All Montepulciano Tours & Excursions in 2026

Wine Tastings

82 results

Best Seller

4.8

(278)

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

Free Cancellation
1 hour

from $39

Likely to Sell Out

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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4.6

(126)

Montepulciano: Winery Tour & Tasting Experience

Free Cancellation
1 hour 20 minutes

from $41

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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5.0

(6)

Horseback riding through the vineyards in Montepulciano Tuscany

Free Cancellation
1 hour 30 minutes

from $94

Montepulciano: A picnic with wine, surrounded by vineyards

Free Cancellation
1 hour 30 minutes

from $47

4.9

(129)

Cesarine: Small group Pasta and Tiramisu class in Montepulciano

Free Cancellation
3 hours

from $76

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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4.7

(15)

Discover Montepulciano!

Free Cancellation
2 hours to 2 hours 30 minutes

from $58

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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4.9

(55)

Tuscan Wine Tasting with Professional Sommelier in Montepulciano

Free Cancellation
1 hour 45 minutes

from $69

4.1

(14)

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

Free Cancellation
3 hours

from $99

This tour is dedicated to true wine enthusiasts who wish to explore Montepulciano through its wines, people, and traditions, enjoying a complete immersion into the world of Vino Nobile di Montepulciano. With a professional driver, you will visit two carefully selected wineries in the Montepulciano area. At each estate, you will discover the history of the territory and the winemaking philosophy of the producers, learning about the key stages of wine production, from vineyard to bottle. The experience includes guided tastings of Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG, allowing you to fully appreciate the elegance and character of these iconic Tuscan wines. At the second winery, the tour is enriched with a traditional Tuscan light lunch, served in the cellar and paired with local products, offering the perfect moment to relax and savor the authentic flavors of the region.

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194

Wine lovers experience in Montepulciano: half day

Free Cancellation
4 hours

from $275

Price varies by group size

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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5.0

(6)

Horseback riding in the hills of Montepulciano in Tuscany

Free Cancellation
1 hour

from $94

4.1

(43)

Montepulciano: Wine Tasting & Lunch in a typical winery

Free Cancellation
1 hour 30 minutes

from $64

"Here is Volterra!", says Alice Cullen on board of the yellow Porsche, as soon as she sees the Tuscan village, seat of the Volturi. Actually, that village with narrow streets that go uphill is Montepulciano. You will discover the Italian film set of "New Moon - Twilight Saga", accompanying you on a visit to the more or less known sites of the town, which have been the setting of some overwhelming scenes of the film.

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3.5

(4)

Twilight Saga: the New Moon tour in Montepulciano

Free Cancellation
2 hours 30 minutes

from $139

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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5.0

(175)

Wine Tour Ebike Experience

Free Cancellation
5 hours

from $186

Likely to Sell Out

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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5.0

(1)

Tuscany Tour: Montepulciano, Pienza & Montalcino

Free Cancellation
12 hours

from $579

Price varies by group size

Soak in the know-how of generations of Tuscan cooks with this cooking class in the Montepulciano hills. Join chef Giacomo at his farm cooking school and discover the secrets to preparing Tuscan classics like fresh pappardelle and pici pasta with traditional sauces plus an assortment of appetizers and luscious tiramisu from scratch. Cap off your class with a tasting of your handiwork, paired with Tuscan wines.

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5.0

(90)

Tuscan Cooking Class -Traditional Pasta Menu

Free Cancellation
4 hours

from $206

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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4.5

(8)

Cooking class at the farm in Tuscany

Free Cancellation
3 hours

from $169

4.8

(19)

Discover Montepulciano: Cinta Senese Pigs, Lunch & wine in a Farm

Free Cancellation
2 hours

from $69

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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4.8

(8)

Montepulciano - Heroic Wine Tasting

Free Cancellation
2 hours

from $58

5.0

(5)

2 hours - Private Walking Tour in Montepulciano

2 to 3 hours

from $152

Price varies by group size

Slow down and explore the stunning Tuscan hills of the Val d'Orcia and Valdichiana far from the urban crowds and chaos with this scenic horseback riding excursion just outside of Montepulciano. Meet your riding guide and amble through the vineyard-covered hills on horseback, stopping to snap photos and take in the view. Then relax over an alfresco picnic featuring local Tuscan specialties.

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4.9

(21)

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

Free Cancellation
2 hours to 2 hours 30 minutes

from $193

An intimate and relaxing experience that begins with a tour of the winery and the cellar, followed by a tasting of 3 wines from our collection and of our Extra Virgin Olive Oil “Fattoria Svetoni”. A simple and pleasant way to understand our story and enjoy the classical tastes of Tuscany. One of the wines will be for sure the main of the region: Vino Nobile di Montepulciano DOCG, one of the most representative manifestations of Sangiovese grape variety. Known as "the King of Tuscany", together with Montepulciano "terroir", it creates elegance and complexity.

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5.0

(4)

Montepulciano Wine Tasting in the Tuscan Countryside

Free Cancellation
45 minutes

from $29

5.0

(17)

Dining & Cooking Demo at Local's Home in Montepulciano

Free Cancellation
2 hours 30 minutes

from $129

Upon your arrival we will welcome you to visit the winery and discover all the winemaking processes together. After the visit we will reach the table among the rows where you will eat wrapped in the colors and scents of nature. An experience that is a must for Tuscan wine enthusiasts, interested in learning more about the territory and places of this magnificent region. To have meals in the vineyard, in the spring, summer and autumn, conveys Tuscan history and warmth.

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4.3

(9)

Enjoy a meal with wine tasting in the vineyard of Podere Casanova

4 hours

from $116

4.8

(4)

Tuscan ExtraVirgin Olive Oil Tour

Free Cancellation
3 hours

from $151

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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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