If you’re considering a unique way to explore the stunning Tuscan countryside, the Romantic Vespa Tour and Wine Tasting in Montepulciano might just be your perfect match. Promising a blend of scenic riding and indulgent wine experiences, this tour has garnered glowing reviews and offers an experience that feels both personal and luxurious. Whether you’re a seasoned Vespa rider or a curious first-timer, this trip could be a highlight of your trip to Italy.
What draws many to this experience are two key aspects: the chance to zip through the rolling hills on a classic Vespa while soaking in extraordinary views, and the chance to enjoy authentic wine tasting paired with local food. Both activities promise a relaxed, romantic vibe—ideal for couples or anyone wanting to combine adventure with culinary delight. That said, a potential consideration is that riding a Vespa requires a valid driving license and a bit of confidence on two wheels, so it’s not for everyone.
This experience suits travelers who love scenic drives, enjoy good wine, and are comfortable on a scooter. It’s especially appealing for those wanting an intimate, memorable day in Tuscany, away from the typical bus tours. Let’s take a closer look at what makes this tour both special and practical.
Key Points

- Scenic Ride: Experience breathtaking views of Tuscany’s countryside, either along the Val d’Orcia or Lake Trasimeno.
- Flexible Riding Options: Choose to drive your Vespa or ride as a passenger with a guide for a more relaxed experience.
- Authentic Tasting: End with a wine-tasting lunch featuring local Montepulciano wines paired with delicious food.
- Small Group: Limited to 8 travelers, ensuring a personalized and intimate atmosphere.
- Ideal for Confident Riders: A valid driving license and scooter experience are necessary if you want to drive.
- Highly Rated: Consistently praised for friendly guides, scenic routes, and tasty food.
An Overview of the Tour

This tour is a beautifully curated combination of two iconic Tuscan experiences—scenic Vespa riding and wine tasting at a local vineyard. Priced at around $230 per person, it may seem like a splurge, but considering the personalized nature and the quality of experiences, many find it worthwhile.
The tour lasts about 5 hours, making it a half-day adventure filled with sights, sounds, and flavors. It’s organized by Cantina PODERE CASANOVA Montepulciano, a reputable local provider known for their authentic offerings. The meeting point is located on Strada Provinciale 326 Est in Montepulciano, and the activity ends back at the same spot. You’ll want to arrive ready for some fun and adventure.
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The Itinerary: What You’ll Do

The tour begins at the meeting point, where you’ll meet your guide, who will brief you on safety and what to expect during the ride. Depending on your confidence level, you can opt to drive your Vespa or ride as a passenger with an experienced escort.
Driving a Vespa through the countryside means you’ll weave along peaceful, scenic roads that reveal the true charm of Tuscany. The routes are designed to be enjoyable and manageable, with many reviews emphasizing the ease of the backroads. “The scenery was impressive, and the backroads made for an easy ride,” shares one reviewer, highlighting how accessible and scenic the ride can be.
During the ride, you will make stops in Montepulciano and Pienza—both picturesque towns worth exploring briefly for photos and soaking in local character. These stops are perfect for snapping memorable shots and appreciating the historic charm.
The highlight of the tour is the visit to Podere Casanova’s vineyard, where you’ll indulge in a tasting lunch. Expect a carefully prepared meal that includes a first course, a charcuterie platter, and dessert—paired with a selection of Montepulciano wines. Guests have praised the food, describing it as delicious and fitting perfectly with the setting. One reviewer loved the “lasagna lunch” and appreciated how the wines complemented the flavors.
The wine tasting itself is hosted by knowledgeable staff, with reviews noting the variety and quality of wines sampled. Many mention the organic wines and the hospitable atmosphere. One guest summarized it perfectly: “Wines & aperitivo in the vineyard—what a combo!”
What Makes This Tour Stand Out
The scenery is undeniably breathtaking. Whether you choose to explore the Val d’Orcia or Lake Trasimeno, you’ll get a true taste of Tuscany’s rolling hills, olive groves, and vineyards. The routes are praised for being manageable, with many reviewers commenting on how safe and enjoyable the ride was, even for those new to Vespa riding.
The guides are frequently highlighted as friendly, knowledgeable, and attentive. They make sure everyone feels comfortable, whether you’re a confident rider or just a passenger. As one review states, “The tour guide was great and very nice,” which adds an extra layer of comfort, especially if you’re new to these kinds of activities.
The food and wine experience at the vineyard is another standout. Guests rave about the quality of the wine, describing it as excellent and organic, and appreciate the warm, hospitable atmosphere. The pairing of the wine with local dishes elevates the experience beyond just a tasting.
The small group size—max 8 travelers—adds intimacy and flexibility. You won’t be lost in a crowd, and your guide can tailor some parts of the experience to suit your pace or interests.
Practicalities and Considerations
While this tour offers a lot, it’s essential to note some practical points. The duration of about 5 hours is well-balanced, but it’s an active experience that involves riding a scooter for roughly 2.5 hours. If you’re not comfortable riding a Vespa or don’t have a valid driving license, you can opt to ride with an escort, but you’ll need to be at least 18 years old to drive yourself.
Cost-wise, at around $230, this experience might seem steep, but it includes a scenic ride, wine tasting, and a meal. Many reviewers felt it was a good value for the personalized, high-quality experience they received.
Weather dependency is worth noting—if the weather turns poor, the tour might be canceled, but you’d be offered a different date or a full refund. So, keep an eye on the forecast when booking.
Who Should Consider This Tour?
This experience is best suited for travelers who enjoy scenic drives, outdoor adventures, and wine. It’s ideal for couples seeking a romantic, memorable day, but also for solo travelers or small groups who want a taste of authentic Tuscany away from crowded tours.
Given the riding requirement, it’s not recommended for those who aren’t comfortable on a scooter or don’t have a valid license. If you love the idea of exploring Tuscany’s countryside with a relaxed pace, great views, and good wine, this experience could be just what you’re looking for.
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The Sum Up
The Romantic Vespa Tour and Wine Tasting in Montepulciano offers a charming combination of adventure and indulgence. It’s a wonderful way to see Tuscany’s landscape from a unique perspective, all while enjoying excellent local wines and food. The tour’s small group size and friendly guides make it feel intimate and personalized, which is perfect for creating lasting memories.
If you’re comfortable on a scooter and looking for a way to blend sightseeing with flavors of Italy, this experience is well worth considering. It’s not just about riding; it’s about enjoying the essence of Tuscany—its views, its wines, and its warm hospitality.
For anyone seeking a balanced mix of scenery, culture, and culinary delight, this tour ticks all the boxes. Just remember to book in advance, check the weather, and ensure you’re comfortable riding a Vespa. That way, you’ll be set for a day that truly captures the spirit of Tuscany.
Romantic Vespa Tour and Wine Tasting
“The scenery was impressive, and the backroads made for an easy ride. The food and wine testing at the vineyard was also a great experience.”
FAQ

Do I need a driving license to participate?
Yes, a valid driving license is required if you want to drive your Vespa. Riders must be at least 18 years old. If you’re not confident riding, you can opt to ride as a passenger with a guide.
Can I ride as a passenger?
Absolutely. You have the option to ride as a passenger if you prefer not to drive or lack scooter experience. The tour includes the option for an escort to ride with you.
How long does the tour last?
The entire experience lasts about 5 hours, including riding, stops, and the vineyard visit. Expect approximately 2.5 hours of riding time.
What is included in the wine tasting?
The tasting features a selection of Montepulciano wines, served alongside a meal that includes a first course, charcuterie, and dessert, all at a local vineyard.
Is this experience family-friendly?
While the tour is suitable for most travelers, the scooter riding component requires a valid license and a certain level of confidence. Children under 13 can be passengers, but it’s primarily aimed at adult travelers.
What should I wear?
Dress comfortably for riding, with weather-appropriate clothing. Closed-toe shoes are recommended. The experience is weather-dependent, so check the forecast before your booked date.
Is the experience refundable if the weather is bad?
No, this experience is non-refundable. If canceled due to poor weather, you’ll be offered an alternative date or a full refund.
If you’re after an authentic taste of Tuscany—scenic, flavorful, and topped with a dash of adventure—this Vespa and wine tour could be exactly what you need. Just plan ahead, ride safely, and enjoy the ride!
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