All Montepulciano Tours & Excursions in 2026

Wine Tastings

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Point of Sale with Chef: Tour & Cooking Class in Montepulciano

4 hoursFree Cancellation

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Wander through the storybook charm of Montepulciano, where cobbled lanes echo with history and every corner hides a gem. Stroll along Gracciano Street lined with artisan boutiques, soak up sweeping views from Voltaia Belvedere, and feel the heartbeat of the city in lively Piazza Grande. Admire Renaissance masterpieces, uncover tales of civic pride at the Town Hall, and wrap up your journey deep underground in the majestic De’ Ricci wine cellars, where the region’s winemaking heritage comes alive. This walking tour is your gateway to the spirit, scenery, and flavor of Tuscany—one timeless step at a time.

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Montepulciano - Private Historic Walking Tour

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Pasta Fresca in Valdichiana Senese

2 hours 30 minutesFree Cancellation

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Authentic Tuscan Wine Tasting Experience in Montepulciano

1 hourFree Cancellation

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Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany

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This experience allows you to experience the farm in an authentic and participatory way, not just observing the animals from afar. You will get to know goats and donkeys up close, discover their character and habits, and then accompany one during a walk in the Tuscan countryside. The small group and the constant presence of the guide make the experience relaxed, personal, and suitable even for families.

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Walk with goats or donkeys in Tuscany

50 minutesFree Cancellation

5% savings

from

US$43US$41

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Discover Montepulciano with a private tour. In 1500 Antonio da Sangallo fortified this town, an ancient settlement of Etruscan origin, which became the important castle on the borders of the Grand Duchy of Tuscany. Montepulciano was the birthplace of Poliziano, poet and secretary of Lorenzo the Magnificent and we will pass under his house. The elegant town is full of noble residences and Renaissance churches. we will visit the Piazza Grande, the natural theater of many artistic, folkloric and oenological events. We will visit its incredible medieval cellars dug into the rock under the noble palaces, for centuries the place of aging of Vino Nobile di Montepulciano DOCG. Let's discover together the surprising beauties of this small city of art - It is also possible to go on an exciting URBAN TREKKING from San Biagio to Porta a Prato and back, with a visit to the medieval cellars. Suggested tour for ART and WINE lovers

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Montepulciano private guided tour

2 hoursFree Cancellation

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Explore Quaint Villages and Timeless Landscapes Our journey will take you off the beaten path, winding through both lesser-known hamlets and iconic landmarks alike. Immerse yourself in the rich history and culture of each village we visit, from hidden gems tucked away in the countryside to well-known destinations steeped in tradition. Capture Every Moment, Embrace Every View As we traverse the rolling hills and winding roads, there will be ample opportunities to pause and soak in the panoramic views. Experience the Joy of Open-Air Travel Feel the sun on your face as you cruise through the Val d'Orcia on your Vespa. This isn't just a tour – it's an immersive journey into the heart of Tuscany's natural beauty. Let the open road be your guide as you embrace the freedom of outdoor exploration. Don't Miss Out on This Unforgettable Experience Join us for a Vespa adventure like no other and discover the magic of Val d'Orcia in a whole new way.

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Discover the Hidden Gems of Val d'Orcia by Vespa!

Price varies by group size

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Special vegan cooking class in Tuscany: discover the flavours of Valdichiana Senese

3 hoursFree Cancellation

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Montepulciano is one of Italy’s most prestigious wine-making areas, but not all cellars are open to the public. Take the guesswork out of visiting a local winery with this pre-booked tour and tasting. Connect with a winemaker and explore the vineyard and barrel rooms while learning about the estate’s history and production, then sample a variety of DOC and DOCG labels, including Vino Nobile di Montepulciano.

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Wine tasting

1 hourFree Cancellation

5% savings

from

US$34US$33

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

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

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Farm Tour: the Cinta Senese Tuscan pig

2 hoursFree Cancellation

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It is the right choice for those who want to experience the symbolic area of Tuscany, a UNESCO heritage site, being able to stop from village to village to taste a good ice cream or go shopping in some local shop Ideal for: movie buffs dying to take a selfie like Russell Crowe in Gladiator Those who want to visit the Val d'Orcia and its pearls Monticchiello and Pienza in total autonomy and provacy, without needing a guide to accompany you with the relevant additional cost. P.s.: Our staff will always be in contact in case of need, even if necessary with the intervention of our assistance van. NATURE & FAMILY

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E-Bike Val d'Orcia Experience

4 to 6 hoursFree Cancellation

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This unique experience allows you to visit the most interesting places in the Val d'Orcia and Montepulciano, traveling along country roads to admire nature and art. The tour begins and ends at the Fattoria Madonna della Querce, next to the Sanctuary of the Madonna della Querce in Montepulciano. This farm raises Cinta Senese pigs, a type of black pig with a white cinta, of ancient Tuscan origins. We'll take a short walk through the olive trees and vineyard to reach the pigs, who roam free, separated by an electric fence. We can walk with them, touch them, and take photos. Lunch is included in the experience and includes a menu including: Bruschetta, ribollita (soup soup) in the winter and panzanella (soup soup) in the summer, a platter of our cured meats, Pienza pecorino cheese with jams, cantucci biscuits and vinsanto (sweet dessert wine), water, house wine, and espresso.

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Private ATV Tour Val d’Orcia, Montepulciano, Farm Visit and Lunch

5 hours 30 minutesFree Cancellation

Price varies by group size

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Pottery Class with a Local Artisan close to Montepulciano

Engage in an authentic pottery class with a local artisan in the historic Valdichiana Senese region, renowned for its exquisite ceramics. This hands-on workshop offers the unique opportunity to shape and paint your very own terracotta piece, guided by a skilled artisan who will share age-old techniques and contemporary inspirations. The session lasts two hours, providing insights into the vibrant history and craftsmanship of Italian ceramics. Leave with a beautifully crafted piece to cherish, or opt for firing and shipping of your work for added convenience.

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Pottery Class with a Local Artisan close to Montepulciano

2 hoursFree Cancellation

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The Temple of San Biagio was built by Antonio da Sangallo the Elder, illustrious architect from Florence, between 1518 and 1545. Located in the middle of a sprawling meadow outside the town, the church is considered a masterpiece of 16th century Tuscan Renaissance architecture. The Church of the Madonna di San Biagio, with a Greek cross plan, central dome and semicircular apse, is flanked by two bell towers, of which only the one on the left was completed accomplished. It is entirely covered in travertine stone. Inside, the only wall with numerous decorative elements is the one corresponding to the main altar where there is a large marble dossal at the centre of which a fresco depicting the Madonna and Child and St. Francis is inserted. In front of the church is the harmonious building of the rectory, with two beautiful loggias, executed around the 1550.

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San Biagio in Montepulciano Entrance Ticket

1 hour to 1 hour 30 minutes

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Tuscany Countryside in 2 Days on Horseback and E-Bike in Montepulciano

2 daysFree Cancellation

5% savings

from

US$618US$587

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Private Montepulciano Wine Experience with Lunch in Local Setting

Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and nature converges in a perfect dance. Join us for a "Food and Wine" experience that will awaken your senses and transport you to a world of sensory delights. Begin your journey in the heart of Montepulciano, a Renaissance gem nestled among lush hills... or we can start from the countryside and the farm, depending from your arrival! Explore historic cellars where the famous Vino Nobile di Montepulciano comes to life. Taste the secrets preserved in oak barrels and discover the mastery of local winemakers. Savor delicious local products, from extra virgin olive oil to cheese and cold cuts specialties that embody the authentic taste of the region. This is not just a tour; but a total immersion into the art of fine dining and wine culture. Experience the history in the vineyards, and the joy in savoring authenticity in every sip.

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Private Montepulciano Wine Experience with Lunch in Local Setting

Price varies by group size

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Private Tour in Vintage Fiat 500 - Val d'Orcia

Magnificent experience in the beautiful Tuscan hills. You will spend a few hours immersed in the Tuscan countryside transported on a vintage Fiat 500 from 1970. You will be able to photograph the streets and the beautiful landscapes that will accompany us on the tour that I offer you. We will start from the Temple of San Biagio and then head to Monticchiello, a typical Tuscan village surrounded by hills. From Monticchiello we will go to Pienza, a village perched on a hill where you can admire the landscapes of the Val d'Orcia. We will make stops along the tour where you can take photos that will best remember your vacation. From Pienza we will return to the Temple of San Biagio. We will stop to admire and photograph the 16th century Temple of San Biagio, the medieval village of Monticchiello, famous for its curves and cypresses, the Elysian Fields Pienza Famous for the final scene of the film Gladiator.

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Private Tour in Vintage Fiat 500 - Val d'Orcia

3 to 4 hoursFree Cancellation

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This experience offers the perfect blend of adventure, culture, and local flavor. Ride effortlessly through the scenic Tuscan hills with an expert guide, visit a small family-run winery for an authentic 4-wine tasting. What makes it truly special is the final stop at our farm, where you'll meet the rare Cinta Senese pigs, a centuries-old Tuscan breed raised with care. It's not just a bike tour—it’s a deep dive into Tuscany’s land, traditions, and tastes.

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E-Bike Tour in the Tuscan Hills with Wine Tasting

2 hours 30 minutesFree Cancellation

5% savings

from

US$263US$250

Price varies by group size

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Private and Tuscan Wine Tasting in Montepulciano

2 hoursFree Cancellation

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Stop and savor Tuscany by tasting our wines and enjoying a pinsa lunch with the typical flavors of this region. You will visit a hundred-year-old wine cellar where you will learn the story behind Fattoria Svetoni and its wines. There will also be time to enjoy wine and pinsa. You will try different types of Roman pinsa paired with our wines. There will also be olive oil served with bruschetta. At the end of the experience, you will finish the meal with a homemade dessert. Come and enjoy this tasting experience in Tuscany.

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Wine Tasting and Pinsa Lunch in Montepulciano

1 hour 45 minutesFree Cancellation

5% savings

from

US$103US$98

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E-Bike Rental in Montepulciano GPS Navigator and Included Routes

Discover Montepulciano and the Val d’Orcia in complete freedom, without Guide and without using your smartphone. The rental includes good quality e-bikes, bi-cushioned and comfortable even on dirt roads, with high capacity batteries suitable for long distances. Each bike is supplied with a dedicated GPS navigator and selected routes already loaded, to easily follow scenic roads, vineyards, olive groves and historic villages. You can ride at your own pace, stop when you want and experience Tuscany without rigid schedules or groups to follow. Before departure you will receive all the necessary explanations about the e-bike and the navigator, with assistance available during the rental.

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E-Bike Rental in Montepulciano GPS Navigator and Included Routes

1 to 8 hoursFree Cancellation

5% savings

from

US$74US$71

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Two explorers on e-bikes among the rolling hills of Montepulciano, with a golden round bale as their travel companion: authentic Tuscany in a single shot.

This tour is designed for travelers who want to experience Tuscany authentically yet effortlessly: we ride on quiet, scenic backroads away from the classic tourist tracks. The experience is completely private and customizable, guided by a passionate local expert who knows every hidden corner of the Val d’Orcia. The e-bikes make it easy for everyone to enjoy postcard-perfect landscapes in Montepulciano. It’s the perfect blend of nature, culture, and relaxation!

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Montepulciano Mountain Bike Private Tour

3 hoursFree Cancellation

5% savings

from

US$154US$147

Price varies by group size

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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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