- Introduction
- Key Points
- What the Tour Entails
- Starting Point & Duration
- The Journey to Tuscany
- Exploring Montepulciano: Piazza Grande
- Montalcino: A Walk Through History
- The Value of the Private Tour
- Practical Considerations
- Who Should Consider This Tour?
- The Sum Up
- Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany
- FAQ
- More Private Tours in Florence
- More Tours in Florence
- More Tour Reviews in Florence
- More Florence experiences we've covered
Introduction

If you’re dreaming of spending a day in Tuscany tasting world-famous wines and wandering through medieval hilltop towns, this Private Brunello di Montalcino and Nobile di Montepulciano wine experience might just be what you’re looking for. It promises a full-day escape from Florence, with visits to two iconic towns, expert-guided insights, and plenty of wine to enjoy along the way.
What we really like about this tour is the personal touch—having a private driver and guide means you get a tailored experience, not just a generic bus ride. Plus, the focus on local wineries and authentic scenery really helps you get a true taste of Tuscany’s wine culture. However, one thing to keep in mind is that the wine tasting might not be as extensive as a dedicated winery tour, with some reviews pointing out limited winery visits.
This experience tends to suit travelers who want a relaxed, intimate day exploring Tuscany’s stunning towns and sampling some of Italy’s most celebrated wines. It’s ideal for those who appreciate history, beautiful views, and a more personalized approach to wine tasting—perfect for couples, small groups, or those simply eager to enjoy the region at a leisurely pace.
Key Points

- Personalized Experience: The private driver and guide make it a more intimate, flexible day.
- Two Iconic Towns: Explore Montepulciano’s medieval charm and Montalcino’s historical streets.
- Wine Tasting Included: Enjoy tastings at small local vineyards, not just large commercial wineries.
- Flexible Itinerary: The stops are well-chosen, balancing sightseeing with wine immersion.
- Duration & Timing: About 9 hours, starting early from Florence, so plan for a full day.
- Cost & Value: At around $441 per person, it’s a premium experience, but the personalized touches and quality visits add to the value.
Prefer personalized experiences? Here are other private options we've covered in Florence
What the Tour Entails
Starting Point & Duration
The tour begins bright and early at Piazza Adua in Florence at 8:30 am. It runs for roughly 9 hours, giving you plenty of time to savor the towns, walk their streets, and sample wines without feeling rushed. The private transportation means you can relax and enjoy the scenery as your guide shares insights about the region’s history and culture.
The Journey to Tuscany
Once you meet your driver, the drive out of Florence is smooth, with scenery that quickly transforms from urban to rolling hills dotted with vineyards and olive groves. This part of Tuscany’s landscape is arguably its most iconic feature, and having a dedicated driver allows you to admire the views without worrying about navigation or parking.
Exploring Montepulciano: Piazza Grande

Your first stop is Montepulciano, a beautifully preserved medieval town perched atop a hill, known for its Vino Nobile di Montepulciano. This town is a highlight for anyone who loves history and architecture—think cobblestone streets, ancient walls, and panoramic views that make for a perfect photo backdrop.
The tour includes 2 hours in Montepulciano, with access to Piazza Grande, the heart of the town. Expect to stroll through its charming streets, passing by historic buildings, churches, and wine shops. The review from one traveler notes that the town itself is “beautiful,” and the walk through these medieval streets is memorable.
You’ll get a chance to sample wines at small local vineyards—a real plus. Unlike large wineries, these spots often focus on quality and authenticity, giving you a more genuine taste of Tuscany’s wine craftsmanship. Just be aware that the wine tasting is included but limited—so if you’re a serious wine enthusiast, you might want to plan additional tastings on your own.
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Montalcino: A Walk Through History

Next, you’ll head to Montalcino, another hilltop town famous for Brunello di Montalcino. The town’s historical center is free to explore, and you’ll spend about 2 hours wandering its streets. The atmosphere here is one of timeless charm, with narrow alleys, fortress walls, and sweeping vistas of the Val d’Orcia.
According to reviews, guides often impress with their knowledge—one reviewer raves about “an outstanding grasp of the history of the area” and the ability to ask travelers what they’re interested in doing next, whether it’s more sightseeing or a quick gelato stop. It’s this flexibility that makes the experience feel more personalized.
While the focus is on history and scenery, the highlight is definitely the wine tasting in Montepulciano. The stops here are designed to give you a taste of Italy’s renowned wines, with some reviewers describing the tastings as “amazing” and “small vineyard experiences that felt authentic.”
The Value of the Private Tour

For $441.36 per person, this tour packs in a lot. The private guide and driver are key, offering a VIP experience that larger group tours can’t match. You get the freedom to ask questions, customize parts of the day, and avoid the rush of big crowds.
However, some reviews point out that not every part of the tour is equally wine-focused. One reviewer quipped, “Wasn’t really a wine tour,” noting that only one winery was visited, and the driver didn’t have extensive wine knowledge. This suggests that if your main goal is in-depth wine tasting, this might not fully satisfy that craving, but if you’re looking for a scenic, cultural day with some tasting thrown in, it works.
The tour includes transportation and tickets to key attractions, which simplifies planning and makes it easier to enjoy the day. The group size is small (your private group), so conversations and stops are more relaxed and personalized.
Practical Considerations

The tour starts at 8:30 am and ends back in Florence, so plan accordingly. Be prepared for a full day—bring comfortable shoes for walking, a hat, and water. The weather can influence the experience—you might find the views at their best on clear days, and the tour provider offers flexibility with cancellations if the weather’s poor.
Booking in advance is recommended—most travelers book about 41 days ahead. The tour is suitable for most travelers, but it involves some walking and outdoor exploring, so be prepared for that.
Who Should Consider This Tour?

This experience is best suited for those who want a personalized, relaxed exploration of Tuscany’s famous towns and wines. If you’re a history buff, a wine lover, or simply want a scenic day out with expert insights, you’ll likely enjoy this. It’s also ideal for couples or small groups wanting an intimate, flexible day away from bus crowds.
However, if you’re only interested in a deep, extensive wine tasting or have specific wine education expectations, you might want to research whether this tour’s limited winery stops will meet those needs.
The Sum Up

All in all, this private tour offers a well-balanced introduction to Tuscany’s best-loved towns, with a focus on history, scenery, and wine. The personalized approach, with a private driver and guide, elevates the experience beyond a standard group outing. While the wine tasting component might not be exhaustive, the small vineyard stops offer authentic insights and memorable flavors.
This tour is perfect for travelers seeking a relaxed day of sightseeing and tasting without the rush or crowds. It’s especially suitable for those who value personalized service, scenic views, and culture. If your goal is to savor Tuscany at a leisurely pace, enjoy local wines, and explore charming towns, this experience delivers.
But if you’re after a more extensive wine education or multiple winery visits, you might want to consider other options. Still, for a taste of Tuscany’s magic wrapped into one day with a personal touch, this tour hits the right notes.
Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany
“Wasnt really a wine tour. Went to one winery on our third stop. Our driver knew nothing about wines and wasnt a drinker of wine.”
FAQ
Is this tour suitable for families or children?
While the tour is primarily aimed at adults interested in wine and sightseeing, it could work for families with older children who enjoy walking and scenic towns. Keep in mind, it involves some outdoor walking and a full day out.
How long is the drive from Florence to Tuscany?
The drive is included in the total 9-hour duration, and you’ll spend most of that time traveling between Florence, Montepulciano, and Montalcino, enjoying the scenery.
Are the wine tastings free?
Yes, wine tasting is included in the tour price at small local vineyards, providing a taste of Tuscany’s renowned wines.
Can I customize the itinerary?
The guide is known for asking what you’d like to do next, so there’s some flexibility to tailor the experience during the day.
What’s the starting point?
You’ll meet at Piazza Adua in Florence at 8:30 am, and the tour concludes back at the same meeting point.
Is this a group or private experience?
It’s a private tour, so only your group will participate, making for a more personalized experience.
What should I bring?
Comfortable shoes, water, and perhaps a hat for sun protection—everything else is taken care of.
What’s the cancellation policy?
You can cancel free of charge up to 24 hours in advance, with a full refund. Cancellations less than 24 hours prior are not eligible for refunds.
Does the tour operate in bad weather?
Yes, if weather conditions cause cancellation, you’ll be offered a different date or a full refund.
Is this tour available year-round?
While not explicitly stated, the tour is likely weather-dependent, so it’s best to check availability close to your intended dates.
If Tuscany’s scenic towns and world-class wines are calling you, this private tour might just be the perfect way to experience them at your own pace.
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