

Tuscan Food and Wine Tour of Val d'Orcia from Florence

Tuscan Food and Wine Tour of Val d'Orcia from Florence

star-4
78
Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to the elegant Renaissance architecture of Montepulciano. Explore the history of Montalcino’s imposing fortress and the jewel-box village of Pienza, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$86.24
From
$86.24
Taking safety measures

Tuscany Photograph Day Workshop with the local expert

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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  • 5 to 7 hours
  • Free Cancellation
From
$291.07
From
$291.07

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

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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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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$944.15
per group
From
$944.15
per group
Taking safety measures

Montalcino and Montepulciano Private Tour

Montalcino and Montepulciano Private Tour

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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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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$468.16
Price varies by group size
From
$468.16
Price varies by group size
Taking safety measures

From Siena: Pienza and Montepulciano Wine Tour

From Siena: Pienza and Montepulciano Wine Tour

star-4.5
34
Taste your way through Tuscany with this full-day wine tour of Montalcino, Pienza, and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano and Montalcino.
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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$67.76
From
$67.76
Taking safety measures

Montalcino and Montepulciano Tour from Florence

Montalcino and Montepulciano Tour from Florence

star-5
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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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$517.44
Price varies by group size
From
$517.44
Price varies by group size
Taking safety measures

Wine tasting in Montepulciano and visit to Pienza, in Tuscany from Rome

Wine tasting in Montepulciano and visit to Pienza, in Tuscany from Rome

A wonderful experience not to be missed, among friends, for the whole family and for the great connoisseurs of DOCG wines. We invite you to visit the heart of Tuscany and enjoy an unforgettable day view, a small journey through the landscapes of the Crete Senesi, crossing the enchanting and verdant hills of Montepulciano and Pienza. In these wonderful places we will visit a prestigious local farm, with splendid vineyards and cellars, where you can taste the Nobile di Montepulciano wine and other delicious local and fruity wines, the Vin Santo, different types of cheese including the famous Pecorino and Extra Virgin Olive Oil. All these products are genuine, fresh and natural, directly from the sources of production.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$453.45
Price varies by group size
From
$453.45
Price varies by group size
Taking safety measures

Montepulciano Noble Wines tour in Tuscany from Rome

Montepulciano Noble Wines tour in Tuscany from Rome

star-4.5
4
Escape the hustle and bustle of Rome for a day, and indulge in a luxurious trip to Tuscany, when you book this private tour. Meet your guide directly at your accommodation, and travel through the scenery in a Wi-Fi-equipped Mercedes. Your first destination is the Montepulciano wine region. Visit a celebrated local winery, go for a tour of its cellars, and then taste numerous different bottles, alongside an array of snacks. Then, head for lunch in the town of Montepulciano (own expense) before continuing onward to Pienza.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$470.57
Price varies by group size
From
$470.57
Price varies by group size
Taking safety measures

Montalcino Pienza Montepulciano with wine tasting day-trip from Rome

Montalcino Pienza Montepulciano with wine tasting day-trip from Rome

star-5
1
Spend a day exploring the UNESCO listed Val d'Orcia region on a 10-hour tour from Rome.  Your Tuscan adventures begins with hotel pickup, followed by a comfortable drive past medieval castles and hilltop villages. Stop for private guided visits in the villages of Montepulciano and Pienza. Round out your day away from the busy city with a wine and bruschetta tasting at one of the region’s most popular wineries.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$619.76
Price varies by group size
From
$619.76
Price varies by group size
Taking safety measures

Siena and Chianti Castle with Lunch&WineTasting from Florence

Siena and Chianti Castle with Lunch&WineTasting from Florence

Delve into Tuscany’s history and culture on a full-day private tour of Siena, Montalcino and Val d’Orcia. Depart early from Florence to take your time as you visit lovely towns, see stunning architecture, savor delicious food and wine, and learn about the places you visit from your informative driver-guide. In the Val d’Orcia region, you can enjoy the ambiance of towns such Pienza or Montepulciano. Your driver-guide customizes the tour itinerary to best suit your interests.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$480.48
Price varies by group size
From
$480.48
Price varies by group size
Taking safety measures

Tuscany from Rome , Montepulciano & Pienza with wine tasting and Lunch included

Tuscany from Rome , Montepulciano & Pienza with wine tasting and Lunch included

Escape the bustle of Rome for a full-day tour in the southern countryside of Tuscany. Visit the historic town of Pienza and taste local flavors including pecorino cheese. Continue to the medieval town of Montepulciano and see Renaissance palaces and charming squares. Stop at a wine cellar to taste a variety of local wines including Rosso di Montepulciano.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$571.70
Price varies by group size
From
$571.70
Price varies by group size
Taking safety measures

Private Montalcino and Montepulciano Tour from Siena

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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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$443.52
Price varies by group size
From
$443.52
Price varies by group size
Taking safety measures

Tuscan Countryside VIP Private Tour (12hrs), Wine Tasting & Lunch included

Tuscan Countryside VIP Private Tour (12hrs), Wine Tasting & Lunch included

Escape the bustle of the city and journey to Italy’s most celebrated wine districts during this scenic day trip to Tuscany. Visit family-run wineries and learn about centuries of wine-making traditions while strolling through the picturesque towns of Montalcino, Pienza, and Montepulciano. Tours are fully customizable, allowing you to choose between wine tastings and sightseeing visits, with add-ons like savory Tuscan lunches.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$800.80
Price varies by group size
From
$800.80
Price varies by group size
Taking safety measures

Brunello and Nobile Wine Tour from Florence

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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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$517.44
Price varies by group size
From
$517.44
Price varies by group size
Taking safety measures

Montepulciano Wine & Pienza Flavors Day Tour from Rome

Montepulciano Wine & Pienza Flavors Day Tour from Rome

star-5
1
For those who love Italian wine and food. Thanks for the luxurious Mercedes Benz Minivan, in a completely private tour! Is also incredible knowledgeable about Italy and will have to be ready to answer anyway and give you interesting tips along the way! In addition, it´s also good to highlight we know to make this experience super value one!
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$460.13
Price varies by group size
From
$460.13
Price varies by group size
Taking safety measures

4-Day Tour: Medieval Tuscany from Rome

4-Day Tour: Medieval Tuscany from Rome

This small group tour discovers the medieval villages of Tuscany. On the way to Siena, you'll have the chance to visit Tivoli, a wonderful village in the suburbs of Rome and Orvieto with its wonderful Cathedral. After visiting Siena, it's time to discover San Gimignano, a place of great wine cellars and old palaces and Volterra, major centre of the Etruscans. Included is an excursion to the Chianti Valley with wine tasting and the walled town of Lucca. On the last day, discover Pienza, the gate of entry to the Val d'Orcia, Montepulciano and Montalcino with its fortress and places to taste Montalcino red wine. The tour ends returning to Rome. 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.
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  • 4 days
  • Taking safety measures
From
$1,319.48
Price varies by group size
From
$1,319.48
Price varies by group size
Taking safety measures

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
Should I book Pienza tickets in advance?
A:
We recommend booking e-tickets ahead of time to secure your spot since Pienza can get crowded. If you book with Viator, you can cancel at least 24 hours before the start date of your tour for a full refund. See all 60 Pienza tickets and tours on Viator.
Q:
How much does it cost to visit Pienza 2021?
A:
Currently, an entrance ticket to Pienza costs USD 67.76. Guided Pienza tours start around USD 67.76 per person. See all 60 Pienza tickets and tours on Viator.
Q:
What's the best way to experience Pienza?