All Montepulciano Tours & Excursions in 2026

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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

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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

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Montepulciano: A picnic with wine, surrounded by vineyards

1 hour 30 minutesFree Cancellation

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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

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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

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

3 hoursFree Cancellation

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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

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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

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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

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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

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Montepulciano Private Walking Tour with Wine Tasting

2 hoursFree Cancellation

Price varies by group size

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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

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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

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The private e-bike tour starts from Montepulciano and develops a circular route towards Pienza and Monticchiello, crossing some of the most iconic landscapes of the Val d'Orcia. The route measures about 38 km with 684 m of positive elevation gain and altitudes between 321 and 546 m: intermediate level. The indicative duration is 4-5 hours, excluding stops. The itinerary alternates paved secondary roads, dirt roads, stretches of countryside, and panoramic ups and downs, with possible short sections open to traffic. During the tour, you cycle through hills, cypress trees, estates, and continuous views of the Tuscan countryside. Pienza, with its historic center recognized by UNESCO, represents one of the main stops, while Monticchiello retains a more intimate and medieval character, ideal for a break. The tour is scenic and not technical, but it features climbs to tackle at a regular pace. It is recommended especially in spring and autumn; in summer it is preferable to leave early in the morning.

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Montepulciano Val d'Orcia E-Bike Tour to Pienza and Monticchiello

4 to 5 hoursFree Cancellation

5% savings

from

$89$84

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Private Montepulciano Nobile Wine Tasting

What makes our private visit to the family winery unique is the authentic encounter between tradition, sustainability and family warmth: Exclusive access: you enter the heart of each phase, from the vineyard to the barrel room, touching with your own hands artisanal practices and tools. Living soil: zero chemical herbicides, self-produced compost and cover crops for a rich ecosystem: you can taste it in every glass. Free winemaking: spontaneous fermentations, no dogma, variable maceration and refinement times for vibrant and territorial wines. Intimate hospitality: small groups (max 12) to talk directly with those who have been cultivating and making wine for generations. Ancient vines: our centuries-old plants, cared for with dedication, represent a rare heritage. Immersive experience: walk among the rows, visit to the winery, tasting, family stories, Tuscan views and tastings of local products. Limited places to maintain the private and engaging atmosphere.

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Private Montepulciano Nobile Wine Tasting

2 hoursFree Cancellation

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

1 hourFree Cancellation

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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

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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

Price varies by group size

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Luck and Patience: truffle hunting in Tuscany

3 hoursFree Cancellation

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Traditional Tuscan lunch in the cellar in Montepulciano

2 hoursFree Cancellation

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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

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It will be an all-natural experience, walking on horseback you will see breathtaking Tuscan views, returning to the farm you will take a short walk among the olive trees, the vineyard, the vegetable garden and above all my friendly Cinta Senese pigs led by the great Ciro. The tour includes a delicious tasting lunch with farm and local products. The experience combines adventure, delicious food and the magic of nature!

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Horseback riding in Montepulciano Tuscany, lunch on the farm

4 hours 30 minutesFree Cancellation

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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

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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

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All Montepulciano Tours & Excursions in 2026

97 results

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