Pienza Tours and Tickets

Q: How much does it cost to visit Pienza in 2026?

Visiting Pienza is free; however, many travelers choose to explore on a tour. Pienza day trips generally start from Florence, Rome, or Siena, and visit Montalcino and/or Montepulciano. Tours can cost from US$65 for a no-frills group tour up to US$950 for a private tour with food and wine.

Q: What is the best way to get to Pienza?

Several buses a day cover the 9 miles (14 kilometers) between Pienza and Montepulciano, but reaching the town from Siena, Florence, or Rome on public transportation is extremely time-consuming. Your best bet is to drive yourself or join a tour: With a tour, you don’t have to worry about parking.

Q: What are the must-see attractions in Pienza?

Pienza’s main attractions, beyond its spectacular city walls, are on its main square: Piazza Pio II. Here you can see an imposing Renaissance cathedral, several glorious palazzos, and the conservatory of San Carlo, now home to an archaeological museum. The Pieve di Corsignano, a Romanesque church, lies just outside the city.

Q: What is the best time of year to visit Pienza?

Like the rest of Tuscany, Pienza is at its busiest over the summer, with high-season prices beginning as early as May and running all the way through September. Planning your trip for April (outside the Easter vacation) or October can mean warmer temperatures but fewer crowds.

Q: Is Pienza accessible?

Yes, with planning, Pienza can be accessible to travelers who use wheelchairs: Its streets are less steep than many Tuscan hill towns. There are wheelchair-accessible hotels, while Piazza Pio II is flat and level. However, the city walls, the cathedral crypt, and some stores and eateries will be off limits.

64 results

Sort by: Featured

Best Seller

Small-Group Montepulciano and Pienza Day Trip from Siena

Discover Tuscany's stunning landscape, culinary delights, and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Avoid the hassle of driving yourself and be 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 a visit to a winery.

...More

Small-Group Montepulciano and Pienza Day Trip from Siena

8 hoursFree Cancellation

Member Pricing

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

10 hours 30 minutesFree Cancellation

Price varies by group size

Special Offer

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Experience medieval Tuscany on a group day trip. Visit the fortified town of Monteriggioni with tickets to its Templar Museum and access to its medieval walls. Continue on to the UNESCO heritage area of Val d'Orcia and stop at the medieval village of Montalcino for an optional taste of local wine and nibbles. Finish your tour with a wander through Pienza before the scenic drive back to Florence.

...More

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

11 hoursFree Cancellation

Member Pricing

The private e-bike tour starts from Montepulciano and develops a circular route towards Pienza and Monticchiello, crossing some of the most iconic landscapes of the Val d'Orcia. The route measures about 38 km with 684 m of positive elevation gain and altitudes between 321 and 546 m: intermediate level. The indicative duration is 4-5 hours, excluding stops. The itinerary alternates paved secondary roads, dirt roads, stretches of countryside, and panoramic ups and downs, with possible short sections open to traffic. During the tour, you cycle through hills, cypress trees, estates, and continuous views of the Tuscan countryside. Pienza, with its historic center recognized by UNESCO, represents one of the main stops, while Monticchiello retains a more intimate and medieval character, ideal for a break. The tour is scenic and not technical, but it features climbs to tackle at a regular pace. It is recommended especially in spring and autumn; in summer it is preferable to leave early in the morning.

...More

Montepulciano Val d'Orcia E-Bike Tour to Pienza and Monticchiello

4 to 5 hoursFree Cancellation

5% savings

from

$89$85

Member Pricing

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.

...More

Private Guided Tour of Pienza on Foot

3 hoursFree Cancellation

Member Pricing

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel through the UNESCO-listed Val d’Orcia aboard a premium air-conditioned minivan with an English-speaking driver and complimentary water. Small group experience, maximum 8 participants. Why choose us? • Guaranteed departures • Secure booking • 24-hour cancellation policy • Best rates guaranteed For operational reasons, the itinerary order may vary between Montepulciano and Montalcino.

...More

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

10 to 11 hoursFree Cancellation

Member Pricing

The Best Way to Discover Siena: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a traditional Ricciarelli almond cookie in a local pastry shop or enjoy the medieval atmosphere of the Piazza del Campo and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Cultural Context: Read the history and legends of each site as you explore. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Pinacoteca Nazionale, Baptistery of St John, Palazzo Piccolomini, Loggia del Papa, Tower of Mangia, Pubblico Palace, Fonte Gaia, Santa Maria della Scala, Facciatone, and the Duomo di Siena.

...More

Siena Scavenger Hunt & Highlights Self-Guided Walking Tour

2 hoursFree Cancellation

Price varies by group size

Member Pricing

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Pienza and Montalcino are top foodie destinations, but getting there by train and bus can eat hours out of your day. Experience the area's top cheese and wine with ease on this private tour from Siena. Admire the Val d’Orcia scenery, learn about cheese making during an organic dairy farm tour, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine at a Montalcino winery.

...More

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

8 hoursFree Cancellation

Member Pricing

Discover the rich flavors of Tuscany on this immersive food and wine tour. Begin your day at a family farm in Pienza, renowned for its pecorino cheese, where you'll explore the grounds and enjoy a cheese tasting featuring six varieties, along with homemade accompaniments. Next, savor a delightful three-course lunch paired with Brunello wine in Montalcino, and take a guided tour of the vineyard and aging room. Conclude your adventure in Pienza, heritage UNESCO with a breathtaking view from the town - Explore a family farm in Pienza, the heart of pecorino cheese - Enjoy a tasting of six cheeses with local products and wines - Indulge in a three-course lunch paired with Brunello in Montalcino - Visit the medieval underground city of Montepulciano with a wine tasting

...More

Pecorino Cheese and Brunello Tasting Tour in Tuscany

9 hoursFree Cancellation

Member Pricing

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

9 to 10 hoursFree Cancellation

Price varies by group size

Member Pricing

Explore Pienza From Ideal Renaissance City to Tuscan Views

This tour of Pienza stands out by combining clear Renaissance urban design with authentic local culture and scenic landscapes in a compact and accessible format. The route covers key spaces, beginning at Porta al Prato, continuing along Corso Rossellino, and arriving at Piazza Pio II, where architecture, history, and civic identity come together. It then reveals panoramic views from Via dell'Amore, explores quieter backstreets such as Via del Bacio, and incorporates a culinary stop that highlights regional traditions. Throughout the experience, the tour connects built form with natural surroundings, balances major landmarks with intimate spaces, and allows a deeper understanding of how planning, culture, and landscape interact within a unified setting.

...More

Explore Pienza From Ideal Renaissance City to Tuscan Views

Price varies by group size

Member Pricing

Gladiator Path Hiking Experience in Val d’Orcia

This hiking tour leads you into the heart of the Val d’Orcia, considered the most picturesque area of Tuscany, famous for its rolling hills, cypress-lined roads, and timeless countryside. A UNESCO World Heritage Site, this landscape represents the iconic Tuscan postcard known worldwide. What truly sets this experience apart is the chance to walk the same paths made famous by Ridley Scott’s movie Gladiator. The unforgettable scenes of Russell Crowe walking through golden grain fields were filmed just outside the village of Pienza, a detail still unknown to many travelers. During an easy and scenic hike, suitable for most fitness levels, you will enjoy authentic Tuscan views far from the crowds, while learning about the land and local traditions. The tour also includes time in Pienza, the ideal Renaissance city created by Pope Pius II, where art, architecture, and local flavors—especially the famous Pecorino di Pienza cheese—complete a unique blend of nature, cinema, and Tuscan culture.

...More

Gladiator Path Hiking Experience in Val d’Orcia

5 hoursFree Cancellation

Price varies by group size

Member Pricing

Private Taste of Tuscany Tour

9 hoursFree Cancellation

Member Pricing

Montepulciano Wine and Pienza Flavours Private Day Tour from Rome

10 hoursFree Cancellation

Price varies by group size

Member Pricing

Private Tuscany Wine Tour from Rome Montepulciano and Pienza

Indulge in the Soul of Tuscany Experience an exclusive day of relaxation and world-class flavors. Journey through the iconic Val d'Orcia (UNESCO site), where rolling green hills and cypress-lined roads create the perfect backdrop for your private escape from Rome. Montepulciano: Home of the "King of Wines" Visit a prestigious local estate for a VIP cellar tour and vineyard walk. You will taste 5 exquisite wines, including the legendary Vino Nobile di Montepulciano DOCG and sweet Vin Santo, paired with authentic extra-virgin olive oil. Pienza: The Renaissance Jewel Famous for its "ideal" architecture and world-renowned Pecorino cheese, Pienza offers breathtaking views over the Tuscan valleys. Discover genuine, farm-to-table products directly from the producers. Why choose us? Avoid the stress of driving and enjoy the wine. With a luxury vehicle, onboard WiFi, and a professional driver at your full disposal, you’ll experience Tuscany like a true connoisseur.

...More

Private Tuscany Wine Tour from Rome Montepulciano and Pienza

10 hoursFree Cancellation

5% savings

from

$489$464

Price varies by group size

Member Pricing

Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Rome

10 hoursFree Cancellation

5% savings

from

$905$860

Price varies by group size

Member Pricing

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Discover three of Tuscany’s most beautiful towns as you explore Pienza, Montalcino, and Montepulciano in one day on this walking tour. With a private guide, see the splendid 16th-century Renaissance palaces of Montepulciano and walk through the town of Pienza, built by Pope Pius II. In Montalcino, take a guided tour of a winery and taste the renowned Brunello de Montalcino wine. Note: transportation is not included.

...More

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

8 hoursFree Cancellation

Member Pricing

Experience this great FullDay Tour from Florence exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza Included: - Wine Tasting - Pecorino Cheese Tasting Local licensed tour guide in Pienza and Montepulciano (if option selected) 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

...More

Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence

9 hoursFree Cancellation

5% savings

from

$745$707

Price varies by group size

Member Pricing

Full-Day Guided Tour to Pienza and Montalcino from Rome

Visit Pienza and Montalcino from Rome. This full-day excursion takes you to Pienza, the city of the Popes, named in honor of Pope Pius Piccolomini. See stunning scenery from the top of the Val d'Orcia, where Montalcino stands over rolling hills. Here you'll enter Brunello for a “Rosso di Montalcino” wine tasting. Sample delicious local produce, including food and wine. Unwind knowing your comfortable, air-conditioned transfer will return you to the city afterward.

...More

Full-Day Guided Tour to Pienza and Montalcino from Rome

12 hoursFree Cancellation

5% savings

from

$745$707

Price varies by group size

Member Pricing

Tuscany Tour: Montepulciano, Pienza & Montalcino

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.

...More

Tuscany Tour: Montepulciano, Pienza & Montalcino

12 hoursFree Cancellation

Price varies by group size

Member Pricing

Private Tuscany Wine Experience from Rome: Montepulciano & Pienza

Dating back to the Etruscan era, the medieval settlements of Montepulciano and UNESCO–listed Pienza are considered among Tuscany’s prettiest hilltop towns—but reaching them from Rome without your own vehicle is a challenge. On this tour, visit both towns in comfort by air-conditioned minivan and enjoy free time to explore the historic streets at your leisure. Admire uninterrupted views over the Val d'Orcia, with round-trip travel from your Rome hotel included.

...More

Private Tuscany Wine Experience from Rome: Montepulciano & Pienza

12 hoursFree Cancellation

Member Pricing

Escape the hustle and bustle of Rome and explore the serene, UNESCO-listed Val d’Orcia with a private, customizable tour. Enjoy hotel pick-up and drop-off with an English-speaking driver in a comfortable Mercedes sedan or minivan, stopping in the charming towns of Montepulciano, Pienza, and Montalcino. Opt for a winery visit and wine tasting along the way at additional cost, or adjust the itinerary to suit your preferences.

...More

Private: Tuscany Day Tour from Rome with Optional Wine Tasting

10 to 11 hoursFree Cancellation

Price varies by group size

Member Pricing

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

Tuscany is one of Italy’s most spectacular destinations, but getting there from Rome means either renting a car or figuring out how to navigate the train or bus system. This full-day tour makes visiting Tuscany easy, and includes transportation from your Rome hotel. Visit the historic town of Pienza and taste local flavors including pecorino cheese. Spend time in the medieval town of Montepulciano and stop at a wine cellar.

...More

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

Price varies by group size

Member Pricing

Private Montalcino and Pienza Tour from Siena

Surround yourself with the unrivaled scenery of Valle de Orcia while trying some of its epicurean delights on a private tour from Siena. Begin in the hill town of Montalcino, where you'll sip on locally produced wine at a popular winery. Later, head to the historic center of UNESCO-listed Pienza, where you'll enjoy free time to explore independently. A typical Tuscan lunch, cheese tasting, and hotel pickup are included.

...More

Private Montalcino and Pienza Tour from Siena

6 hoursFree Cancellation

Price varies by group size

1 2 3

What are people saying about Pienza

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Susan_C, Oct 2026

Vino, vino, vino

Scenic drive through the countryside with lots of opportunities for photos. Excellent guide, Fabio took great care of us. Enjoyed both wineries and also purchased olive oil, balsamic vinegar and cheese. Lunch in Pienza was a highlight!

Private Guided Tour of Pienza on Foot

Mark_C, May 2026

Great

Guide extremely knowledgeable. Really enjoyed conversation and meeting locals. Duration of tour was good. Provided great perspective of Pienza.

Small-Group Montepulciano and Pienza Day Trip from Siena

Karyn_I, Oct 2026

Perfect Day in Tuscany!

Outstanding! Hands down, the best day trip/tour we took while in Italy! Our guide/driver Keko was fantastic…. Knowledgeable, interesting, friendly and warm! He took us to beautiful, charming locations and it ended up being our favorite day of the two weeks we spent in Italy. Perfect! Thank you Keko!

Small-Group Montepulciano and Pienza Day Trip from Siena

holly_d, Oct 2026

Stunning views, amazing...

Stunning views, amazing food, small group what's not to love. We had an mayday experiencing the BEST of Tuscany

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

KathySchloss, Oct 2026

Great day out. Fabulous venues!

It was a great day! Fabulous wine tasting at Montepulciano in underground city, nice lunch with a beautiful view and good tasting in Montalcino. Got some sightseeing in too which was great! Driver was very knowledgeable and helpful. However I sat in the front of the van on the way back and am glad I made it back alive! The driver seemed to be at least 30km over the speed limit most of the way, all over the road - made me very anxious.

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Celeen_L, Oct 2026

Fun experience. The tour...

Fun experience. The tour operator was super nice and professional. I was a little disappointed, and it may have been my fault for not doing my due diligence, but I thought we were going to experience the wine tastings in an actual winery, but this was not the case. It was nice to be driven to the various small towns and instructed on what was worth seeing in each town. The scenery in Tuscany was amazing.

Small-Group Montepulciano and Pienza Day Trip from Siena

Bradley_R, Oct 2026

Extreme fun in Tuscany

Leonardo was a FANTASTIC tour guide. He was extremely personable and knowledgeable. He was very considerate of each of our tour group members wants and needs. The wine was great, the food was great and the camaraderie was even better. We had a wonderful experience and I would highly recommend it!

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Jillian_D, Jun 2026

A day of amazing food and wine

Wonderful full day experience in Val d’Orcia! The wine tasting with food pairing in Montepulciano is very well done, the lunch in Pienza is delicious and in a beautiful setting, and the winery visit in Montalcino is great! Our guide/driver Lucca was amazing and very friendly! Highly recommend this tour for anyone looking to venture out of the city to taste exceptional wine and food!

Pienza

5.0

(1,201)

Tuscany

Know before you go

Aerial view of the medieval village of Pienza near Siena, Italy.

Wear comfortable walking shoes; the town is best explored on foot.
Some tours of Pienza may include entrance fees, transportation, guides, food, and drink; check with your tour company for details.xa0
Pienza, while small, makes a great home base for exploring the area, and there are a number of hotels in town.

Pienza Tours and Tickets

64 results

What are people saying about Pienza

Pienza

People Also Ask

What’s the best way to experience Pienza?

How much does it cost to visit Pienza in 2026?

What is the best way to get to Pienza?

What are the must-see attractions in Pienza?

What is the best time of year to visit Pienza?

Is Pienza accessible?