The 10 Best Historical & Heritage Tours in Montepulciano, Tuscany

August 9, 2021 Marianna Hollaway

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. Valdorcia half day Tour: Pienza and Montepulciano

Piazza Dante Alighieri, 53026 Pienza SI, Italy Tour Guide Siena and Province
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5.0 based on 1 reviews

Tha Valdorcia half daytour includes some of the most beautiful towns of Tuscany like Pienza, birthplace of Pope Pius II, also known as 'the ideal town', and Montepulciano, once property of the powerful Medici family. Visitors will be given an overview to this area, so that in the afternoon they have the time to wonder around alone and taste the great local foods.

Inclusions: Professional guide, Professional art historian guide, Private tour

Exclusions: Food and drinks, Private transportation, Snacks

Reviewed By sd04walker

We enjoyed every second of the tour learning things that we would never have known without our local guide. Definitely recommend the experience!

2. Wine-tasting Tour In Tuscany From Rome

23 Rome Limo Service
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5.0 based on 1 reviews

Come to discover italian typical flavors and taste the popular tuscan wine in the best wineries. You will visit one the biggest and most ancient undergound cantina: you will have a wine tasting and the guide will explain you the history of the winery and the wine making process.

Inclusions: Round-trip private transfer, All taxes, fees and handling charges, Fuel surcharge, Bottled water, Hotel pickup and drop-off, Transport by air-conditioned minivan

Exclusions: Lunch, Gratuities

Reviewed By lucindainavila

Both Diego and Fillipo did a great job taking me from Rome Airport to Civitavecchia, and later from Civitavecchia to Rome including a 3 hour tour. Fillipo was able to park very close to major attractions in his beautiful Mercedes minivan. The prices were far below what a taxi charges, and I received very individualized service. Will highly recommend them.

3. Montalcino and Montepulciano Private Tour

Tuscany Private Tour, Via, Viale IV Novembre, 35, 53011 Castellina in Chianti SI, Italy Tuscany Private Tour
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5.0 based on 1 reviews

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.

Inclusions: Visit of Montepulciano, Typical tuscan lunch + wine tasting + visit of a winery, Visit of Pienza, Visit of Montalcino + winery visit and wine tasting, About 6 hours tour, Alcoholic Beverages

Exclusions: Gratuities

Reviewed By 628brendah

What an amazing day! It started with truffle hunting with Roberto and his two dogs - Ori and Chloe! We learned a lot about truffle hunting and how the dogs are trained. Chloe was 'in training' and it was fun to see how Roberto used both dogs. They found about 12 truffles in all of various sizes! Then we headed to a small family winery where we ate the fruits of our labor!!! We had a 4 course 'absolutely delicious' meal, tasted a lot of great wines, in addition to olive oil and honey! We even bought a bottle of wine to take with us and watched Sylvia add the DOCG label by hand (which are closely tracked by the region)! We had a great tour guide, Paelo, with us the entire day! He picked us us at our farmhouse, was our translator when needed, was very courteous and informative! I would highly recommend this very unique experience! And I would recommend Tuscany Private Tours. They were very easy to communicate with and very responsive!

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

Rome Italy Explora
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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.

5. Wine tour & Montepulciano artisans

Colonna del Marzocco, Piazza Savonarola, 25, 53045 Montepulciano SI, Italy Tempo Di Viaggi - Laura Meloni
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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

6. 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.

7. 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.

8. Tuscany Pienza and Montepulciano from Rome Private Day Tour

Rome-Limousines
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5.0 based on 1 reviews

This daily excursion from Rome allows travelers to discover and enjoy one of the most beautiful countryside of the world, the famous Valle d' Orcia of Tuscany, Unesco Heritage. It perfectly combines Art, Food, and Relax, principles of a good life.

Inclusions: Air-conditioned vehicle, WiFi on board, toll, Bottled water, Wine tasting, Cheese tasting

Exclusions: Lunch, tickets for monuments and ,museums

Reviewed By Alice B

Thanks so much, we loved our tour. Very interesting and Alessandro was so welcoming, respectful and helped us have the best day. Would highly recommend! He even drove us about which was great while tired!

9. Visit Herculaneum, the archaeological site with a guide (2 / 3hrs)

Parco Archeologico di Ercolano, Corso Resina, 187, 80056 Ercolano NA, Italy Maria Frattini
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5.0 based on 1 reviews

An expert guide with proven twenty years of experience who will help the group avoid long queues at the ticket office, an excellent linguistic dialectic, detailed knowledge of the archaeological site and its surroundings will be the guarantee to spend unique and unforgettable moments. From 9 people up the customer will have to pay an extra 10 euros for each person added, and the earphones are mandatory to ensure good listening quality during the tour,

Inclusions: Tourist guide

Exclusions: Tip, Compulsory earphone for € 3.99 per person per group over 8 pax

Reviewed By Pinoypal

What an amazing tour of the coast and various cities off the coast! Led by Vincenzo, who I highly recommend you should ask for! Super attentive and knowledgeable about the area. Great driver too! He gave us plenty of time and autonomy within each city. I would book with this company again! I can’t wait to come back ????

10. Small-Group Montepulciano and Pienza Day Trip from Siena

Basilica Cateriniana San Domenico, Piazza San Domenico, 1, 53100 Siena SI, Italy Tuscan Escapes
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4.7 based on 78 reviews

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy lunch and taste Pecorino cheese on a local farm! Numbers are limited to a maximum of 8 persons on this small-group tour, ensuring you'll receive personalized attention from your guide.

Inclusions: Driver/Guide, Transport by air-conditioned minivan (maximum 8 passengers), Cheese tasting, Lunch, Alcoholic Beverages

Exclusions: Hotel pickup and drop-off, Gratuities

Reviewed By Pioggiola

We did a 3-hour private tour of Siena with Giorgia this summer with our two teenage children. It was just perfect! Giorgia is extremely knowledgeable about all aspects of Siena and beyond, and it clearly showed in the depth of her answers to the very many questions that we asked. She was flexible to adapt the tour based on what we were interested in. Although not originally from Siena, she knows and loves the city like a local and has the ability to make the tour unforgettable. 160 Euros for a fantastic private our of Sienna. Very good value for money. Probably the best private city tour that we have ever done.

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