What to do and see in Montepulciano, Italy: The Best Places and Tips

April 7, 2018 Leonarda Pillsbury

Montepulciano makes a great base for exploring the Tuscan hill towns. Just make sure to pack well-broken-in walking shoes, because cars aren’t allowed in the center of town. Explore the Duomo of Montepulciano and the Palazzo Tarugi… or sample the local wine, Vino Nobile di Montepulciano, which has been praised for centuries.
Restaurants in Montepulciano

1. Piazza del Campo

Piazza del Campo, 53100, Siena, Italy
Excellent
78%
Good
18%
Satisfactory
2%
Poor
1%
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Overall Ratings

5 based on 11 reviews

Piazza del Campo

Siena's main square is the site of the famous Palio horse races that take place in July and August.

Reviewed By hahabye - Orlando, Fl

Great place to sit in the sun, people watch, enjoy the sights, or even a meal! Very charming, old world piazza.

2. Ballooning in Tuscany

Via di Circonvallazione, 53020 Montisi, Italy
Excellent
96%
Good
2%
Satisfactory
0%
Poor
1%
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1%
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5 based on 329 reviews

Ballooning in Tuscany

Hot Air ballooning in Tuscany, experience the magic of flight. Hot Air Ballooning tours over Tuscan Valleys, hill-top towns, Castles, and vineyards. Fly in a hot air balloon in Tuscany from Montisi near Pienza and Montepulciano or Siena and see this magical region from a unique perspective with Ballooning in Tuscany,

Reviewed By ka2e2016 - Sammamish, Washington

Nick and his crew created an amazing experience for us and I highly recommend Ballooning in Tuscany to anyone looking for a balloon adventure. It was a first for us, and the team made us feel welcome and safe. They provided a most peaceful ride over beautiful Tuscany -- words don't do justice to the views, the feeling of freedom, the spiritual experience. We had the softest landing in a random field and celebrated with champagne and a buffet of delicious food, including a birthday cake for those celebrating milestone events. A gorgeous splendid soulful exhilarating way to start any day!

3. Cooltours - Day Tour

Via San Quirico 20, 50064, Figline e Incisa Valdarno, Italy
Excellent
99%
Good
1%
Satisfactory
0%
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0%
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5 based on 210 reviews

Cooltours - Day Tour

Thinking about coming to visit Tuscany? Contact me to experience the Tuscan countryside, its history and archeology, traditions but wine and food of course hosted by your friendly tour guide.

Reviewed By Ronald C - Heers, Belgium

Had a superb time with Anna and the group ! She picked me up on time and with a big smile. On the road to all different locatio s she gave us some wonderful explanation about the wineries, grapes,.. not the stiff serious way but...MoreThank you so much Ronald! After two times with me I'm waiting to meet you again in Tuscany for another cool tours by Anna!!!!

4. Accademia del Buon Gusto

Piazza Ricasoli, 11, Panzano in Chianti, Greve in Chianti, Italy +39 055 856 0159
Excellent
94%
Good
5%
Satisfactory
1%
Poor
0%
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5 based on 375 reviews

Accademia del Buon Gusto

Reviewed By Tony M - Milton Keynes, United Kingdom

We were the only couple there when we arrived. Stefano explained how his wine tasting session took place and told us that he simply wanted his guests to enjoy themselves....we certainly did!
The numbers of people grew steadily as the tasting progressed and we really enjoyed each lovely wine whilst listening to the Stefano’s stories that were linked to pieces of art produced by a close family friend.
Good wine, good stories and good art...puts you in a great mood and you simply can’t leave empty handed!

5. Scenic wine tours in Tuscany

Via Piana 19, 52024 Loro Ciuffenna, Italy
Excellent
98%
Good
1%
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5 based on 168 reviews

Scenic wine tours in Tuscany

Tuscany wine tours, Florence wine tours, sightseeing & photographic tours of Tuscany, with Sergio your driver guide and host. Private Tuscany wine tours Tours running daily from Florence and surrounding areas. Pick up directly from your accommodation.

Reviewed By Michelle C - Boston, Massachusetts

Sergio was a delight to spend the day with as we visited and toured two different wineries in the Chianti region of Tuscany last month. He was really knowledgeable about wine as well as the region that we toured. For tastings, Sergio took us to two fabulous wineries where we both felt welcomed, interested, and of course, well-fed and hydrated! For lunch, he brought us to a beautiful spot overlooking a vineyard where we had a front row table and an incredible view. Additionally, he encouraged us to stop at multiple picturesque locations and he took our picture. Spending the day with Sergio was interesting, tasty, relaxing, and stress-free. We would highly recommend using Sergio to anyone interested in touring the area and will absolutely book with him again next time we visit!

6. Vintage Tours

Piazza Dell'Amicizia 3, 53045 Bivio di San Biagio, Montepulciano, Italy
Excellent
95%
Good
4%
Satisfactory
0%
Poor
0%
Terrible
1%
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5 based on 226 reviews

Vintage Tours

Vintage Tours is a rental company and organizes tours of vintage vehicles in Montepulciano (Si), We provide you with Vespas, Lambrettas, motorcycles and antique cars, to offer our customers a unique and exciting experience The idea Vintage Tours, comes from the Vintage, wanting to convey that pleasure in living the days as they once were, simply raising the idea of ​​a slow tourism, thanks to our media of the 60, 70, 80. spend a day with them will be romantic and will make you go back in time … it will give a different flavour to your day! From 2014 we have included, for the less practical, automatic Vespe and scooters, the latest generation. We paired our Vespa, Lambretta, motorcycles and vintage cars to the beauty of the surrounding landscape, allowing you to visit Tuscany and Umbria with us. The beautiful streets and landscapes of the Val D’Orcia, the Crete Senesi, Chianti, of Lake Trasimeno will make you enjoy the view you will encounter, and that will guide you in the beautiful towns such as Pienza, Montepulciano, Montalcino, Asciano, Monticchiello, Cortona, Siena Bathroom Sprockets, Gaiole in Chianti and Radda in Chianti. Drive along roads with UNESCO heritage, including a tasting of Vino Nobile di Montepulciano and Brunello di Montalcino in the many typical farms, cheeses like the famous pecorino cheese, Cinta Senese cold cuts and honey. In conclusion, perhaps, with a nice relaxing soak in the hot pool of Bagno Vignoni in the pools or in the woods of Bagni San Filippo. The philosophy of Vintage Tours is to offer you a completely different day, making you live an original experience, high quality, with attention to every aspect. The Vintage Tours included in the rental offers loan to use the helmet, head Balaclava, Kway, Backpack, Map, a padlock and Walky Talky for groups. Also we hire, the GoPro, the classic wicker picnic basket or the original Vespa helmets. In our shop we have for sale in Montepulciano gadgets Vintage Tours, Vespa, or photo accessories, like selfie stick, portable ashtrays for smokers. The Vintage Tours, is a concept, is a unique way to experience the day. We give you the chance to choose the best of your choice (please go to our shop) And build your journey … your adventure! Know our activities and services offered in the CAR section! To follow our adventures and get to know first about our news, become a fan on face book page, Vintage Tours.

Reviewed By Pat P

Did everything they said they would
Rented 6 Vespas for a week in Tuscany
It was wonderful. Just remember you can’t ride vehicles in the main part of certain Mountains towns like Montepulciano
Also be careful on dirt roads stick to paved roads with vespas
Highly recommend if you are adventurous

Localita Pornanino 72, 53017, Radda in Chianti, Italy +39 0577 541105
Excellent
97%
Good
3%
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5 based on 98 reviews

Pornanino

This unique talk on bio and chemical free gourmet extra virgin olive oil, given by Matteo, expert as well as one of Chianti's premier olive growers, is a chance to learn how the best oil is made and why it requires careful handling at each step of its production. The talk is given at the Lombardi Estate tasting room, surrounded by his 4,000 olive trees. This is also where the stone frantoio (olive press of which this is one of only 14 presses in Tuscany) is located, so you will be able to see the stone grinding wheels and press that delivers the oil from the olives. Seminars and tours are UPON REQUEST.

Reviewed By Bobby Y - San Francisco

We were introduced to Pornanino's olive oil in 2008 and it is the only olive oil we use for salads, etc. We order the oil directly from Pornanino and each year several friends ask us if we can get some for them too.

8. Casa Sola - Chianti Winery

Via di Cortine 5, 50021, Barberino Val d'Elsa, Italy +39 055 807 5028
Excellent
97%
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3%
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5 based on 114 reviews

Casa Sola - Chianti Winery

Casa Sola Tour & Tasting is one of the best way to discover the true essence of Chianti. For those who would like to deepen their knowledge of the Chianti history, traditions and products we are delighted to offer professional guided tours and tasting. Introduction to the techniques of vineyard cultivation, the secrets of our cellars and the taste all of our wines and olive oil. Join our wine experience!

Reviewed By Hayley J - Liverpool, United Kingdom

We saw signs to the winery and thought we would try our luck. Luckily a lovely lady had the time to give us a small tasting of 3 wines and was very knowledgable and interesting. There was no charge for the tasting and we bought a lovely bottle to take home which we did not feel obliged to at all

9. Podere Il Cocco

Località Villa a Tolli, 53024, Montalcino, Italy +39 347 080 9712
Excellent
95%
Good
3%
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1%
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5 based on 249 reviews

Podere Il Cocco

Small family business that produces wine, olive oil and grappa. And 'possible to taste our products with a company tour by reservation only. The closing day is Sunday. Have a nice day full of wines! Giacomo

Reviewed By Jess1111812 - San Mateo, California

Our guide from Walk About Tuscany took us to this wonderful small winery. Surprising, beautiful art. Excellent wine. And, perhaps the best of many outstanding meals we had in Tuscany.

10. Tours By Roberto

53100, Asciano, Italy
Excellent
96%
Good
2%
Satisfactory
0%
Poor
2%
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5 based on 157 reviews

Tours By Roberto

Tours by Roberto is an Italian company which opened in 2016. While our most popular services are guided minivan tours of the countryside, we also will help you plan week-long trips to other areas of the country or assist you with customized and special occasion events.

Reviewed By maryga12 - Plano, Texas

My husband and I did 3 countryside small group tours led by Roberto - Chianti, Clay Hills, and Val D'Orca and the Etruscans. Each was special and unique in its own way. Roberto has specialized in providing off-the-beaten path tours for over 20 years. He is passionate about Tuscan history, culture, food, and wine and shares all of that, along with his entertaining sense of humor, with his guests. The maximum number of guests for each tour is 8 with Roberto driving everyone in his van. He takes you to places he knows and where the average tourist would otherwise not have an opportunity to visit. We developed such an appreciation for the Etruscan civilization, an extremely advanced civilization predating the Romans. Roberto belongs to an archeological club that has been responsible for uncovering Etruscan tombs and preserving their treasures. As part of one of his tours, you visit a museum run by the club, and on another you visit a tomb. Before our tours with Roberto, my husband and I did not think we had much interest in learning about the Etruscans. That all changed because of Roberto. In addition to visits to small villages and places of historical significance, nearly all of Roberto's tours include visits to and lunches at family run farms/wineries where you learn about the food and wine then feast on homemade cheeses, meats, and pasta, as well as home grown vegetables and wine produced at their wineries. There is no better experience than listening to the family members share their love of the land and the things they produce from it while sitting around a table eating and drinking the fruits of their labor. Most of these farms have been in the families for several generations, and multiple generations continue to live and work on the farm.
Roberto's staff is wonderful to work with through the Reservations process and beyond. They are well organized and happy to answer questions concerning the tours or make recommendations for hotels. They have many contacts throughout Italy and helped us arrange private guides for tours of Siena, Florence, and Rome. We can not emphasize enough how Roberto and his staff enhanced our trip to Italy and our appreciation of Tuscany's culture and people.

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