Montepulciano is a place where history, wine, and stunning landscapes come together in a way that makes every tour feel like a personal discovery. Whether you’re zooming around on an electric bike through vineyards, exploring ancient underground cellars, or enjoying a farm-to-table lunch with local pork, this charming hilltop town offers a variety of memorable experiences. We’re particularly fond of the Wine Tour Ebike Experience because it combines outdoor activity with tasting some of Tuscany’s best wines without wearing yourself out — perfect for those who want a bit of adventure without a full day of cycling. If wine tasting is your main goal, the Montepulciano: Winery Tour & Tasting Experience offers a deep dive into the local winemaking with a visit to a historic underground cellar. And for a more relaxed visit, the Wine Tour & Tasting TUSCANY delivers authentic wine and local products in a beautifully preserved cellar. Each experience offers something unique, helping you tailor your trip to your interests and energy level.
Quick Overview
In this guide, you’ll find a mix of active, cultural, and culinary tours. From e-bike adventures exploring scenic vineyard roads to intimate wine tastings in ancient cellars, and farm visits with Tuscan cuisine, these options showcase the best ways to experience Montepulciano’s rich wine culture and beautiful landscape. For more details, check out the Wine Tour Ebike Experience, Montepulciano: Winery Tour & Tasting Experience, and the Wine Tour & Tasting TUSCANY.
1. Wine Tour Ebike Experience
At number one, the Wine Tour Ebike Experience offers a fantastic way to combine outdoor activity with wine tasting. For about $185, you’ll enjoy 5 hours of pedaling on an electric bicycle, which makes tackling Tuscany’s rolling hills much easier. This tour stands out because it blends the scenic charm of Montepulciano with visits to carefully selected wineries, where you’ll indulge in two wine tastings directly in cellar environments.
What makes this experience particularly appealing is the thoughtful balance of exercise and leisure, perfect for active travelers who want to see the countryside without exhaustion. You’ll start from Piazza Grande, the heart of Montepulciano, and follow a route that crosses vineyards and scenic spots like the Tempio di San Biagio — a grand church located in a sweeping landscape outside the city. The route is designed by the operator to be accessible, with helmets, raincoats, and a GPS guide included, ensuring a smooth adventure regardless of weather or cycling skills. The reviews highlight how much fun people have, with a consistent 5-star rating for the fun and personal touch.
Bottom line: If you want a memorable, active way to experience Tuscan wine and landscape, this ebike tour offers great value for the price and an experience you’ll remember.
2. Montepulciano: Winery Tour & Tasting Experience
For those who prefer a more relaxed, indoor experience, the Montepulciano: Winery Tour & Tasting is a perfect choice. Lasting about 1 hour and 20 minutes, this tour takes you into a historic cellar right in the heart of Montepulciano, where an expert sommelier will guide you through four tastings of local wines, including the famed Nobile di Montepulciano. The cellar itself is a marvel — an underground vault from the 16th century, shaped by Etruscan civilization, which adds an evocative backdrop to your tasting.
What makes this experience stand out is the combination of history and wine. You’ll hear about the methods of wine production passed down through centuries, and you can admire the impressive collection of 250 barrels stored in more than 2,800 square meters of cellar space. Many visitors comment on the quality of the wines and the friendly atmosphere, making it a small-group experience that feels intimate and authentic. Plus, you get to enjoy water, wine, bread, and typical Tuscan appetizers, making it a well-rounded tasting.
This tour is best for visitors who want a deep, educational experience that combines rich history with excellent wine. It’s great for those short on time but eager to indulge in Tuscan wine culture.
Bottom line: It’s a rewarding experience for wine lovers and history buffs alike, offering a glimpse into the art of winemaking with a manageable time commitment.
3. Montepulciano: Wine Tour E-Bike Experience
If the idea of combining cycling with wine tasting appeals but you want a shorter, more flexible experience, the Wine Tour E-Bike Experience is a great pick. This 5-hour tour allows you to explore Montepulciano’s streets and countryside on an electric bike, making it accessible for most fitness levels. You’ll visit two local wineries, tasting a total of eight wines, including Sangiovese varieties, directly in the production cellars.
The highlight is the ease of riding on minor roads that avoid traffic, with GPS guidance helping you find your way. Guests rave about the smooth organization, the quality of the bikes, and the friendly guides. The tour appeals especially to those who want a mix of sightseeing, culture, and wine without the fatigue of a full-day cycle. The tour is well-rated for its professionalism and the chance to learn about local wine production techniques.
The tour is perfect for active travelers who want to enjoy the landscapes while sampling some of the best wines of Tuscany in an informal setting. It’s a fantastic way to experience the area’s wineries without the heavy commitment of a full-day tour.
Bottom line: Ideal for wine enthusiasts and outdoor lovers looking for a flexible, engaging experience.
4. Wine Tour & Tasting TUSCANY
At number four, the Wine Tour & Tasting TUSCANY offers an in-depth look at one of Tuscany’s oldest cooperatives. Over roughly an hour, you’ll visit a historic cellar featuring over 250 barrels, including Nobile di Montepulciano. The guided tour shares stories about the long-standing tradition of wine production here since 1937, highlighting the passion and craftsmanship behind each bottle.
What makes this tour stand out is its focus on history and tradition, combined with a tasting of four wines from their carefully curated selection. Visitors appreciate the chance to explore a large, well-preserved cellar—more than 2,800 square meters—giving a real sense of the scale and effort involved in Tuscan winemaking. The experience includes sampling local Tuscan products, adding a savory dimension to the visit.
This experience is best suited to visitors wanting a quick, educational taste of Montepulciano’s wine history. It delivers good value for wine lovers eager to learn about the region’s cultural significance without a lengthy commitment.
Bottom line: A compact, informative tour that pairs well with exploring other aspects of Montepulciano, ideal for those with limited time.
5. Wine Tour&Tasting THE SELECTIONS
For a focused wine tasting experience, the Wine Tour & Tasting THE SELECTIONS offers a curated journey through five carefully chosen wines, including top Nobile di Montepulciano and two new labels, “Pievi.” This guided visit combines the history, tradition, and recent innovations of this celebrated region, making it great for those interested in both classic and modern wines.
The tasting takes place in a well-appointed winery, where the guide will walk you through the unique characteristics of each wine. Many reviews mention the quality and depth of the wines, as well as the friendly, informative atmosphere. The experience emphasizes the evolution of Tuscan winemaking, giving a comprehensive understanding of what makes Montepulciano wines special.
This tour suits those who want a straightforward, high-quality tasting session that includes the region’s most notable wines. It’s also a good option for travelers who prefer a relaxed but enriching experience.
Bottom line: Perfect for dedicated wine lovers seeking a curated, in-depth tasting with a touch of innovation.
6. Montepulciano: Pig Farm Tour with Traditional Lunch
Finally, for a different flavor of Tuscan life, the Pig Farm Tour with Traditional Lunch offers a taste of farm life near Montepulciano. This 2.5-hour tour invites you to meet Cinta Seneese pigs, renowned for their delicious meat, and explore olive groves and vineyards with panoramic views. The highlight is, of course, the farm-to-table Tuscan lunch, paired with local wine and regional specialties.
What makes this experience special is its focus on local farming traditions and authentic culinary experiences. Visitors enjoy strolling through the seasonal vegetable garden, learning about cured meats in the aging room, and sampling regional dishes made from ingredients grown on-site. It’s a good choice for those interested in the rural side of Tuscany and traditional food.
Some reviews note the unique opportunity to meet iconic pigs and learn about their history, making it more than just a meal. The tour offers an immersive perspective on local food and farming, perfect for families or travelers seeking a break from wine-centric activities.
Bottom line: A charming, authentic taste of Tuscan rural life with a delicious lunch to round out the experience.
How to Choose the Best Tour in Montepulciano
When selecting a tour, consider your priorities: Are you after an active adventure? Go for the Wine Tour Ebike Experience. Prefer a relaxing, historical tasting? The Winery Tour & Tasting is perfect. For those who want to explore local farms and sample regional cuisine, the Pig Farm Tour offers a different perspective. Budget, time constraints, and whether you’re more into wine, history, or food will guide your choice.
Booking early is advisable, especially in peak seasons, as these tours tend to fill quickly. Consider your physical activity level—if you’re not keen on cycling, opt for the wine cellar visits or tastings. Likewise, check what’s included in each experience so you don’t miss out on key highlights.
Final thoughts
Montepulciano offers a diverse array of tours that cater to different interests and energy levels. Active travelers will love the Wine Tour Ebike Experience, which blends sightseeing with wine tasting. History and wine aficionados should not miss the Winery Tour & Tasting, while food lovers might enjoy the rural charm of the Pig Farm Tour. Each option provides a memorable way to experience the flavors and scenery of this beautiful Tuscan town.
To get the most out of your trip, consider your personal interests and time constraints. Booking ahead is recommended, especially during high season, to secure your preferred experience. Whatever you choose, Montepulciano’s rich wine culture and stunning landscape will make your visit a highlight of your Tuscany trip.