If you’re on the hunt for the quintessential Tuscan tour that focuses on wine, you have to go on a proper Montepulciano wine tour.

As one of the most well-preserved medieval towns in the world, surrounded by natural beauty, there’s something for everyone here. Instead of exploring wineries on your own, I recommend opting for a guided experience, which streamlines the logistics and itinerary for you.

For that, you need to go on one of the 5 top Montepulciano wine tours I’ve detailed on this comprehensive guide, which are all well worth your time and money. Let’s jump right in!

Best Wine Tours in Montepulciano

	Tasting Tour in One of The Most Beautiful Cellars in the World	Montepulciano: Winery Tour & Tasting Experience	Wine Tour Ebike Experience
Meeting Location:	Via Ricci, 13, 53045 Montepulciano	Talosa - Cantina Storica, Via Talosa, 8, 53045 Montepulciano	Urban Bikery, Via Ricci, 2, 53045 Montepulciano
Tour Length:	1 hour	1 hour and 20 mins	5 hours
Start Time(s):	10:30 AM, 3:00 PM	11:00 AM, 3:30 PM	10:30 AM
What’s Included:	Cellar tour, bruschetta with extra virgin olive oil, taste 3–6 local wines w/ snacks, small group tour	Winery Tour, Wine Tasting, Professional Sommelier, Drinks (wine & water), Food (Local products)	Two wine tastings in two cellars, electric bike, helmet, bike lock & chain, raincoat if needed
	Check Tour Availability	Check Tour Availability	Check Tour Availability

Our 5 Top Picks For The Best Montepulciano Wine Tour:

1. Tasting Tour in One of The Most Beautiful Cellars in the World
2. Montepulciano: Winery Tour & Tasting Experience
3. Wine Tour Ebike Experience
4. Montepulciano: Wine Tasting & Lunch in a Typical Winery
5. Private Food and Wine Experience in Montepulciano Tuscany

Montepulciano Wine Tour Reviews

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

What to Expect on the Tour

If you’re looking for a taste (literally and figuratively speaking) of the Montepulciano wine scene, this is one of the best tours around. Clocking in at 1 hour long, it’s perfect if you already have a busy itinerary or aren’t ready to commit to a longer experience.

You’ll get to try anywhere from 3 to 6 locally-produced wines alongside snacks comprised of fresh produce and local ingredients, as well. Designed for small groups only, expect a more intimate time where you’ll get to actually chat with the staff and even head down into their cellar for a proper tour.

Whether you’re an absolute wine newbie or viticulture connoisseur, you’re bound to have a great time and learn plenty of new things about wine and history.

What Makes This Tour Great

If you’re someone who’s just getting into wine or would like an intro to Montepulciano’s local viticulture, this is a great option. It was just an hour long, but that was plenty of time to learn and try some of the best this region has to offer.

We had a blast in their historic wine cave learning from the winemakers themselves, tasting around 5 of their wines that included Supertuscan and Nobile Riserva alongside some tasty bruschetta and extra-virgin olive oil.

We learned all about how they dug the cellar out of tufa rock, along with plenty of other facts that further elevated my intrigue. Everyone had such a good time,  that I’d recommend this tour to anyone of any interest level. Just a warning: be prepared to buy a few bottles to take home, because the wine here is incredible!

Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time

2. Montepulciano: Winery Tour & Tasting Experience

What to Expect on the Tour

The Montepulciano: Winery Tour & Tasting Experience gives an authentic look into Tuscany’s fascinating winemaking culture, spanning hundreds of years.

Unlike many of the more “commercial”, “big group” tours, this excursion will take you into a charming cellar right beneath Montepulciano’s medieval streets, where winemaking has been perfected over time. Guided by knowledgeable sommeliers, you’ll learn all about traditional aging methods that have defined the region’s famed wine, all in an intimate setting.

Expect to learn all about the winemaking process, from how they grow the grapes, all the way to when it’s bottled. After exploring the cellar, you’ll partake in a guided tasting of 4 local wines, including the esteemed Vino Nobile di Montepulciano, along with traditional Tuscan snacks. Expect to learn a lot, with a small group so you don’t feel like you have to compete for your guide’s attention.

What Makes This Tour Great

This historic cellar tour is by far one of the most interesting, unique Tuscan wine experiences I’ve ever gone on, and that’s saying a lot! Lasting just 1.5 hours, it was super convenient and easy to fit into our schedule as they offered many different start times. However, in that relatively short amount of time, my entire concept of Tuscan wines and their history was altered!

I’ve taken plenty of wine tours but not all of them have experts actually leading the way – that’s why I doubly appreciated that ours was a sommelier. He was very welcoming and presented information in a way where you didn’t feel intimidated, which some people may feel around wine culture.

After the actual tasting, we had some delicious appetizers with plenty of bread and olive oil, too! It was crazy to think that this cellar dates all the way back to Etrurian times – as the first one I’ve visited like this, I was more than impressed!

Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time

3. Wine Tour Ebike Experience

What to Expect on the Tour

The Wine Tour Ebike Experience is the perfect balance of adventure, sightseeing, and indulgence, instantly setting it apart from all traditional alternatives. You can expect to set off on a scenic journey through the famously gorgeous Tuscan countryside with stops at 2 wineries as well as time for a traditional lunch.

Feel the breeze blowing through your hair as you follow your expert guide from stop to stop, learning and tasting along the way. Thanks to the electric bike assistance, pedaling is a breeze, and you’ll travel much further, with less effort, than if you were on a regular bike.

Expect everything you need to be included, like protective equipment, so you just have to bring yourself. Expect to venture through rolling vineyards, cellars, and churches, learning all about what makes Tuscany so special (the amazing wine tastings don’t hurt, either!).

What Makes This Tour Great

Being right in the middle of the breathtaking Tuscan countryside is unlike anything else – it’s even more special when you have a funny, welcoming local guide there to entertain you!

This Montepulciano e-bike wine tour takes you through the backroads to charming wineries for world-class tastings, accompanied by homemade Tuscan food. After meeting up at Urban Bikery and going through a briefing and lesson on how to use the bike, we were off to our first winery.

The bikes all came preloaded with GPS, which made it that much more convenient and gave us a bit of independence. Our itinerary was super smooth, and the two wine tastings were comprehensive, and I learned so much about the traditional wines found here and how they’re made.

Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time

4. Montepulciano: Wine Tasting & Lunch in a Typical Winery

What to Expect on the Tour

You’ve probably noticed by now that there are countless Tuscan wine tours out there, and they each offer something different. However, the Montepulciano: Wine Tasting & Lunch in a Typical Winery experience still manages to stand out on its own, taking you down under the medieval streets and into historic cellars.

Enjoy the opportunity of exploring ancient oak barrels and learn about classic aging methods used in the region. Despite being more compact, you should expect a well-rounded itinerary, with your pro sommelier guide there to regale you with educational commentary regarding the methods and techniques used to produce this amazing wine.

During the tasting of 4 different local wines, you can expect to snack on a fine selection of Tuscan dishes, such as cold cuts and cheeses, pasta, and more.

What Makes This Tour Great

It’s not just the wine and food itself that makes this tour so enjoyable, though that certainly plays a part! Our expert sommelier guide instantly felt like a longtime friend, sharing bite-sized fun facts as well as explaining more in-depth history and viticultural lessons in an easily digestible way.

We had a group of about 7 friends, which was already a good time, and our guide honestly fit right in. Upon arrival, we headed down under through the wine cellar while the staff entertained us with stories about the history, how they use it for storage, aging, and some legends, too!

Our guided wine tasting was fabulous, including Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, and plenty of Tuscan treats. After, we filled up on a nice Tuscan lunch with incredible pasta, meats, and cheeses!

Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time

5. Private Food and Wine Experience in Montepulciano Tuscany

What to Expect on the Tour

Are you looking for something a bit more exclusive than a group tour? Perhaps you’re on the hunt for a more “VIP” feel for your next Montepulciano winery tour, where you don’t have to share your guide with people you just met. If that sounds like you, do yourself a favor and check out the Private Food and Wine Experience in Montepulciano Tuscany.

Expect to set up a pickup time with your guide, who’ll come get you at your hotel in Montepulciano city center, heading in private transport to Cervognano, which is close by.

Here, you’ll go on a private, exclusive winery tour and wine tasting, particularly of one of the country’s main classic reds: the Vino Nobile di Montepulciano. It kind of felt like we were in some kind of wine-drinking fairytale, with the medieval cellars and incredible architecture!

What Makes This Tour Great

As you may have already noticed, this is by far the longest tour on this guide, but Beyond Cervognano, which is incredible all on its own, we loved checking out the charming Piazza Grande a Montepulciano, which is the oldest, main square.

As an architecture and history nerd, I really loved that this tour included that aspect as well, taking us to see incredible structures like the Medicean Fortress, the Duomo, the Palazzo del Capitano, and much more.

We took a well-deserved break to have a delicious 3-course lunch paired with the Nobile di Montepulciano, with attentive staff that made our time there so relaxing and enjoyable.

Next up, we got to see the Chiesa di Sant’Agostino – a fine example of Gothic-Renaissance style, with numerous famous Renaissance artworks inside. If you’re looking not only for a comprehensive winery tour and tasting but a city tour, as well, this should be at the top fo your list.

Reserve Tour Now and Pay Later / Free Cancellation Within 24 Hours of Tour Start Time

Shayanne DeCastro

Shayanne is a freelance writer, wine snob and marketer based in LA, California. Describing herself as a nomad, she has lived in many different cities including Boise, Idaho and Seattle, Washington as well as Guadalajara, Mexico. She is forever on the move.

Being an extremely active person, she loves to snowboard, skateboard, and ski. She enjoys sharing her love for active sports with others through her “how to” sports guides as well as food and wine reviews. Her love for wine and good food shines through every paragraph. While she travels, Shayanne loves to try new restaurants and wineries.  If there is a wineries or good restaurant in your town, you will probably meet her one day.