Montepulciano is truly a highlight of Tuscany’s wine scene. Its medieval streets, stunning hilltop views, and exceptional wines like Vino Nobile di Montepulciano make it a top destination for oenophiles. Whether you’re interested in a day trip from Rome, a relaxed tasting in town, or an active adventure like biking through vineyards, Montepulciano offers options for every type of wine lover. We especially like the Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines for its comprehensive experience—combining scenic drives, visits to historic towns, and a vineyard lunch paired with local wines.
For those who prefer exploring at their own pace, the Wine Tour Ebike Experience is a fantastic way to blend outdoor activity with wine tasting, while the Montepulciano: Winery Tour & Tasting Experience offers a deep dive into the town’s underground cellars. Read on to find the perfect Montepulciano wine tour for your interests and schedule.
1. Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines
At number 1, this full-day guided trip from Rome offers a hassle-free way to experience Tuscany’s stunning landscapes, charming towns, and renowned wines. Starting from Obelisco Flaminio, you’ll travel comfortably by bus for nearly three hours into the heart of Tuscany. The tour stops in Montepulciano for an guided walk and free time, then moves on to Pienza, a picturesque town famous for its pecorino cheese. The highlight is a vineyard lunch with local wines, including Brunello di Montalcino, served in an authentic cellar—true to the region’s wine-making heritage.
Guided commentary enriches your understanding of the area’s history and wine traditions, and plenty of reviews praise the knowledgeable guides like Andrea, who make the day engaging and personal. The trip’s value lies in combining transport, expert guidance, meals, and tastings, making it a top choice for first-timers wanting a comprehensive experience in a single day. The only downside is limited free time in Pienza, but overall, it’s ideal for travelers seeking an expertly curated day outside Rome with plenty of wine and culture.
Bottom Line: A well-rounded, all-inclusive day trip perfect for those who want to see Tuscany’s highlights with guidance and a generous meal.
2. Wine Tour Ebike Experience
This Ebike Experience ranks high for its unique blend of outdoor adventure and wine tasting in Montepulciano. For around $185, you get a 5-hour tour that takes you through hilly vineyards and scenic country roads on an electric bike—making it accessible for most fitness levels. The tour includes visits to local wineries with scheduled tastings of two different wines, so you can appreciate the nuances of Sangiovese and other native grapes in a relaxed setting.
Guides are enthusiastic and knowledgeable, sharing insights into wine production and the landscape. Riders praise how easy the e-bikes are to handle, and the GPS-guided route ensures you’re never lost. This tour is perfect if you want to combine active exploration with tasting some of Tuscany’s best wines without feeling rushed. The small group size and personalized feel make it a favorite among adventure-minded travelers.
Bottom Line: Ideal for active travelers who want to explore Montepulciano on two wheels while sampling excellent local wines.
3. Montepulciano: Winery Tour & Tasting Experience
For about $40, this Winery Tour & Tasting offers a deep dive into Montepulciano’s renowned underground cellars. The tour lasts about 1 hour and 20 minutes and features a visit to a historic cellar dating from the 16th century, with vaults and tunnels attributed to the Etruscans. An expert sommelier guides you through the tasting of four wines, including Nobile di Montepulciano, paired with bread, water, and local snacks.
Guests love the intimate setting and the chance to learn about traditional wine-making techniques. Reviewers often mention the quality of the wines, which are of notable distinction. Although it’s a shorter experience, the value lies in the historical context and the chance to taste some of the town’s best wines in a cozy, authentic environment.
Bottom Line: Great for those wanting an accessible, authentic tasting experience combined with a dose of history.
4. Montepulciano: Wine Tour E-Bike Experience
If you’re all about combining cycling and wine, this Wine Tour E-Bike Experience is a standout. It lasts around 5 hours and includes visits to two wineries with tastings of eight wines overall. The easy-to-use e-bikes, GPS guidance, and relaxed minor roads make for a smooth ride through Montepulciano’s scenic countryside.
Participants rave about the friendly guides and the opportunity to learn about Sangiovese grapes and local wine traditions firsthand. The flexibility to ride at your own pace and the chance to enjoy multiple tastings makes it a top pick for active wine lovers looking for an immersive experience. The small, well-organized group enhances the personal touch.
Bottom Line: Perfect for active travelers who want a relaxed, scenic ride combined with multiple wine tastings.
5. Wine Tour & Tasting TUSCANY
For just $38, this Wine Tour & Tasting provides a quick but meaningful experience. Over about an hour, you’ll visit historic cellars housing over 250 barrels, and enjoy a tasting of four wines from a local cooperative. The focus here is on Tuscany’s rich winemaking tradition, with a guided visit to the cellars where Nobile di Montepulciano is aged.
This tour’s strength is its value and focus—an efficient way to taste high-quality wines and learn about production methods. It’s ideal for travelers with limited time but wanting to include a quality wine experience in their itinerary.
Bottom Line: A short, cost-effective introduction to Montepulciano’s wine-making heritage.
6. Wine Tour&Tasting THE SELECTIONS
This Wine & Tasting experience offers a guided visit with tastings of five wines, including Nobile di Montepulciano and the new CRU “Pievi” labels. With a focus on tradition and innovation, it’s perfect for those wanting to understand how regional wines evolve. The intimate setting and small group size make this a personalized experience.
Guests note the knowledgeable guide and the opportunity to taste rare and high-quality wines. The tasting is well-paced, and the inclusion of local products enhances the experience. If you want a more detailed exploration of Montepulciano’s current wine scene, this tour offers good value.
Bottom Line: Suitable for serious wine enthusiasts interested in recent innovations alongside classics.
7. Montepulciano: Wine and Olive Oil Tasting
At Tenuta Golo, this Wine and Olive Oil Tasting lasts about 1.5 hours and combines sampling four wines with artisanal olive oils. You’ll tour the vineyards and cellar, learning about the winery’s history and production techniques, guided by a knowledgeable sommelier.
Reviewers often mention how engaging the guided tastings are, and the pairing of wines and oils provides a full sensory experience. The tour is particularly good for those interested in Tuscan cuisine and artisanal products.
Bottom Line: Excellent for food lovers wanting to combine wine and olive oil in a single, educational tour.
8. Montepulciano: Tasting of 3 Tuscan Wines from Small Producers
This tour offers a personalized tasting of three wines by small, carefully selected producers. It also includes a platter of local dishes and regional specialties, making it a hearty experience for around $35. You can purchase wines afterward with free worldwide shipping, adding extra value.
While limited reviews are available, this experience appeals to those seeking a curated, intimate taste of lesser-known wineries with authentic regional food. It’s perfect if you’re interested in discovering hidden gems beyond the big names.
Bottom Line: Great for adventurous wine lovers wanting to explore small producers and regional cuisine.
9. Wine & Music on the Terrace
This experience offers a relaxing summer evening of wine and music on Montepulciano’s terraces. Although reviews are sparse, it promises a combination of good taste, scenic views, and relaxing ambiance—a lovely way to unwind after a day of sightseeing.
Ideal for those who want a laid-back, atmospheric experience, especially during warm evenings when outdoor terraces shine.
Bottom Line: Perfect for a casual, scenic wind-down with local wines and live music.
10. Montepulciano: Wine Tasting & Lunch – Fiorentina Steak
For about $59, this Wine Tasting & Lunch combines vineyard tours, tastings of four wines, and a main course of Fiorentina steak. The experience balances oenology with hearty Tuscan cuisine, and guests can enjoy outdoor panoramic seating or cozy indoor tables.
It’s a good value for those wanting a fuller meal paired with excellent wines, especially if they’re interested in local cured meats and cheeses. The tour lasts about two hours and is suited for those who want a relaxed, social experience with regional flavors.
Bottom Line: A hearty, flavorful experience for food and wine lovers that don’t mind a longer sit-down meal.
11. Montepulciano Taste of Tuscany Heroic Wines, CRU & Limited Ed.
This exclusive tasting Tour features five rare and limited-edition wines, including Reserves, Supertuscans, and ancient varieties. It lasts around 2 hours at Podere della Bruciata, with guided tours of the vineyard and cellar.
Ideal for serious connoisseurs or collectors, this experience pairs the wines with local products and organic extra virgin olive oil. Reviewers highlight the quality and rarity of the wines, making it a special treat.
Bottom Line: Excellent for aficionados seeking a curated tasting of Tuscany’s most exclusive wines.
How to Choose Your Perfect Montepulciano Wine Tour
When selecting a wine tour, consider your budget, interests, and physical activity level. If you want a comprehensive day trip with sightseeing and a meal, the Rome day trip is hard to beat. For more active, personalized experiences, the Ebike tour and E-bike wine tour offer fun ways to explore. Those interested in history and underground cellars should consider the Winery Tour & Tasting, while food lovers will appreciate the Wine & Olive Oil Tasting.
Pricing varies from budget-friendly tastings around $35 to exclusive experiences over $180, so match your choice to your budget and curiosity. Book early—especially for popular tours like the ebike or day trip—to secure your spot.
Final Thoughts
Montepulciano offers a rich mix of guided tours, active adventures, and intimate tastings. Whether you prefer a guided day trip from Rome, a scenic e-bike ride, or a private cellar experience, there’s a tour to match your style. For a full immersion, the Rome day trip offers a seamless way to combine sightseeing and wine. If you’re more adventurous and active, the E-bike experiences are hard to beat.
Whatever your choice, booking ahead will help ensure you don’t miss out on these memorable wine adventures. Cheers to discovering the best of Montepulciano’s wines!