Things to do in
Val d'Orcia

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Our most recommended things to do in Val d'Orcia

Tuscany Taster Tour: Day Trip from Rome with Lunch & Wine

1. Tuscany Taster Tour: Day Trip from Rome with Lunch & Wine

A comfortable, air-conditioned coach will pick you up in Rome. As you drive towards rolling hills, your expert tour guide will explain Tuscany’s rich culture and answer any questions you might have about the day ahead.  First, enjoy a walking tour in the hill town of Montepulciano. Take in an ancient but still-functioning wine cellar and ruins that pre-date Rome. Next visit San Biagio, a 16th-century Renaissance church with a travertine facade welcoming in the sunlight and exquisite decorations inside. Just a short drive away awaits a delicious Tuscan lunch. Enjoy a 3-course meal with wine pairings in the wine cellar of an authentic vineyard farmhouse, including the famous Brunello di Montalcino and varieties from the vineyard itself.  Buy your souvenir Tuscan wine here or wait for the final stop: Pienza. Your tour leader will offer insights, but your time is yours: shopping for pecorino cheese, balsamic vinegar, wines, and other local specialties, finding the right photo opportunity, or simply wandering the streets like a local. Next, return to Rome in air-conditioned comfort — fulfilled, relaxed, and ready for the next day.

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Pienza and Montepulciano Full-Day Wine Tour

2. Pienza and Montepulciano Full-Day Wine Tour

Explore the wine lands and medieval villages of Tuscany on a full-day tour from Florence. Escape the “Cradle of the Renaissance” to sample some of the most celebrated wines in all of Italy. Transfer to Pienza to explore its Renaissance heart. Enjoy panoramic views of the surrounding Val d’Orcia, and learn about Pienza’s ancient traditions.  Next, go to the village of Montepulciano in the Val d’Orcia where you'll discover stately Renaissance buildings and churches of rare beauty, all set among the vineyards. Have some free time to visit the village before your return transfer to Florence.

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From Rome: Private Day-Tour of Tuscany

3. From Rome: Private Day-Tour of Tuscany

Take a break from the chaos of Rome with a Tuscan holiday. The tour focuses on the famous Val D’Orcia region, visiting the historic hill towns of Montepulciano, Pienza and the vineyards of Montalcino. If you have a taste for Tuscany but just a short time in Italy, this tour is for you! A comfortable air-conditioned car or minivan will collect you in Rome and by mid-morning, you will be in the ancient Etruscan town of Montepulciano. The next stop is at the vineyards of Montalcino. This is where one of Italy’s best wines, Brunello di Montalcino, is produced. Absorb views over some of Tuscany’s most beautiful vineyards before heading to Sant’Antimo Abbey where, with a bit of luck, you’ll be just in time to hear the monks perform Gregorian chants. Your private driver will take you out of town to a beautiful Tuscan vineyard. At lunch, enjoy a wine tasting accompanied by bruschetta and three more types of wine along with a spread of cold cuts and local specialties over a three-course lunch. Next stop – Pienza. You will hear how this World Heritage site was conceived by Pope Pius II as a “utopian village” and get information on sites you may want to visit, such as the two Renaissance palaces and the beautiful Duomo. Pienza is a small town so you'll go off on your own and take some time to wander around, enjoying ancient architecture and views of the rolling countryside. Whatever you choose to do with your time, be sure to sample Pienza’s most important product, pecorino cheese, in one of the many artisan food stores around the town. With full bags packed with wine and cheese, meet back at the car for a comfortable and scenic drive back to Rome.

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Pienza and Montepulciano Wine Tour from Siena

4. Pienza and Montepulciano Wine Tour from Siena

Enjoy a day of culture, wine, and food as you visit some of the most impressive towns and villages in Tuscany. Go to the picturesque town of Pienza, and taste world-famous wines produced in Montalcino and Montepulciano. Meet your guide in Siena and join the rest of the group to start your full-day tour. Depart Siena and transfer to a wine cellar in Montalcino. Cross gently rolling hills full of vineyards, and then sample local wines served with a delicious snack of the local produce. Continue to Pienza to discover the “Touchstone of Renaissance Urbanism.” Considered an artistic jewel of the landscape of Val d’Orcia, Pienza is a perfect combination of architectural beauty and harmony. Most of the lanes bearing impressive names overlook the breathtaking landscape of the Val d’Orcia. Unique smells and flavors are entwined with this natural and artistic heritage. Pienza’s most renowned tradition is pecorino cheese. End the tour at Montepulciano, where the stateliness of its Renaissance buildings and the refined beauty of the town's churches mix with the ancient tradition of wine making. Enjoy some free time before your return transfer to Siena by bus.

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From Siena: San Gimignano, Montalcino & Wine Tasting

5. From Siena: San Gimignano, Montalcino & Wine Tasting

The first part of your full-day tour begins with a visit to the walled medieval town of San Gimignano, the City of Fine Towers, a UNESCO World Natural and Cultural Heritage Site. Armed with helpful information from your tour escort you’ll have free time to explore the town’s historical center and browse its artisan shops. San Gimignano is also the birthplace of Vernaccia, a white wine produced exclusively in the area. The wine is noted for its high quality and for being the first Italian DOCG wine. The tour continues on to Monteriggioni, the ancient crown-shaped fortress that appeared on Italy’s old 100-Lire currency. The 13th-century walls feature 14 towers that Dante likened to the giants in his Inferno. Afterwards, you’ll stop at a winery for a lunch of salami, cheese, and other local products, accompanied by a tasting of Chianti wines. Visit Val d’Orcia, another Tuscan jewel and a UNESCO World Heritage Site. Continue on to Montalcino, perched on a hill overlooking 1,500 hectares of Brunello vineyards that have contributed to the area’s international reputation. The final stop of the day will be a local wine cellar, where you’ll have a chance to taste the renowned Brunello of Montalcino, rated among the finest Italian DOCG wines. Sample other typical local products as well.

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From Siena: Pienza and Montepulciano Small-Group Tour

6. From Siena: Pienza and Montepulciano Small-Group Tour

Travel along one of the most panoramic roads in Tuscany, driving the characteristic moonscape of the Crete Senesi en route to the medieval hamlet of Pienza in the Val D’Orcia valley. One of the first towns to be entirely planned on paper by important architects and artists of the time, Pienza was commissioned by Pope Pius II - the humanist pope - to help him renovate his native town and bring it to new splendor. A wholesome lunch, based on fresh local ingredients will be waiting on a beautiful terrace (weather permitting) at a local dairy farm. Learn about the process of making Italy’s famous pecorino cheese. Continue in the afternoon to Montepulciano, one of Tuscany’s largest hill towns. Under the dominance of Siena in the Middle Ages, and Florence during the Renaissance, today it is renowned for its wine. See influences from both towns in the architecture and art of the historic center, located on a steep hill with beautiful views of the Tuscan and Umbrian border. Go to the main Piazza Grande, and tour one of the many wineries, carved out of the earth below the city. Discover some of the palaces of the noble families that once lived here. After a short walk around town with a guide, enjoy some free time to taste the fabled wines, or continue to explore the palaces, churches and streets on your own. As you follow the route of the main road downhill, imagine how hard the “Bravio delle Botti” festival must be; a competition to race wine barrels from the bottom to the top of the hill!

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Val D'Orcia: Cheese and Wine Tasting Tour from Florence

8. Val D'Orcia: Cheese and Wine Tasting Tour from Florence

Escape the hustle and bustle of Florence and experience the heart of Tuscany by visiting the enchanting Val D’Orcia, a UNESCO World Heritage Site. Explore the beautiful towns of Montalcino, Pienza and Montepulciano and enjoy two different wine tastings and savour the famous Pecorino cheese! The tour starts with a wine tasting session in Montalcino, the land of the world-renowned Brunello wine. Here you will be enchanted by the outstanding charm of a special and definitely worth visiting wine cellar/museum. The estate has a rich history: it once belonged to the powerful Piccolomini family, whose members included Pope Pius II. Next you move up to the peak of the town, where a magnificent sight will take your breath away: sunny rolling hills, ancient oaks, picturesque olive groves, scenic country roads winding through perfect vineyards and isolated cypress trees atop hills. The tour continues to Pienza, which stands high upon a hill and dominates all the Orcia valley with extraordinary views. Enjoy the cheese tasting session with the famous Pecorino cheese (included in the tour!) and explore the pretty alleyways of this small town at your leisure. The last stop takes you to Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy your second wine tasting session while visiting the dungeon where the wine is stored under the ancient walls of the winery, before heading back to Florence.

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Private Tour From Florence to Cortona and Montepulciano

9. Private Tour From Florence to Cortona and Montepulciano

Meet your English-speaking driver at your hotel on a comfortable Mercedes-Benz to start the journey to the beautiful Cortona. Enclosed by stonewalls dating back to Etruscan and Roman times, Cortona sits on the top of a hill. This dominant position over the valley offers a spectacular view from all over the town of the surrounding valley and even Lake Trasimeno. The town has become very popular in the past decade thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona. You will have time to relax or explore the area, the driver will suggest the best things to do in the area.  Leave at 11:30AM for have a delicious light lunch at a family winery. Continue then to Montepulciano on a relaxing 30 minute drive on the hills surrounded by breathtaking landscapes. Of course your driver can stop the car at anytime you want if you wish to take photos. Arrive at the charming Montepulciano around 2:00PM. This is a medieval hill town of rare beauty full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners. Montepulciano has received lots of attention following the filming of the vampire saga Twilight sequel New Moon here and has seen a notable increase in visitors. A walk through Montepulciano is the best way to view the town as well as enjoy stunning views of the surrounding countryside covered by vineyards producing the famous Nobile which is possible to taste in the many wine shops located within the city's walls.

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Florence: Wine Tasting and Tuscan Villages Full-Day Trip

10. Florence: Wine Tasting and Tuscan Villages Full-Day Trip

Discover the magical essence of lesser-known Tuscan villages on this trip. Immerse yourself in rural culture and authentic beauty of Val d’Orcia valley. Relax while tasting local wine and experience the scenic panoramas and rolling vineyard-covered hills of the region.  Listen to the history of hidden villages from your guide. The harmonious hills of this magical place change colors every season. Feast on a traditional Tuscan lunch. Taste their wines paired with local cheese and extra-virgin olive oil. After lunch, continue to your next stop. Relax in the famous Roman spa of Bagno Vignoni. The hot and steaming thermal waters are great for sore muscles. Rejuvenated, continue to Pienza, an incredible village full of history and traditions. This town is famous for its typical cheese, the “pecorino”. See excellent examples of Renaissance architecture in the historic center.

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Other Sightseeing Options in Val d'Orcia

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What people are saying about Val d'Orcia

Overall rating

4.5 / 5

based on 732 reviews

Our guide for the trip was Chiara, and our day began with a stop at Montepulciano where Chiara introduced us to a local guide who shared very interesting facts about the area as they brought us around. We then stopped by the Poggio il Castellare vineyard for a lunch (the wine was simply fantastic - several members of my group bought multiple bottles home) and the day ended with a short stop at Pienza. What was simply lovely about Chiara was her enthusiastic and passionate sharing about all kinds of stuff all throughout the trip!

Anna (our guide) and Gianni (our driver) were a great duo who provided an exceptional experience. Anna was incredibly informative and gave us information not only about our tour but about life in Italy as well. While at the winery, Gianni made sure to get our attention and directed us to a scenic overlook we surely would have missed without his help.

The itinerary was really interesting. We enjoyed the day spend with guides Sara and Anna. The food and wine was brilliant. The landscape was extraordinary.

Would definitely recommend this day trip. Tuscany is beautiful and Emiliano was an amazing tour guide, full of knowledge, stories and great fun!

Beautiful scene, great wine, good tour leader (chatty but she knows many things), friendly group.