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Montepulciano Architecture

Our most recommended Montepulciano Architecture

From Rome: Tuscany Day Trip with Lunch and Wine Tasting

1. From Rome: Tuscany Day Trip with Lunch and Wine Tasting

Leave Rome's hustle and bustle behind and head to Tuscany for the day.Enjoy a guided town of Montepulciano and eat a delicious 3-course lunch with an Italian wine-tasting experience you won't forget. 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 of 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.

From Siena: Val D'Orcia Wine Tour

2. From Siena: Val D'Orcia Wine Tour

Enjoy a day of culture, wine, and food as you visit some of the most impressive towns and villages in Tuscany. Meet your guide in Siena and join the rest of the group to start your full-day tour. Explore Montepulciano, where the stateliness of its Renaissance buildings and the refined beauty of the town's churches mix with the ancient tradition of winemaking. Cross gently rolling hills full of vineyards, and then sample local wines served with a delicious snack of the local produce. Enjoy some free time in this magnificent village. 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. Enjoy the end of the tour by walking through the streets of the village before your return transfer to Siena by bus.

From Siena: Pienza and Montepulciano Small-Group Tour

3. 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!

From Florence: Siena, Cortona, Montepulciano & Val D'Orcia

4. From Florence: Siena, Cortona, Montepulciano & Val D'Orcia

Meet your local tour leader and the rest of your group of like-minded young travelers for a full day to discover the unbeatable paths of Tuscany made famous by movies. From Florence, travel for 1.5 hours by private 8-seat mini-van through the beautiful Tuscan countryside enjoyed by generations on the movie screen. Learn about the Italian way of life, the local customs, cuisines, and quirks from your guide before reaching the first stop of the day, Siena. Admire this medieval town that set the backdrop of the famous movies Letters to Juliet and Stealing Beauty. Be amazed by the charming narrow streets with local artisans, red-brick squares, and gothic cathedral. Then, continue the trip towards your next destination, the famous Montepulciano, where vampires converge in the Twilight Saga's New Moon. The beautiful walled town is also the home of the Montepulciano DOCG wine, making it the perfect opportunity for a tasting of vino and other local products at a 14th-century underground cellar. Have the chance to purchase products for the perfect gift or to ship home. Here, savor a wine tasting with a light lunch made with local products. Throughout the tour, your guide will provide you with local insight and information about the specific scenes and other films set in each place, as well as free time to explore the other attractions that the towns have to offer at your leisure. After lunch, head to Cortona, the luscious hilltop town known for its olive groves and made famous by Diane Lane in Under the Tuscan Sun. Spend some free time in Cortona to explore the narrow streets, artisan stores, and other landmarks which are seen in the cinematic adaption of Frances Mayes' novel. Who knows, maybe your own Italian love story will unfold! Finally, head back to Florence for approximately 8 PM.

Best of Italy: 5-Day Escorted Tour from Rome

5. Best of Italy: 5-Day Escorted Tour from Rome

Over the course of five days, visit the most enchanting locations of Italy, soaking up art, culture, cuisine and the famous Italian romance. Led by a friendly guide, depart from Rome and visit Assisi, Siena, Florence, Pisa, Bologna, Padova, Venice and Montepulciano. See masterpieces from the likes of Michelangelo, Giotto, and Cimabue. Roam ancient cobbled streets, marvel at magnificent cathedrals, and taste delightful wines. This tour aims to inform and entertain you at the same time. Staying in comfy accommodation and traveling by deluxe bus, touring Italy couldn’t be easier. With 4 meals provided for you, plus an excellent itinerary and knowledgeable guides, sit back, relax and "get Italian". Day 1 Depart from Rome at 7:15 AM heading towards Assisi. Explore this tiny town dating back to the Middle Ages. Visit the Basilica of St. Francis and see works by Giotto and Cimabue. Afterwards drive towards Siena, whose highlight is Piazza del Campo. Continue to Florence where you will check in at your hotel before enjoying dinner (included) and a well-deserved night of rest. Day 2: Florence After breakfast, spend the day exploring Florence, the cradle of the Renaissance. Visit the Duomo, the Campanile Tower, Palazzo Vecchio and the Basilica of Santa Croce. Lunch (for free) in a typical Tuscan restaurant in Piazza Santa Croce. In the afternoon, wander the cobbled streets or take a short, optional trip to Pisa where you could enjoy a tour of the Square of Miracles, the Leaning Tower and the Duomo. Dinner is at your leisure. Back in Florence rest in your hotel and recharge your batteries for the next day. Day 3 Depart for Bologna after breakfast in Florence. Wander through the city’s 38 kilometers' worth of elegant arcades, for which it is famous. From Piazza Malpighi, walk to Piazza del Nettuno and Piazza Maggiore in the heart of the city. In the afternoon, continue towards Padova, with its original Sant’Antonio Basilica. Later, you will arrive in Venice, famous for its quaint gondola boats and intricate architecture. Check in at your hotel and enjoy your first Venetian dinner (included) and overnight stay. Day 4: Venice Hit the water and board a private waterbus to enjoy a cruise through the canals of Venice. Stop off at Murano to learn about the ancient art of glass blowing. Continue on to St. Mark’s Square for an exterior visit of the splendid cathedral. See the Doge Palace and the Bridge of Sighs. Enjoy a spritz or Prosecco with your guide to cap off a day of discovery. Spend the afternoon roaming along Venice’s canals at your leisure and then return to the hotel and overnight. Day 5 After breakfast, departure from Piazzale Roma heading to Tuscany, world-known for its landscapes, its churches, castles and its delicious wines. Proceed to Val di Chiana with a stop in Montepulciano, a medieval town rich in history and art. Known for its “Noble” wine, on purchase in local wine houses, Montepulciano also hosts an annual jazz and wine festival every July. Lunch in a typical restaurant included! Spend the afternoon discovering Montepulciano at your own pace, enjoying free wine tastings in many wine shops and free time for shopping. In the evening, you will arrive in Rome, where the tour ends.

From Rome: Private Tuscany Day Trip

6. From Rome: Private Tuscany Day Trip

Your private driver will pick you up in the morning at your hotel (or apartment) in Rome with a Mercedes sedan or minivan. You will leave behind the frenetic pace of Rome and drive through the beautiful countryside of Tuscany. Your first stop will be the ancient town of Montepulciano. Built in the Medieval times, this charming center sits on top of a hill and is well known for the production of the Nobile di Montepulciano wine. Right in the heart of the town of Montepulciano, Piazza Grande is an ancient square with Medieval buildings, little shops, various nice bars and restaurants. After Montepulciano, you will pass by the town of Monticchiello, driving through the beautiful countryside of Tuscany where you will have plenty of great photo opportunities. Next stop will be in the lovely town of Pienza, a jewel of the Renaissance. Here you may have lunch in one of the many local restaurants (lunch is not included but we will be happy to make a reservation for you). In the historical center you may visit the Duomo di Pienza, the cathedral that dominates the beautiful central square. Built around the 14th century, it is one of the most important churches of the Renaissance. Near the cathedral, the Piccolomini palace is a splendid example of Renaissance architecture. Here you may want to visit the lovely gardens, the courtyard and the old stables. In the afternoon you will reach the town of Montalcino, the capital of the region that produces Brunello, one of the best and most renowned red wines in the world. While in town you may explore the beautiful historical center and visit the Fortezza di Montalcino, a very well preserved Medieval castle. If you choose to have the optional wine tasting, you will also stop at one of the great wineries of the region. Here you will visit the estate, learn about the production process and finally enjoy a tasting of the great wines that they make. At the end of the day, your driver will take you back to your hotel or apartment in Rome.

From Florence: Val d'Orcia Region Private Wine Tasting Tour

7. From Florence: Val d'Orcia Region Private Wine Tasting Tour

Spend a day within the iconic landscape of the Tuscan hills, visit Montepulciano and its historic cellars. Admire the landscape of the rolling hills of the Val d'Orcia, taking pictures like in postcards, among avenues of cypresses, vineyards and olive trees. In the afternoon, taste the famous Brunello di Montalcino. Itinerary: Meet our driver at your location and start your tour in the Tuscan hills. We will cross the hills, among vineyards, olive trees and rows of cypresses, until we reach the city of Montepulciano, to visit the "Underground Wonders" of the town. We will visit the main square of the town, the ancient Government Palace and a Historic Cellar: here you will find gigantic oak barrels, in which the famous Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC "rest". In Montepulciano you will have your first wine tasting experience with Vino Nobile, Super Tuscan and Rosso di Montepulciano. For lunch, our driver will be able to suggest a typical Tuscan farmhouse, where to have a delicious Tuscan lunch. After lunch, we will cross one of the most beautiful wine roads, between postcard hills and incredible vineyards until we arrive in Montalcino for a wine tasting in a prestigious farm, where this delicious wine has been produced for generations. In fact, this family was one of the first to start the production of Brunello and has maintained over time a very high quality and a passion that has been handed down for generations. After the visit of the cellar and an explanation on the production of Brunello, the tasting will begin. Here we will taste 5 types of wines, including Rosso di Montalcino. Two types of Brunello Docg a Super Tuscan and a delicious Rosé. At the end of the tasting, we will return to Florence.

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What people are saying about Montepulciano

Overall rating

4.8 / 5

based on 43 reviews

From the beginning of the trip the tour guide Valentina was very welcoming and ensured her guests were treated with the upmost respect. Valentina was very knowledgeable from the history of certain areas of our trip to her recommendations for food and sites to see after the tour. The overall experience of the locations visited we’re breathtaking. The additional tour guides were also welcoming and informative. If I were to visit Rome again I would highly book another trip with this company to ensure I get the best experience during my time in Italy.

So much fun with our guide Heather and driver Andre. They looked after us very well all day long. The views were amazing and overall the day was very enjoyable, made several friends on the trip as a solo traveler so never really felt alone. Would recommend!

Anna (guide) and Andrei (driver) were both excellent and made the trip a breeze for all patrons. My girlfriend gets motion sick easily and they offered her the emergency seat in the front of the bus to alleviate it. Highly recommended.

The mountaintop town and the farm were the best! Fantastic views and great homeade food!

Heather is the best guide! Thanks for a wonderful honeymoon excursion to Toscana