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The 15 Best Wine Tours in Montepulciano
Montepulciano isn’t just a pretty hilltop town — it’s a winemaking powerhouse with an impressive array of wine tours suited to all tastes and interests. Whether you’re after a traditional cellar tasting, a scenic bike ride through vineyards, or a luxurious sunset experience, this region delivers. We especially like the Wine Tasting and Cellar Tour for its authentic atmosphere and engaging history, and the Ebike Experience for combining adventure with wine in a way that keeps your legs fresh. No matter which experience you choose, each offers a taste of what makes Montepulciano’s wines so special — full-bodied Sangiovese with a touch of history and passion.
For those seeking a deeper dive into Italy’s wine culture, some tours include expert-led tastings and visits to historic cellars, while others add a dash of fun with Vespa rides or farm visits. This list covers a range of options, from budget-friendly to indulgent, making it easier than ever to find the perfect tour for your trip.
Quick Overview
Our list features tours that focus on traditional wine cellar tastings, such as the Montepulciano: Wine Tasting and Cellar Tour, as well as more active experiences like e-bike adventures here. There are artisan tastings on scenic terraces, like this, plus private guided tours [to explore the town’s highlights** and farm visits with local food and wine. Each experience offers a unique way to enjoy Montepulciano’s renowned wines and landscape — read on to find your ideal match.
1. Montepulciano: Wine Tasting and Cellar Tour
This one-hour tasting tour is a fantastic introduction to Montepulciano’s noble wines. You start in a historic wine cellar, where rows of oak barrels and aging casks tell stories of traditional winemaking. The guide leads you through the process, explaining how their Vino Nobile di Montepulciano is crafted, and then you get to sample the wines alongside crusty bruschetta topped with extra-virgin olive oil. With an impressive 4.8/5 rating from over 400 reviews, it’s clear that this tour hits the right notes for both value and experience. It’s ideal for first-timers or those short on time but eager to taste excellent wines. Many rave about the knowledgeable guide and the stunning cellar architecture. Priced at just $37 per person, it offers excellent value for a rich, authentic experience.
Bottom Line: Perfect for a quick, immersive intro to Montepulciano wines, especially if you love history and good company.
2. Wine Tour Ebike Experience
For around $185, this 5-hour e-bike tour creates a perfect blend of outdoor activity and wine tasting. Starting from Montepulciano’s main square, you’ll ride through vineyards and countryside, protected by a provided helmet and raincoat if needed. The route includes scheduled stops at local wineries where you enjoy two cellar tastings. Many reviews highlight how easy the bikes are to use and how Enrico, the guide, makes the experience memorable with incredible views and personalized attention. This tour suits active travelers who want to see the landscape beyond the town walls while savoring Vino Nobile and local snacks. The route includes a visit to Tempio di San Biagio, offering a scenic break with panoramic views. This experience balances adventure and relaxation, making it ideal for those who enjoy a bit of exercise with their wine.
Bottom Line: Best for active wine lovers who want a scenic, hands-on day exploring Tuscany’s vineyards without sacrificing comfort.
3. Montepulciano: Artisan Heroic Wine Tasting at the Terrace
This 1.5-hour tour offers a cozy, refined experience with vineyard tours and tastings of three natural cru wines. Located in a beautiful terrace setting, the guide shares insights into artisan winemaking and aging techniques. You’ll sample four wines plus enjoy a generous “Tagliere” platter of local products, all while soaking in stunning sunset views over the landscape. The host, Andre, is praised for his dynamic, insightful presentation, and many appreciate the authentic atmosphere. It costs around $40, offering excellent value for those wanting a more intimate, high-quality tasting. The scenic setting and relaxed pace make it a great choice for couples or food/wine enthusiasts.
Bottom Line: For a more indulgent, picturesque experience, this tour balances natural wines with local delicacies in a refined setting.
4. Italian Wine Tasting with Professional Sommelier in Montepulciano
At around $79, this 2-hour 15-minute experience is ideal for travelers who want a rundown of Italian wines in a relaxed atmosphere. Hosted at a local winery, the session begins with a welcome drink on the terrace, then moves into the cellar where you taste up to nine varietals paired with snacks and local produce. Francesco, the sommelier, is known for his passion and deep knowledge, making this both educational and enjoyable. Guests rave about how it opened their palates and deepened their appreciation for Tuscan wines. This tour suits those who want a more in-depth understanding of Italian varietals without committing to a full day of tasting. It’s also a practical choice for those with limited time but a desire to learn.
Bottom Line: A rich, educational experience perfect for wine enthusiasts eager to expand their knowledge in a friendly setting.
5. Montepulciano: Wine Tasting & Lunch in a Typical Winery
Priced at $62.63, this 1.5-hour tour combines a wine tasting of four local wines with a Tuscan lunch in an ancient cellar. The visit includes a guided tour of a historic winery, followed by tasting local products and enjoying breathtaking views of the surrounding landscape. Many reviews mention how delicious the wines and lunch are, with a guide who’s both friendly and knowledgeable. The tour offers great value for those who want to pair wine tasting with a hearty meal, making it a perfect choice for a relaxing afternoon. The combination of history, scenery, and food makes this a well-rounded experience.
Bottom Line: Ideal for travelers seeking a comprehensive food and wine experience in a scenic, authentic setting.
6. Montepulciano: Winery Tour and Tasting
For $40, this 1.5-hour tour explores a historic cellar dating back to the 16th century, with an expert sommelier guiding tasting of prestigious regional wines. The tour emphasizes Tuscany’s winemaking traditions, with guests sampling regional favorites alongside tasty appetizers. Many reviews note how informative and engaging the guide is, and how the cellar’s historical ambiance enhances the experience. This tour is suited for those wanting a deeper understanding of Tuscany’s wine culture without a hefty time commitment. It’s a good value considering the high-quality wines and friendly atmosphere.
Bottom Line: Perfect for those looking to combine history and wine in an approachable, well-priced experience.
7. Montepulciano: Winery Tour & Tasting Experience
This 1 hour 20-minute experience (costing around $40.52) takes you into an underground Etruscan winery, where you learn about ancient wine-making techniques. You’ll taste four wines, including Nobile di Montepulciano, with appetizers and bread included. Many visitors love the unique underground setting and the detailed explanations of the wine’s history. It’s particularly suited for those interested in history and archaeology, as well as wine tasting. The tour’s intimate size and location in the heart of Montepulciano make for an engaging visit.
Bottom Line: Great for history buffs and wine lovers wanting a small, immersive experience.
8. Private Guided Tour of Montepulciano with wine tasting
At $130.80 per person, this 2-hour private tour offers a personalized exploration of Montepulciano’s Renaissance architecture and wine cellars. Starting from Piazza Grande, your guide will show you hidden corners and panoramic viewpoints before taking you underground to a historic winery for your tasting of Nobile and Rosso di Montepulciano. Many reviews highlight how Chiara’s enthusiasm and knowledge made the experience shine. It’s a top choice for travelers who want a customized, in-depth look at the town and its wines, with flexible timing and private attention.
Bottom Line: Best suited for travelers seeking a personalized, comprehensive tour with a focus on culture and wine.
9. Discover Montepulciano: Cinta Senese Pigs, Lunch & Wine in a Farm
At just $70, this 2-hour farm visit offers a unique taste of local life. You meet Ciro, the rare breed pig, and learn about Cinta Senese farming. The experiential part includes a light lunch featuring local wine, cold cuts, and cheese. Many rave about the informal, friendly atmosphere and the delicious food. It’s perfect for travelers who want a hands-on experience and a taste of rural Tuscany away from the wineries.
Bottom Line: An authentic, laid-back way to connect with local food and farming traditions.
10. Romantic Vespa Tour and Wine Tasting
For $230, this 5-hour experience combines a Vespa ride through scenic countryside with a wine tasting lunch. You choose to drive yourself or ride as a passenger, stopping to photograph panoramic views and learn about Tuscany’s landscape. The tour ends with a local winery where you savor multiple Montepulciano wines alongside lunch. Reviewers appreciate the romantic vibe and the beautiful scenery, making it suitable for couples celebrating special occasions.
Bottom Line: A memorable, romantic experience ideal for those wanting a luxurious day exploring Tuscany’s landscapes.
11. Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany
This 4-hour tour combines a leisurely bike ride with a wine tasting and Tuscan lunch for $160. You’ll pedal through peaceful roads and small villages, then relax in a vineyard with regional wines and delicious food. Many reviews highlight the pleasant pace and the quality of the lunch. It’s perfect for active travelers who want to see the countryside at a gentle pace while tasting some of Tuscany’s best wines.
Bottom Line: Best for those who want outdoor activity combined with good food and wine in a small-group setting.
12. Montepulciano: Bruciata Wine Tasting in a Cave
At $48.97, this 2-hour tour takes you into a unique aging cellar, where you enjoy a guided explanation of the winemaking process and taste three of their wines. The cave setting adds a special touch, and reviews mention the friendly guide and beautiful scenery. It’s a great option for those wanting a small, intimate tasting with an emphasis on artisanal wines.
Bottom Line: Ideal for travelers keen on specialized, atmospheric wine tastings.
13. Montepulciano: Wine Tasting with typical Tuscan Cold Cuts
For $56.94, this 1.5-hour experience pairs three local wines (including Nobile di Montepulciano DOCG) with Tuscan cold cuts, cheese, and extra virgin olive oil. The guide’s humor and expertise make the visit lively, and many reviewers mention the tasty food pairing. It’s perfect for those who want a casual, flavorful introduction to regional wines and food.
Bottom Line: Great for a relaxed, authentic tasting experience with tasty local products.
14. Wine Tour & Tasting TUSCANY
At $38, this 1-hour tour offers a guided visit to a historic cellar with over 250 barrels, plus tasting of 4 wines. The tour emphasizes the long tradition of the oldest wine cooperative in Tuscany. Reviewers point out the impressive cellar and the informative guide. For travelers on a budget, it offers a focused, authentic experience without sacrificing quality.
Bottom Line: Excellent for those wanting a quick, history-rich taste of Montepulciano’s wine culture.
15. Vino Nobile di Montepulciano Wine Tour – Meet the producers
Finally, for about $172, this 3.5-hour tour visits two boutique wineries, where you meet local vintners, explore cellars, and taste top-tier Vino Nobile. Many reviews highlight the personal stories from vintners and beautiful estate views. It’s ideal for serious wine lovers seeking a behind-the-scenes look at elite producers and a chance to bring home a souvenir.
Bottom Line: Best suited for dedicated wine enthusiasts wanting an in-depth, personal experience.
How to Choose Your Perfect Montepulciano Wine Tour
When selecting the right tour, consider your budget, physical activity level, and interest in history or food. For a quick taste of the region with minimal fuss, the Wine Tasting and Cellar Tour is a solid choice. If you love outdoor activity, the Ebike Experience offers scenic views and light exercise. For a romantic or luxurious outing, the Terrace Artisan Tasting or the Vespa Tour are perfect. Book early, especially for popular experiences, and check availability for specific dates.
Final Thoughts
Montepulciano offers a wide range of wine experiences — from short cellar tastings to full-day adventures combining cycling and wine, and private tours for a personalized touch. If you’re in a rush, the Wine Tasting and Cellar Tour provides excellent value and a taste of local tradition. For active travelers, the Ebike Experience allows you to explore the rolling vineyards at your own pace. For those seeking a romantic or indulgent experience, the Terrace Artisan Tasting is hard to beat.
No matter your choice, booking early ensures you won’t miss out on these authentic and enjoyable ways to experience Montepulciano’s world-class wines and scenic landscapes.