Pienza Tours and Tickets

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.

Taste your way through Tuscany with this full-day wine tour of Pienza and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano. You also enjoy plenty of free time to explore each village on your own.

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.

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.

Toast with a glass of wine Podere Montale and watch the sunset show over the Val d'Orcia! 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!

Experience the best of Tuscany—cheese and wine, of course!—on this private tour from Siena. You’ll admire fabulous scenery in the Val d’Orcia, learn about cheese making during a tour at an organic dairy farm, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine during a cellar tour at a winery in the hilltop town of Montalcino. With a privately guided tour, enjoy a more personalized experience.

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino for a gourmet lunch and tasting of famed Brunello di Montalcino wine. Continue through Tuscany’s World Heritage-listed Val d’Orcia region to reach Montepulciano, known for its Nobile di Montepulciano wine, and taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide, and meet local producers for an immersive tasting experience. Price is per group, with a maximum of either three or eight passengers, depending on season and vehicle type.

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.

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spoken English is excellent, this is very important for you to maximize your tour and investment, I comunicate well and I know how to relate to the culture overseas. One other thing is I can sure teach you history but what my clients love about me is the stories and secret I tell them and one thing is for sure...you will laugh and not be the usual boring tour!!!!!

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 villages of Pienza and Montepulciano, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.

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.

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.

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.

Immerse yourself in a unique full-day tour of Italy's renowned Montepulciano wine and Pienza flavours, perfect for foodies and wine-lovers. An experienced team will chauffeur you from Rome to your destination in enviable style aboard a luxurious Mercedes Benz Minivan—this is truly Italian luxury at its finest. Not only is high-quality service with an English-speaking driver brimming with local knowledge guaranteed, but customization options allow you to make it as special or intimate as desired. Buon appetito.

Take a break from the relentless pace of Rome and head to the UNESCO-listed hills of the Val d’Orcia with this private tour. Enjoy hassle-free pickup at your Rome hotel and head straight to the medieval town of Montepulciano. Then stop in Pienza for free time to admire its Renaissance architecture and relax over lunch (own expense) before a final stop in Montalcino on the way back to 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.

Surround yourself with the unrivaled scenery of Valle de Orcia while trying some of its epicurean delights on a private day 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 and cheese tasting also accompany the immersive experience.

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.

Discover hidden gems and narrow streets. 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.

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.

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.

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.

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.

A wonderful experience not to be missed in full relax, among friends, for the 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.