Montepulciano, Tuscany

Discover Montepulciano, Tuscany

Explore the Cities and Towns of Tuscany

Our Local Expertise

Over 20 years of crafting exceptional journeys across Montepulciano

Licensed & Certified

We work exclusively with accredited guides and professional chauffeurs across Italy.

Local Knowledge

Our team lives and works here, offering insight beyond the landmarks.

Tailored for You

Every itinerary is thoughtfully crafted around your pace, from private dawn tours to intimate vineyard tastings.

Overview

The town of Montepulciano is located in the region of Tuscany.  A beautiful hill-top town in the Val D'Orcia region (South Eastern Tuscany), the town is encircled by walls and fortifications  designed and built starting 1511 AD by Antonio da Sangallo on the orders of the great Florentine, Cosmo de' Mecici I and the town had an important role in the history of the region of Tuscany and of Florence.  We have put together a brief synopsis of the history of the town below, however what makes the town such a wonderful town to visit during your stay in Italy is that the town itself is an impressive architectural masterpiece.
 
Cascading down a limestone ridge whose highest point is over 600 meters (1950 feet) above sea level, it seems when you come here that it should never have existed in the first place.  The long and winding main street of Montepulciano extends from the Porta al Prato for 11.5 km to the Piazza Grande, and will take the traveler through the old medieval districts of  one of the most pleasant and satisfying of all Tuscan cities.
 
Montepulciano is, of course, famous for its wines, particularly the Vino Nobile, a mellow red wine that evokes the scent of flowers and is shot through with a kind of iridescent orange color.  There are many less agreeable things to do than sit in one of the city's many cafes or restaurants to imbibe a glass (or two!) or purchase a bottle (or two!) at a local shop, which you can consume later during a lazy  Tuscan picnic.
 
The Piazza, fronted by most of the city's most notable buildings, including the  Palazzo Comunale and the Duomo, perches at the utmost top of the hill, where Poliziani (the name the citizens give to themselves) mingle with visitors from nearby and far away.
 
The Duomo, with its plain, almost unfinished facade, was designed and built by Ippolito Scalza in 1630.  The most important work of art in the interior is a triptych done in 1401 by Bartolo, the "Assumption of the Virgin".
 
The Palazzo Comunale, a seemingly smaller version of Palazzo Vecchio, was built originally in the Gothic style, but the tower and facade were added in the 15th Century by Michelozzo.  Visitors are welcome to climb the tower where breathtaking views over the city and across the Tuscan countryside can be absorbed.  Next to the town hall is the Palazzo Tarugi, built in the 16th century.
 
Close by is the Chiesa (Church ) of Sant'Agostino, built in 1427 with a mix of Gothic and Renaissance elements by the architect, Michelozzo.  Note the elaborately carved portal.  The Palazzo Bucelli (1648), also close by,  has a lower facade into which are integrated Etruscan bas relief and funerary urns.
 
The Church of Jesus was built with a quasi circular plan by the Jesuit architect, Fra Andrea Pozzo.  Pozzo also worked on various other buildings in Montepulciano including the Palazzo Contucci (see above).
 
Sangallo the Elder also built the Temple of Madonna di San Biaglio, flanked by two campanile (bell towers) outside the city gates. It is also a Renaissance building built with butter- colored Travertine marble.  Sangallo started it in 1518, and remained pre-occupied with it until his death in 1534 and it is rightly recognized as his masterpiece. The design influence or inspired the architects of many of the palazzi in Montepulciano such as Palazzi Avignose, Cocconi, Cervini, Ganoni-Grugni, Contucci and Tarug (see above).
 
Also outside the walls and worth a peek are Chiesa Santa Chiara and Chiera Santa Maria, both done in the Baroque style.
 
Montepulciano is also the scene of a few enlivening annual festivals.  Arrive in late July-early August for the Cantiere Internazionale d'Arte arts festival founded by the German composer Hans Werner Henze.   Re-enactments of Montepulciano's turbulent history take place at the Brucello festival in mid August, and there is a parade, barrel race and banquet at the end of August, the Bravio dell Botti.
 
Montepulciano is a wonderful destination to visit all year round.  There are wonderful accommodations to be had both in the town and in the countryside where we offer some lavish villas, quaint apartments and of course we have many wine tours in the area!
 
For more information about Montepulciano, the region of Tuscany. or how we can help you during your time here in Italy or the Mediterranean, don't hesitate to contact the experts at team@italyvacationspecialists.com or toll free on our numbers listed below. 
 
By Jesse Andrews, 2016

Map

Our Multi-Day Holidays Tours

Our Private and Small Group Tours

Our Featured Properties

Quick Enquiry Form

Tell us about your dream trip and we'll craft the perfect itinerary for you.

Montepulciano

Stories That Stay With You

Here's what our guests share about their unforgettable journeys

“Dear Guiseppe and Jesse, We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future. Hotels 1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were p”
[Read More] Ron and Deb Crosby
“I traveled with JoAnn West through your services, guided by Giuseppe, in July of this year. What a wonderful experience; your service is really top notch! If I return to Italy for a tour, I will absolutely use your services again and recommend you to my friends!”
[Read More] Lucretia Brower
“Jesse, There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve high praise for the quality and efficiency of your work. BTW, Guiseppe was an absolute delight. We enjoyed his informative and effervescent per”
[Read More] Jo Ann West
“The trip was great; we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details, in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.”
[Read More] Leon and Michele
“I am a travel agent with All About Honeymoons and I would highly recommend Italy Vacation Specialists. Jessica was wonderful in helping us plan in a last minute anniversary vacation during high season without any issues. She even checked on our clients while on vacation to make sure things were going well. I plan on using them again soon for all my future bookings!”
[Read More] Tammy Joyce, All About Honeymoons
“This company really knows their stuff and recommended our family to stay longer in each location. We didn't listen to them, but wished we had in every single place we went. They recommended Sestri Levante over the Cinque Terre which was our favourite destination on our entire trip. We visited Rome where we stayed in the outstanding Hotel Locorno where they know the owner there, like in every place”
[Read More] Sean & Veet Chapman, CGA
“I went to high school with the owner of the company who organized my honeymoon for myself and my now wife from Tokyo. We spent three short weeks seeing Piedmont and experiencing wine paradise there, then heading to Nice in France with our private driver and flying to Rome where honestly 4 days is NOT enough. They keep saying to spend more time and we could not agree more! You need to spend more ti”
[Read More] Robin and Kumi Bruun, Tokyo Japan
“As a travel agent, but also a traveler to Italy, thee is no other company I would recommend than the Italy Vacation Specialists. Not only do they really care about what they are doing, they also really know Italy and try to educate many people about ways they can best see the country and not fall into tourist traps. I have been on 4 trips with the IVS team, firstly when they did my first 2 trips f”
[Read More] Laura Chomiak, Travel Agent
“In September of 2018 I brought a group of 12 from Venice to Sicily and organized all of my services with the Italy Vacation Specialists. Being a travel agent and in the business, I know how complicated organizing travel arrangements can be in Italy and the IVS team took a huge burden off of me! I would like to start of by saying "THANK YOU" both for the amazing job you did on our trip. There was n”
[Read More] Ann Brownell, KHM Travel Group
“Jesse & Giuseppe, Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.”
[Read More] Bob & Sandy

For customized holidays and expert advice for travel in Italy and the Mediterranean, Get in touch with your travel agent or contact us via our.

  • Direct In Italy: +39 375 823 5314

  • Toll Free: 1-866-779-2565