Top 10 Walking Tours in Montepulciano, Tuscany

April 10, 2022 Mollie Coke

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. Montepulciano area: Exclusive Winery Tour & Tasting Experience

Tenuta La Braccesca, Via Stella di Valiano, 10, 53045 Montepulciano SI, Italy Italy Hidden Experiences
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5.0 based on 1 reviews

Enjoy 1.5 hours exclusive wine tasting experience in an unique cellar located in Montepulciano area, very close to Umbria. Discover an exclusive winery, a few kilometers from the border between Tuscany and Umbria. During this experience immerse yourself in the unique tradition of producing the famous Montepulciano wine. Hear the history of this wine cellar as well as the explanation of the methods and techniques of this high quality wine production. Then, join an exclusive wine tasting experience combined with a delicious plate of local products. During this experience, you will taste four of the most important wines produced in Montepulciano area, such as Nobile di Montepulciano DOCG and the Santa Pia Nobile di Montepulciano Riserva DOCG, known all over the world while a professional sommelier will explain to you in depth the particularity of those Italian excellences.

Inclusions: Winery Tour , Professional Sommelier, Wine & Food Tasting , Drinks (wine & water) , Food (Appetizers & bread)

Exclusions: Gratuities, Hotel Pick-up/Drop-off , Extra

Reviewed By andreamariana92

We had the pleasure of meeting Paolo who walked us through the history of the castle and the wine-making process. We got to taste wine at the different stages. He was incredibly knowledgeable about the factors that affect each element of the wine and explained things in a very clear manner. The tasting was outstanding, showcasing the differences between the grapes grown just a few meters away from each other. We loved the experience and would highly recommend it as a couple’s activity or with friends.

2. Orvieto and Montepulciano Wine Tasting Private Day Tour from Rome

Rome Italy Explora
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5.0 based on 1 reviews

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip from Rome. The historic, and beautiful section of the city is located at the top of a steep hill. The well-preserved Gothic and medieval buildings will make you feel like you're frozen in time. You can easily walk out of beautiful architecture, historic buildings, or interesting spots to people-watch. Montepulciano, Montepulciano, Montepulciano, Montepulciano, Montepulciano, Montepulciano in Italy and abroad. Montepulciano has a distinct peculiarity, in which you have been dug out underneath the prestigious palazzos.

Inclusions: Pick-up and drop off with luxury transportation and private chauffeur, Private English-speaking tour escort at your disposal, Entrance tickets in the Orvieto Cathedral (Duomo), Light wine tasting in Orvieto, Visit to the most ancient and beautiful wine cellar in Montepulciano, Wine tasting with three different wines in Montepulciano, Snack with local products (cheese, cold cuts) in Montepulciano

Exclusions: Food or drink choices made outside the scope of the organized tasting tour, Gratuities (optional)

Reviewed By GiulianaD137

We wished we could see Pope Francis but we could never expected we could see him so closely thanks to Rossana great effort. Rossana and our driver Luigi are both great persons and the visit to the Pope very well organized. They both were professional, supportive, engaging and very helpful. Rossana took really a great effort to make the visit tailored to our needs and she had great sense of humour. Big thanks to R and L. We would highly recommend this tour.

3. Montepulciano Wine Tasting & Assisi Private Day Tour from Rome

Rome Italy Explora
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5.0 based on 1 reviews

Tuscany provides several wonderful opportunities to discover why its wines are so good - through our wine tasting and wine cellar tours. Undoubtedly, Chianti classico and the neighboring area of Chianti, just south of Florence, is one of the best known valleys and wine producing areas. Offering a wide selection of labels, production styles and recipes that exalt the Sangiovese grape which dates all the way back to 1716 and beyond. Montepulciano enters into the zone of Vino Nobile. Pilgrims have been coming to Assisi, Italy since the 13th century to venerate St. Francis, who was born and buried here, but you do not have to be loved to the beauty of this town. Umbria, Assisi is one of the best-preserved medieval towns in the world and one of Italy's most spell-binding gems.The entire town of Assisi is a UNESCO World Heritage site, due to its plethora of art and historically significant buildings, like the Basilica of San Francesco.

Inclusions: Pick-up and drop off with luxury transportation and private chauffeur, Private English-speaking tour escort at your disposal, Visit to the most ancient and beautiful wine cellar in Montepulciano, Wine tasting with three different wines in Montepulciano, Snack with local products (cheese, cold cuts) in Montepulciano, Entrance tickets at St. Francis Basilica in Assisi, Entrance tickets at the "Porziuncola" Chapel in Assisi

Exclusions: Food or drink choices made outside the scope of the organized tasting tour, Gratuities (optional)

Reviewed By GiulianaD137

We wished we could see Pope Francis but we could never expected we could see him so closely thanks to Rossana great effort. Rossana and our driver Luigi are both great persons and the visit to the Pope very well organized. They both were professional, supportive, engaging and very helpful. Rossana took really a great effort to make the visit tailored to our needs and she had great sense of humour. Big thanks to R and L. We would highly recommend this tour.

4. Montepulciano Wine & Pienza Flavors Day Tour from Rome

Best Rome Driver Private Tours
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5.0 based on 1 reviews

For those who love Italian wine and food. Thanks for the luxurious Mercedes Benz Minivan, in a completely private tour! Is also incredible knowledgeable about Italy and will have to be ready to answer anyway and give you interesting tips along the way! In addition, it´s also good to highlight we know to make this experience super value one!

Inclusions: Private transportation, Air-conditioned vehicle, English Speaking Driver for the length of the service, Courtesy and service

Exclusions: Tickets to enter the Sites, Private Licensed Tour Guides, Lunch, Gratuities

Reviewed By V1892VXluanac

Our driver Fabrizio was the best...He turned up on time, he smiled, he was kind and he knew exactly what he was doing. Not only did he take us to some beautiful and inspiring places around Rome, he literally explained where we were and the history behind the places we saw, which was awesome lol I completely recommend him if you expect the full experience;)

5. Siena, Cortona, Montepulciano & Val D'Orcia from Florence - Semi private tour

Via Nazionale, 149, 50129 Firenze FI, Italy Italy on a Budget Tours
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5.0 based on 7 reviews

Explore in the comfort of a 8 seat van the most beautiful Tuscan towns made famous through films together with a passionate local driving guide. Enjoy lunchoverlooking the rolling hills of Montepulciano while tasting famous wine. Wander the winding streets of Cortona walked by Diane Lane in "Under the Tuscan sun", watch out for the vampires of the Twilight saga " New Moon" in Montapulciano and taste the famous Noble of Montepulciano wine. Explore the locations made famous by Michelle Pfieffer in "A Midsummer night's dream" and Ralph Fienes in " The English patient". Spot the iconic rolling hills of Tuscany from " Letters to Juliet" and enjoy a taste of the local lifestyle by sampling fine local wine, cheese and other products from the region.

Inclusions: Light lunch in a local winery including 2 wine tasting including the famous " vino nobile di Montepulciano", Wine and cheese tasting in a 13th century cellar, Air-conditioned vehicle, Orientation walk of Montepulciano and free time, 1h free time to explore Cortona, Orientation walk of Siena and free time

Exclusions: Gratuities, Pick up / Drop off

Reviewed By amrutaprasad029

Beautiful experience... We had booked the tour online and it was better than expected ... Beet well planned too ... And great guide

6. Explore Tuscany's Wonders in Three Nights and Four Days

Tuscan Safari
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5.0 based on 1 reviews

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this four Days and three Nights private excursion from Florence. Enjoy three different regional and world famous varieties: Nobile, Brunello, and Chianti Classico with a dedicated driver guide exploring the towns of Greve in Chianti and the square of Montalcino and Montepulciano, then pop into local wineries to learn about the local Sangiovese grapes and sip some Chianti, Brunello and Nobile. At your own discretion taste some Vernaccia wine in San Gimignano. Visit the historical cities and towns of Montalcino, Montepulciano, Greve in Chianti, San Gimignano, Florence, Siena, Pisa and Lucca. Visit the main squares and attractions, ticket to the Leaning Tower included in the price of the tour. There will be three wine tastings and round-trip private air-conditioned minivan transportation from your accomodation included.

Inclusions: Lunch, Air-conditioned vehicle, Bottled Water, Wine tastings, 3 Breakfast

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Reviewed By Lisa M

The day was good however a couple of constructive feedback points for you 1) when I first looked at the trip the meeting point was at the end of the road the hotel was on, however your e-ticket and website made us go to the main bus station 20 mins tram ride away and the tour guide commented as I hadn’t checked in a Julian’s Bar, as everyone else had. 2) the second point is to do with the final leg of the trip in Siena, when it was pouring with rain and we were about to head back to the bus and the tour guides boss had come up with another great idea for the small cost of €3 everyone could get the trenino back to the bus, half the clients didn’t want to do this and we were made to stand in the rain getting wet whilst the main tour guide waited for the trenino to arrive before the walkers were allowed to set off on foot back to the bus. Had I not stepped up and asked for the walkers to be allowed to walk with a guide without waiting, we would of been soaked!

7. Montepulciano from above!

Porta al Prato, Via Gracciano nel corso, 53045 Montepulciano SI, Italy Elisona Lishi
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5.0 based on 1 reviews

That's a walking tour in the center of Montepulciano. We are going to visit the main attractive, the narrow streets, the panoramic views of the town, then we will go up in the Tower Hall, the highest point of Montepulciano to have a breathtaking view of the Valleys around the city. Then we will finish the tour with a Wine tasting.

Inclusions: We are going to an ancient Wine Cellar so you can taste the Vino Nobile di Montepulciano.

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8. Wine tour & Montepulciano artisans

Colonna del Marzocco, Piazza Savonarola, 25, 53045 Montepulciano SI, Italy Tempo Di Viaggi - Laura Meloni
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5.0 based on 1 reviews

We'll visit the typical wine and cellars shops where you'll not only see how the wine is produced but also taste different types of typical wine with "Bruschette"(toasted bred with garlic ,salt and olive oil) and salami. We'll also visit the antique artisans workshops and the mosaic shop where you can appreciate how this fine material is being worked.

Inclusions: Wine tasting con snack, All Fees and Taxes

Exclusions: Air-conditioned vehicle

9. Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Ciao Florence Tours and Travels
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5.0 based on 3 reviews

Experience the heart of Tuscany by visiting the enchanting Val D’Orcia led by your private driver. Let your personal chauffeur do all the work and take you on a journey through the spellbinding Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills and cypresses! Explore in total freedom the enchanting towns of Montalcino, Pienza and Montepulciano and savour the best wines in the world! The first stop will be Montalcino, land of the world-renowned Brunello wine, a labyrinth of cobbled streets, quaint wine shops and Romanesque-style churches. The following stop is Pienza, which stands high upon a hill and dominates all the Orcia valley with extraordinary views. The last stop reaches Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy your free time in the most elegant village of the entire Val D'Orcia.

Inclusions: 9 hours chauffeur driven hire, Pick up & drop off at your hotel, Bottled water, Free time in Montalcino, Pienza and Montepulciano, Wi-Fi

Exclusions: Guided tours in the villages - Free time only

Reviewed By J Adam K

Took the walking tour today with Safe as our guide. Wonderful experience. Safe spoke flawless English and his passion for Florence, art and history was addicting. We hope to do something similar in the future.

10. Civita di Bagnoregio + Orvieto + WineTaste in Montepulciano Private Tour from Rome

Rome Italy Explora
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5.0 based on 1 reviews

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip from Rome. The well-preserved Gothic and medieval buildings will make you feel like you're frozen in time. Together with Montalcino, Montepulciano is well known for the great production of red wine, it "Noble of Montepulciano" is one of the most appreciated Italian wines in Italy and abroad. Civita di Bagnoregio is a magical, surreal, fantastic place located on a top of a hill that can only be reached by crossing a narrow pedestrian bridge. Nick-named "the town that is dying", two citadel has Etruscan and Medieval origins. Suspended in time and space, Civita di Bagnoregio is beyond doubt one of the most beautiful and characteristic Italian villages. Arm yourself with a camera because you will be faced with breath-taking views!

Inclusions: Pick-up and drop off with luxury transportation and private chauffeur, Private English-speaking tour escort at your disposal, Entrance tickets in the Orvieto Cathedral (Duomo), Light wine tasting in Orvieto, Visit to one of the most beautiful wine cellars in Montepulciano, Wine tasting with three different wines in Montepulciano, Snack with local products (cheese, cold cuts) in Montepulciano, Entrance tickets to Civita di Bagnoregio, Free time in Bagnoregio

Exclusions: Gratuities (optional), Food or drink choices made outside the scope of the organized tasting tour

Reviewed By GiulianaD137

We wished we could see Pope Francis but we could never expected we could see him so closely thanks to Rossana great effort. Rossana and our driver Luigi are both great persons and the visit to the Pope very well organized. They both were professional, supportive, engaging and very helpful. Rossana took really a great effort to make the visit tailored to our needs and she had great sense of humour. Big thanks to R and L. We would highly recommend this tour.

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