All Montepulciano Tours & Excursions in 2026

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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

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

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

(4)

from $35

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

1 hourFree Cancellation

4.8

(291)

from $39

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

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

5.0

from $59

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

3 hoursFree Cancellation

4.3

(16)

from $100

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

Farm Tour & Authentic Tuscan Lunch in Montepulciano

Discover the authentic flavors of Tuscany with an immersive farm experience in Montepulciano. Explore olive groves, vineyards, and meet the famous Cinta Senese pigs. Visit the aging room for cured meats, then enjoy a seasonal tasting lunch under a pergola with local dishes like Tuscan Crostino, Bruschetta, Panzanella, Ribollita, a charcuterie board with Cinta Senese meats, Pecorino cheese, and a dessert of Cantucci and Vinsanto. Local wine and water are included. Book your unforgettable Tuscan culinary experience today! This experience is hosted by Cesarine, Italy’s oldest network of home cooks, offering authentic culinary experiences in over 500 cities. Cesarine are passionate, local hosts serving regional specialties from their family cookbooks to share the rich traditions of Italian cuisine.

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Farm Tour & Authentic Tuscan Lunch in Montepulciano

2 hours 30 minutesFree Cancellation

5.0

(1)

from $94

Dining & Cooking Demo at Local's Home in Montepulciano

2 hours 30 minutesFree Cancellation

5.0

(18)

from $129

Likely to Sell Out

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

3 hoursFree Cancellation

4.9

(147)

from $76

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

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 $582

Price varies by group size

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

from $118

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

Chianina cattle Tour

2 hours 30 minutesFree Cancellation

5.0

(3)

from $128

Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine

2 hoursFree Cancellation

4.8

(21)

from $69

Traditional Tuscan lunch in the cellar in Montepulciano

2 hoursFree Cancellation

5.0

from $88

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 $187

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

Likely to Sell Out

Montepulciano Wine Tasting with typical Tuscan Cold Cuts

What’s more Tuscan than a plate of cold-cuts and a glass of wine? After visiting the property and the old cellar, the experience goes on with the tasting of 3 of our wines, paired with a typical “tagliere” made just by the local and high-quality products. 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.

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Montepulciano Wine Tasting with typical Tuscan Cold Cuts

1 hour 15 minutesFree Cancellation

5.0

(6)

from $53

Montepulciano: A picnic with wine, surrounded by vineyards

1 hour 30 minutesFree Cancellation

5.0

from $47

Tour of the historical cellars in Montepulciano

The medieval center of Montepulciano stands on the historic cellars hidden below the city. With this exclusive tour, take a guided walk in the historic center and visit two underground cellars, venture into the tunnels carved into the rock to admire the impressive oak barrels where the Vino Nobile di Montepulciano is left to age. Learn about the history of wine and how it is produced in this area and taste the local vintages.

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Tour of the historical cellars in Montepulciano

2 hours 30 minutesFree Cancellation

3.9

(27)

from $76

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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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