Top 10 Day Trips from in Montepulciano, Tuscany

January 15, 2022 Merry Kessler

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. Private Tour: MONTEPULCIANO Wine Tasting Experience

52044 Cortona, Province of Arezzo, Italy Do it in Tuscany - Tours & Services
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5.0 based on 2 reviews

Private guided wine tour and tasting in Montepulciano, Tuscany to discover Nobile and the most amazing wine estates and cellars in town and in the wonderful countryside,famous for its rolling and soft hills, vineyards and olive groves.

Inclusions: Lunch, Wine tasting, Snacks, Tour escort/host, Private tour, Alcoholic Beverages

Exclusions: Gratuities, Hotel pickup and drop-off outside of Siena and Arezzo province - to be quoted

Reviewed By smolly7

Having arrived in the Cortona area with very little planned I researched a few things to do. Finding this fabulous company was wonderful after emailing late (very late) on a Saturday evening Federica made everything happen seamlessly for a 10am pick up the following morning. We were met by a passionate bundle of energy called Francesco who proceeded to give us a fabulous walk through history and the process of growth and harvest on the way to our first stop. Francesco’s knowledge of the regions and the individual wines was extensive. He was and engaging and patient with our questions. Each vineyard was a contrast to the next, in regards to the process of winemaking. We were throughly relaxed and the day was full of laughter from start to finish. We truely can’t thank the team enough for giving us such a fabulous insight into the regions wines and countryside. If you’re ever in the area allow this business to look after you it is a must while in Tuscany. Ciao????

2. Private The Essence of Tuscany: Chianti Classico, Montalcino, Montepulciano

Caf Tour & Travel
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5.0 based on 1 reviews

Following the scent of the Great Wines through the most stunning landscapes of Chianti, Val d’Orcia and Val di Chiana

Inclusions: Pick Up and Drop Off at the hotel in Florence if centrally located, Transport by deluxe ari-conditioned vehicle with WIFI on board, English/Italian speaking driver, Typical Tuscan Lunch in a family run Farm, Wine and Food Tasting with 3 wines and local products in a cozy Winery

Exclusions: Gratuities, Everything not mentioned as Included

Reviewed By aakebe

Only 7 people and the tour was by Van. The driver guided us during the drive but no guide joined us at our stop in Castellina. Professional presentations at the wineries. Especially at Poggio Amorreli with Andrea where we were treated with Spumante, one white and two red Chianti and one supertuscan. We also got bread, cheese, salami with their own balsamic vinegar and olive oil. The driver called for a taxi upon arrival in Florence ????

3. 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.

4. 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.

5. Brunello and Montepulciano Wine Tour from Cortona

Tours of Tuscany
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5.0 based on 1 reviews

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for the wine lover, foodie and travel enthusiast at heart! Tour Length: 7/8 hours. Dates: Every season.  Days of Week: Everyday. Departure Point: From your accommodation - pick-up and drop-off in Cortona or Siena province. Departure Time: 09.00/09.30 am – return 5.00/5:30 pm. Note: During this excursion transport will be made in a Mercedes 9 seats minivan which offers the maximum comfort, with air-conditioning, large panoramic windows and comfortable seats. Note2: The tour is normally in a SMALL GROUP, if you prefer to remain private please let us know Popularity: *****  (best seller wine and food tour in Tuscany)

Inclusions: 3 Wineries tour and tasting, Pairing lunch at a historic winery, Air-conditioned vehicle, WiFi on board, Bottled water

Exclusions: Gratuities

Reviewed By Sogufa

Amazing experience. Kindness and professionalism at the same time. Well organised and safe in all aspects.

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. Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Tuscany Top Drivers
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4.9 based on 7 reviews

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of no more than 7 passengers in the vehicle, you'll visit Montalcino, Montepulciano, and take in the scenery of the Orcia Valley. Enjoy a Brunello di Montalcino wine tasting with lunch in a small family run winery. (Price is per group.)

Inclusions: Hotel pickup and drop-off, Private tour, Transport by air-conditioned minivan

Exclusions: Food and drinks, Lunch, Wine tasting

Reviewed By chiahkk

Teresa, our private guide was friendly and knowledgeable. She drove our family of 5 from Singapore in a big comfortable Mercedes van. She was a safe and careful driver. Teresa was professional throughout and gave us background information and history of places we visited or passed on the way. She helped us to book a restaurant we wanted for lunch at Siena. We ended the day a little later but she was cheerful to the end. I would recommend her tour.

8. Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Tours of Tuscany
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4.9 based on 27 reviews

This full-day tour will bring you a taste of the complex, full-bodied Brunello reds that make this region every wine lover’s dream. We will pick you up at your hotel & take you to some of the lesser-known vineyards with high-quality wines. After your first tasting, take some time to explore the hilltop town of Montalcino, where we will visit a second Brunello winery. Then we will continue to Pienza, a UNESCO World Heritage Site & a unique example of the ideal city according to Renaissance architecture. Then one last stop in the small town of Montepulciano, where you can taste the exquisite Nobile di Montepulciano wine & meet the winemakers that make the magic happen. Enjoy a special lunch featuring local specialities. Pick-up & Drop-off at your accommodation 3 wine tastings at boutique wine cellars Lunch with wine pairings & local specialities Visit Pienza & Montepulciano Small group: limited to 8 guests Don’t drive while you wine & dine! Let us take care of everything.

Inclusions: 3 Winery tour and tasting, Pairing lunch at a historic winery, Bottled water, Air-conditioned vehicle, WiFi on board

Exclusions: Gratuities

Reviewed By Sogufa

Amazing experience. Kindness and professionalism at the same time. Well organised and safe in all aspects.

9. Cities, Cheese and Wine Tour in Pienza & Montepulciano

Tours of Tuscany
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4.8 based on 17 reviews

Pienza and  Montepulciano Wine Tour - Experiences 1 day exciting trip in Valdorcia Tour Length: 7/8 hours. Dates: Every season.  Days of Week: Everyday. Departure Point: From your accommodation - pick-up and drop-off in Florence , Siena , Pienza , Montepulciano, Chianti Area or South of Siena province. Departure Time: From Siena or nearby 09.00/09.30 AM – Florence 08.00AM Note: During this excursion transport will be made in a Mercedes 9 seats minivan which offers the maximum comfort, with air-conditioning, large panoramic windows and comfortable seats. Unless you don't specify you want to remain private, is possible to be joined with some other people in the party ( maximum 1 van ) Popularity: *****  (best seller wine and food tour in Tuscany)

Inclusions: Tour and tasting in an historic wine cellar, from the oldest and famous of the Brunello area and famous worldwide. Visit the town of PIENZA - Cheese Tasting Light Lunch at a HISTORIC WINERY IN MONTEPULCIANO DOWNTOWN Visit of a third winery in the Nobile di Montepulciano Area Area Bottled water Lunch Wine Tastings, Lunch, Snacks, Alcoholic Beverages, Air-conditioned vehicle, WiFi on board

Exclusions: Gratuities

Reviewed By Sogufa

Amazing experience. Kindness and professionalism at the same time. Well organised and safe in all aspects.

10. Montepulciano, Montalcino, Pienza from Florence

Tuscany in Tour
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4.8 based on 5 reviews

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of the most beautiful of all Tuscany.

Inclusions: Transportation on comfortable Mercedes Vclass minivan, Fuel surcharge, Driver/guide, Hotel pickup, Hotel drop-off, Private tour

Exclusions: Lunch, Wine tasting, Gratuities

Reviewed By AVV1284

Everything was planned by Max. I had a few issues few days before this trip, because Venice, our last leg of this trip, has just experienced the record setting flood, and I was worried and didn’t want to go through with it. Anyway, Max said to wait, and that he’ll be ready if ever i decide to change itinerary. Anyway, with Massimo as our driver throughout our 7days stay in Florence, doing daytrips to different places of Montalcino, Montepulciano, Sienna, Chianti, Pisa and of course some shopping at The Mall, everything was seamless, as Massimo is very knowledgeable and always on time. Max also arranged for our tour in Venice and Vicenza. It was a wonderful Christmas vacation in Florence and Venice. Everything was taken cared of. Thank you, Max and Massimo...

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