All Montepulciano Tours & Excursions in 2026

Wine Tastings

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Tasting Tour in One of The Most Beautiful Cellars in the World

1 hourFree Cancellation

4.8

(292)

from $39

Make the most of your time in Montepulciano with this walking tour that takes in the highlights of the medieval hill town in just hours. Skip the dry guidebook and visit with a guide who can make the Tuscan town’s history to life as you stroll the picturesque lanes and climb to the top of the bell tower (own expense) to admire the views. End with a glass of local wine to cap off your visit.

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Discover Montepulciano!

2 hours to 2 hours 30 minutesFree Cancellation

4.7

(15)

from $59

Likely to Sell Out

Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine

3 hoursFree Cancellation

4.9

(148)

from $77

Vino Nobile di Montepulciano winery tour and tasting

Explore the enchanting Sangiovese vineyards of one of the most prestigious wineries in the Vino Nobile di Montepulciano area. This immersive experience will allow you to discover organic farming methods and the fascinating stages of wine production, from vineyard care to wine aging. End your tour with a guided tasting of excellent wines, including the fascinating Calamus and the renowned Vino Nobile di Montepulciano. To further enrich the experience, enjoy tasty pairings with taralli, crackers and bruschetta topped with organic extra virgin olive oil. In evidence Visit to a beautiful winery in the Vino Nobile area of Montepulciano. Discovery of organic farming methods and the stages of wine production. Tasting of selected wines, including classic labels and Muffato. Food pairings with taralli, crackers and bruschetta during the tasting.

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Vino Nobile di Montepulciano winery tour and tasting

1 hour 30 minutesFree Cancellation

5.0

(5)

from $35

View from Osteria del Borgo where the introductory aperitif will take place

Wine tasting in Italy can be overwhelming if you don’t know where to start. This wine-tasting session makes it easy, offering an overview of Italian wines at a winery near Montepulciano. After a welcome aperitif on the terrace, sample a selection of Tuscan wines, as well as premium extra virgin olive oil and snacks. Perfect for foodies and wine enthusiasts looking to immerse themselves in local flavours.

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Tuscan Wine Tasting with Professional Sommelier in Montepulciano

1 hour 45 minutesFree Cancellation

4.9

(57)

from $81

Horseback riding through the vineyards in Montepulciano Tuscany

The horseback tour starts from the stables, where you can also see the other animals on the farm, an expert guide will put you at ease on the right horse and you will be ready to leave for a walk where you will see the vineyards and landscapes of the Montepulciano hills. Suitable for everyone, you do not need to have experience. On the way back you can relax over a glass of wine or coffee.

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Horseback riding through the vineyards in Montepulciano Tuscany

1 hour 30 minutesFree Cancellation

4.8

(21)

from $94

Montepulciano: Winery Tour & Tasting Experience

Enjoy 1.5 hours wine tasting experience in an historical cellar in the heart of Montepulciano. Together with an expert sommelier, discover the cellar’s underground of XVI century characterized by vaults and tunnels attributed of Etruscan civilization. Listen the history of this ancient cellar as well as the explanation of the methods and techniques of the wine production. During this journey follows a unique tradition in high quality wine production. Furthermore, discover private collection of old wine bottles tunnel and be amazed by the Etruscan tomb located in the cellar. Then, take part to an exclusive wine tasting experience combined to regional products. A sample of four local wines will be served with bread with a plate of local products. During this experience, you will taste four of the most important wines made in Montepulciano and known all around the world while a professional sommelier will explain you in depth the particularity of those Italian excellencies.

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Montepulciano: Winery Tour & Tasting Experience

1 hour 20 minutesFree Cancellation

4.6

(138)

from $41

Likely to Sell Out

A Classic Tuscan Winery with Lunch in Montepulciano

Stop and savor Tuscany, tasting our wines, enjoying a light lunch and the typical flavors of this region. You will visit a hundred-year old wine cellar, where you're going to understand the story behind Fattoria Svetoni and its wines. And of course, there will be wine and lunch time! You'll have a typical classic Tuscan lunch paired with our wines, starting with some special cold cuts from cinta senese and pecorino di Pienza cheese. Don't forget, there is also our olive oil with bruschetta waiting for you. Now that you're ready, you can have the main course, usually Lasagna, and finish the meal with a nice homemade dessert! Come, and enjoy... You won't regret it!

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A Classic Tuscan Winery with Lunch in Montepulciano

1 hour 45 minutesFree Cancellation

5.0

(3)

from $106

Rent an electric bicycle in Montepulciano and visit the wineries of Tuscany without getting too tired. Thanks to the extra sprint it gives you over hilly terrain, the electric bike is the perfect way to explore the country lanes and soak up the landscape of the famous wine region. Following a planned route, you will be able to visit a selection of local wineries and enjoy two wine tastings in their cellars.

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Wine Tour Ebike Experience

5 hoursFree Cancellation

5.0

(180)

from $188

Montepulciano: A picnic with wine, surrounded by vineyards

1 hour 30 minutesFree Cancellation

5.0

from $47

Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine

2 hoursFree Cancellation

4.8

(22)

from $68

Montepulciano: Wine Tasting & Lunch in a typical winery

1 hour 30 minutesFree Cancellation

4.1

(43)

from $65

Visit to the Cinta Senese farm in Montepulciano

Roberto knows his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the Tuscan countryside. The experience is as rural as it is unforgettable; after a walk through the vineyards and the olive grove, you will have the opportunity to interact with "Ciro", the domestic pig, and to meet all his company of Cinta Senese pigs having fun in the mud. after meeting these cute animals (and maybe even taking some selfies with them), it will be time to delight your palate with a tasting platter of Cinta Senese cured meats or a quick lunch based on agricultural products, perhaps collected directly in the garden from you.

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Visit to the Cinta Senese farm in Montepulciano

1 hour 30 minutesFree Cancellation

5.0

(83)

from $53

Traditional Tuscan lunch in the cellar in Montepulciano

2 hoursFree Cancellation

5.0

from $89

Vino Nobile di Montepulciano Wine Tour - Meet the producers

The Tuscan hill town of Montepulciano is surrounded by rolling vineyards where some of Italy's most prestigious wines are produced. Delve into the world of Vino Nobile di Montepulciano with this wine tour that stops at two boutique wineries to meet the vintners and learn about the history and production of their storied reds. Stroll through the estates to take in the views, visit the cellars, and relax over a guided wine tasting.

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Vino Nobile di Montepulciano Wine Tour - Meet the producers

3 hours 30 minutesFree Cancellation

4.5

(15)

from $189

Horseback riding in the hills of Montepulciano in Tuscany

Our business stands out for the personal approach and authenticity of the experience offered. David and Lea are not simple guides: they are true enthusiasts, who know each animal by name and know how to tell the story and secrets of the surrounding area. During the horseback ride in Montepulciano, they will guide you with competence and passion, giving you moments of relaxation and amazement while discovering enchanting views and hidden corners of nature. Book now to live a unique, authentic and unforgettable experience!

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Horseback riding in the hills of Montepulciano in Tuscany

1 hourFree Cancellation

5.0

(8)

from $94

Luck and Patience: truffle hunting in Tuscany

3 hoursFree Cancellation

4.9

(13)

from $283

Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

Nothing says Tuscany like olive groves and vineyards. Savor the beauty of the Tuscan hills with this al fresco lunch under the olive trees at a farm just outside Montepulciano. Take in views of the Valdichiana and Val d’Orcia countryside while relaxing over a four-course meal featuring Tuscan specialties paired with the estate’s own wines. Opt to relax by the pool or in the spa after your meal (extra charge).

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Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

3 hoursFree Cancellation

4.4

(15)

from $112

Montepulciano Tuscan Cooking Class with Fresh Pasta and Wine

Master the art of traditional Tuscan cuisine in a hands-on cooking class led by a skilled local chef in Montepulciano. This immersive experience allows you to create rustic handmade pasta, including seasonal ravioli, pici al ragù toscano and fresh tagliolini, while savoring local wines. Surrounded history, each dish tells a story of Tuscan heritage. You'll also receive printed recipes to recreate these authentic dishes at home, ensuring that the flavors of Tuscany linger long after your visit.

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Montepulciano Tuscan Cooking Class with Fresh Pasta and Wine

4 hoursFree Cancellation

5.0

(1)

from $118

Private Guided Tour of Montepulciano with wine tasting

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city walls. We will start our tour on the summit of the town, in the magical Piazza Grande, where we will be able to visit the never-finished Cathedral, see the main Gouvernment Palace, the Palaces Contucci and Tarugi, the beautiful 1500 well, and enjoy a wonderful view over the Val di Chiana and part of the Val d'Orcia. We will then descend the town, following the winding main street, thereby admiring Montepulciano's wonderful palaces and churches along the way. We will learn about its traditions … for example:– did you know that once a year they have a barrel-pushing competition? – , and spot all the movie sets of the town! Last but not least, our tour will take us underground to visit one of the ancient wineries of the town, and taste a glass (or more!) of Nobile wine. IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request.

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Private Guided Tour of Montepulciano with wine tasting

2 hoursFree Cancellation

4.9

(17)

from $142

Price varies by group size

You will learn how to recognize high-quality extra virgin olive oil through its distinctive aromas: freshly cut grass, artichoke, almond, olive leaf, tomato and aromatic herbs, accompanied by characteristic bitter and peppery notes. You will discover what EVO oil polyphenols are, how they are measured in mg/kg and how their antioxidant properties help combat oxidative stress. You will also learn about acidity, proper storage and smoke point—generally between 190 and 210°C—which makes extra virgin olive oil suitable for both cooking and frying. The tasting is paired with carefully selected local products and dishes designed to enhance the flavours and versatility of Tuscan olive oil.

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Tuscan ExtraVirgin Olive Oil Tour

3 hoursFree Cancellation

4.8

(4)

from $109

Photo shooting and guided tour in the heart of Tuscany

Book now the best tour with photographic experience in the heart of Valdorcia in Tuscany, to have magnificent memories of your trip with your partner or family. On this tour you will enjoy the wonderful enchanted landscapes typical of Tuscany and also the fascinating and hidden places, outside the usual guided tours for tourists, living a real dream. You will become a photo model for a day and you will feel like a real movie star, in the places that have become famous for some famous films such as "The Gladiator", "Life is Beautiful", "Twilight", "Nostalgia", Fellini's "8 & 1" /2" and many others. The tour is "All in One", it means that everything is included: tour + guide + photos + transportation (if necessary). All this for the price of a simple guided tour. And the photos we take will probably be the best you've ever taken. Let yourself be carried away on this adventure with your personal photographer and guide on a tour that will literally leave you speechless.

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Photography Guided Tour in the Heart of Val D'Orcia and Tuscany

2 to 3 hoursFree Cancellation

5.0

(6)

from $236

Per group

Tuscany Tour: Montepulciano, Pienza & Montalcino

Embark on a captivating journey through the Tuscan Countryside, immersing yourself in the timeless beauty of this renowned region, celebrated for picturesque landscapes, historic towns, and exquisite wines. Our adventure begins in Montepulciano, a charming hilltop town renowned for medieval architecture and delectable wines. Explore cobblestone streets, visit historic cellars, and savor the rich flavors that make Montepulciano a haven for wine enthusiasts. Next, venture to Pienza, a UNESCO World Heritage site and birthplace of Pope Pius II. Marvel at well-preserved Renaissance architecture, stroll quaint streets, and indulge in local pecorino cheese—a culinary delight for which Pienza is renowned. Continuing the journey, arrive in Montalcino, a fortress town surrounded by vineyards producing the illustrious Brunello di Montalcino wine. Delight your senses with a wine tasting experience, sampling bold and complex flavors that have made this wine world-famous.

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Tuscany Tour: Montepulciano, Pienza & Montalcino

12 hoursFree Cancellation

5.0

(1)

from $584

Price varies by group size

Gourmet tour in the Montepulciano old town center

The medieval hilltop town of Montepulciano is set in Tuscany's culinary heart. Experience both the local culture and cuisine with this tour that combines a guided walk through Montepulciano's old town with a number of food and wine breaks. Learn about the town's history and architecture between stops at a local gourmet shop, traditional restaurant, and wine cellar to taste local cheeses and charcuterie, handmade pasta, and wine.

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Gourmet tour in the Montepulciano old town center

3 hoursFree Cancellation

4.1

(15)

from $159

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People Also Ask

What are the best tours in Montepulciano?

Are guided tours in Montepulciano worth it?

Yes, guided tours in Montepulciano are definitely worth it. You'll learn much more about the area's world-renowned wines and cuisine during expert-led wine tastings and cooking classes than you could on your own. Meanwhile, e-bike tours, winery visits, and horseback riding experiences provide access to Tuscany's postcard-perfect rolling hills and vineyards—even if you don't have a car.

Per one customer who booked the Wine Tour Ebike Experience, "Loved this so much! Favorite activity of the trip. Loved that it was self paced and self guided. Everyone at the bike shop was so helpful in getting us set up for our adventurous day. The winery reservations were made for us, so it was easy to make our wine stops along the route. Views while biking were unbeatable! Can't wait to go back and do it again!"

How much do Montepulciano tours cost?

Generally, the most affordable Montepulciano tours are group wine tastings, which start at US$30 for brief experiences under two hours. Longer wine-tasting excursions, such as e-bike tours that include lunch at a countryside vineyard, go for upwards of US$150. Cooking classes start at US$130.

A well-rated tour on the lower end of the price range is the Tasting Tour in One of The Most Beautiful Cellars in the World. For US$39, you'll explore a local cellar and taste six wines paired with snacks, but the experience only lasts for one hour and takes place in the center of Montepulciano, not in the countryside. The Wine Tour Ebike Experience is more expensive at US$190, but it is private and allows you to cycle through the rolling hills of Tuscany and visit two vineyards at your own pace, with wine tastings included.

What activities are included on Montepulciano tours?

Most Montepulciano tours showcase the region's remarkable red wine and Tuscan cuisine. That means you can cook fresh pasta in a local's home, go e-biking or horseback riding past picturesque vineyards, or enjoy a sommelier-led wine tasting in a historic cellar.

Consider an all-day or multi-day tour to pack in as many sights and activities as possible. For example, the Best of Tuscany: Full Day Private Tour to Val D'Orcia takes you to taste wines in Montepulciano, see Renaissance architecture in Pienza, drive through the scenic hills of the Val d'Orcia, and wander the medieval lanes of Montalcino.

How many days in Montepulciano is enough?

Many travelers visit Montepulciano on a full-day wine-tasting tour from Florence or Siena—ideal if you want to spend a few hours strolling through the medieval hill town and tasting wines at a couple of vineyards. For a more leisurely trip to Tuscany, stay in Montepulciano for two nights, which should be ample time to take a cooking class, tour a few wineries, and make an excursion to nearby towns such as Montalcino and Pienza.

What are the best attractions in Montepulciano?

What are the best affordable things to do in Montepulciano?

You don't have to spend a fortune to have a great time in Montepulciano. Here are some of the best Montepulciano activities under US$55:

What are the best tours and things to do in Montepulciano for couples?

Couples will find plenty of romantic tours in Montepulciano. Here are some of the top activities to book now, according to previous travelers:

View all of Viator's top romantic tours in Montepulciano.

What are the best outdoor activities to do in Montepulciano?

There are tons of Montepulciano activities to enjoy in the fresh air. Here are some of the top outdoor tours to book right now:

View all of Viator's top outdoor activities in Montepulciano.

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