All Montepulciano Tours & Excursions in 2026

91 results

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 $80

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

(1)

from $104

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

1 hourFree Cancellation

4.8

(287)

from $38

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 $58

Likely to Sell Out

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

(134)

from $40

Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine

2 hoursFree Cancellation

4.8

(21)

from $68

Likely to Sell Out

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

3 hoursFree Cancellation

4.9

(139)

from $75

A walk through the vineyards, a visit to the natural cellar, a taste of at least 3 of our precious wines, on our panoramic terrace or in the cellar. The tasting includes a tasting of 3 wines accompanied by local delicacies in a coupon of typical products. The discovery of our tradition and history expressed in an expert tour, in order to discover all the little secrets of production in Montepulciano. A tour where with a little curiosity you will learn about some varieties of grape now rare or dispersed. This is Podere della Bruciata.

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Montepulciano - Heroic Wine Tasting

2 hoursFree Cancellation

4.8

(8)

from $58

Cooking Class and Tuscan tradition in Montepulciano

Tuscan cuisine is one of the most famous in Italy, so there’s no better place to learn how to make the region’s most traditional dishes than Montepulciano in the heart of Tuscany. Meet with a Tuscan chef to prepare four iconic recipes together, including “crostino toscano”, fresh “pici” pasta with "aglione" sauce, and “cantucci” cookies. Feast on your handiwork over a sit-down meal to cap off your class.

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Cooking Class and Tuscan tradition in Montepulciano

5 hoursFree Cancellation

3.7

(3)

from $126

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

(6)

from $93

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

(17)

from $93

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

(179)

from $184

Combine two of Montepulciano’s highlights—spectacular landscapes and world-class wine—in a single experience with this Vespa tour through the countryside plus wine tasting at a local cellar. Zip through the Val d’Orcia or around Lake Trasimeno on an iconic Vespa scooter (drive yourself or opt to ride with a driver), stopping to snap photos and admire the view. Then end with a wine-tasting lunch at a winery in the Montepulciano hills.

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Romantic Vespa Tour and Wine Tasting

5 hours

4.9

(7)

from $231

Montepulciano countryside E-bike virtual guided tour

Once you have booked the tour, you will be able to go to the rental point to pick up your bikes and leave with the Virtual Guide, who will accompany the experience step by step. The tour is an easy and scenic loop of about 36 km, on dirt roads in good condition and short stretches of provincial road, avoiding the steepest variants. The first stops include the Church of San Biagio and a ride through cypresses and vineyards along Via della Montagna, to a beautiful viewpoint over the Val d’Orcia and Monte Amiata. The route continues with a scenic descent towards Monticchiello, between hairpin bends and rows of cypress trees, with a recommended stop in the village, near La Guardiola. The return crosses the Val d’Orcia again, with optional stops at Podere Il Casale and Capitoni/Fabbrica wineries. You then pass by Poggiano, with a view of Montepulciano, and with the possibility of a last stop at Caseificio Cugusi before returning.

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Montepulciano countryside E-bike virtual guided tour

3 to 4 hoursFree Cancellation

5.0

from $90

Montepulciano: Cellar Tour, Wine Tasting & Lunch

Quality, Tradition, and History - Step into Tuscany's oldest cooperative (since 1937), welcomed into a family atmosphere that blends taste and simplicity while celebrating the work of hundreds of local producers. Exclusive Cellar Tour with an Expert - After the welcome, the tour moves inside the historic cellars. Here you will see up close where the wine takes shape. The secrets of winemaking will be revealed to you, exploring the wine's entire life cycle. Guided Tasting - The highlight of the visit is a guided tasting of four wines representative of the territory. The wines will always be accompanied by Tuscan ciaccino produced by the winery. A Tailored Experience - Depending on the option chosen during booking, your experience will transform. If you opt for the Light Lunch, the tasting will be paired with a rich menu of local specialties, such as a board of typical cheeses and cured meats, lasagna, and, for dessert, cantucci biscuits served with Vin Santo.

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Montepulciano: Cellar Tour, Wine Tasting & Lunch

1 hour 30 minutesFree Cancellation

4.0

(1)

from $29

Likely to Sell Out

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 $139

Price varies by group size

Luck and Patience: truffle hunting in Tuscany

3 hoursFree Cancellation

4.9

(13)

from $243

Montepulciano: A picnic with wine, surrounded by vineyards

1 hour 30 minutesFree Cancellation

5.0

from $46

Le Bèrne Vino Nobile Wine Tour and Tasting in Montepulciano

1 hour 30 minutesFree Cancellation

5.0

(1)

from $41

Menu with a “View” in the enchantment of the Tuscan hills

3 hoursFree Cancellation

4.2

(15)

from $98

Wine Tasting with Food in a Stone Cellar in Montepulciano

Immerse yourself in a relaxed wine tasting experience in a charming enoteca resembling a cave, situated within historic buildings in the heart of Montepulciano. These traditional rooms are crafted within ancient palaces, which is why their interiors are made of beautiful stone, creating an authentic and timeless atmosphere. Enjoy a selection of locally produced wines, including a red wine, a classic Nobile di Montepulciano, and a special reserve, offering a rich journey through the region’s renowned winemaking heritage. Pair your wine with a platter of regional cured meats and cheeses, highlighting the authentic flavors and traditions of Tuscany. For visitors under 18 years old, a refreshing juice, orange soda, or cola is available as an alternative to wine, perfectly complementing the delicious local snacks. This memorable tasting combines scenic charm, cultural depth, and culinary delight in a truly authentic environment.

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Wine Tasting with Food in a Stone Cellar in Montepulciano

1 hourFree Cancellation

4.0

(3)

from $42

Dining & Cooking Demo at Local's Home in Montepulciano

2 hours 30 minutesFree Cancellation

5.0

(18)

from $127

Visit of the Pig Farm in Montepulciano with Lunch

Discover the Tuscan agricultural tradition with a visit to the farm of Cinta Senese breed pigs in Montepulciano. Immersed in the countryside, this tour offers an authentic experience of farming life, where you can explore the olive groves and get up close and personal with the farm animals. Delight your palate with a traditional lunch, complete with cold cuts, cheeses from Pienza and Montepulciano wine. An excellent opportunity to immerse yourself in local culture and gastronomy. - Duration of tour: 2 hours - Lunch included with local products and wines - Accessible to all, including people with reduced mobility - Meeting point : Via Madonna della Querce 6 - A, Montepulciano

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Visit of the Pig Farm in Montepulciano with Lunch

2 hours 15 minutesFree Cancellation

4.5

from $58

Hands-on cooking, local ingredients, and traditional techniques come together in this authentic Tuscan cooking class, a simple and genuine way to experience Sienese culinary culture and return home with recipes, flavors, and lasting memories. This culinary journey is dedicated to the flavors of home and includes the preparation of a traditional appetizer, fresh handmade pasta with its classic sauce, and a Tuscan dessert. A straightforward and authentic lesson that allows you to rediscover the dishes of rural Tuscan cuisine. At the end of the class, you will sit down to enjoy the lunch or dinner you have prepared, accompanied by a glass of local wine, sharing a convivial moment at the table.

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Cooking class at the farm in Tuscany

3 hoursFree Cancellation

4.5

(8)

from $168

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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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