Looking for a way to see Tuscany that’s a bit more adventurous than just a bus ride? This Afternoon Tuscany Vespa Tour from Florence with Wine Tasting offers an exciting combination of scenic rides, medieval charm, and local flavors. It’s tailored for travelers who enjoy a small-group vibe, a bit of thrill, and a good dose of wine and food.
Two things we especially appreciate about this experience are the guided rides through vineyards and olive groves—which make the scenery come alive—and the authentic wine tasting paired with a delicious dinner at a local winery. That said, it’s not necessarily for everyone: be prepared for a physical activity level that requires moderate fitness, and remember that riding a Vespa means you need a valid original driver’s license.
This tour suits those who want a taste of Tuscany’s natural beauty and history without the feeling of being on a crowded bus. It’s particularly appealing if you love a mix of outdoor adventure, cultural sights, and relaxed, intimate dining.
- Key Points
- An In-Depth Look at the Tuscany Vespa Tour
- What the Tour Entails
- San Gimignano – The Medieval Marvel
- Wine Tasting & Dinner
- The Ride & Group Size
- Practical Considerations
- What Travelers Are Saying
- Who Should Book This Tour?
- FAQ
- Afternoon Tuscany Vespa Tour from Florence with Wine Tasting
- Final Thoughts
- More Food & Drink Experiences in Florence
- More Tours in Florence
- More Tour Reviews in Florence
- More Florence experiences we've covered
Key Points

- Small-group experience: Max 8 people, which keeps it personalized and enjoyable.
- All-inclusive: Vespa rides, guided tours, dinner, and wine tasting are covered.
- Scenic route: Ride through vines, olive groves, and charming medieval towns.
- Visit San Gimignano: Explore the iconic towers and local shops.
- Wine & food: Enjoy a guided wine tasting and dinner at a Chianti winery.
- Flexible cancellation: Free cancellations up to 24 hours in advance.
An In-Depth Look at the Tuscany Vespa Tour

If you’re after a way to experience Tuscany that’s more than just sightseeing from a bus window, this Vespa tour from Florence might be just what you need. It combines the thrill of riding Vespas—an activity that’s surprisingly fun and freeing—with immersive visits to one of Italy’s most picturesque medieval towns and a taste of local wine and cuisine.
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What the Tour Entails
At its core, this is a small group, all-inclusive adventure that lasts about 7 to 8 hours. You’ll start in Florence at a convenient meeting point in the early afternoon and head straight into the Chianti countryside in an air-conditioned minivan. Once there, you’ll get your Vespa and driver’s license checked before hitting the paved roads lined with vines and olive groves.
The highlight for many is riding through scenic landscapes, with guides sharing tidbits about the region’s agricultural traditions and local lore. It’s a fantastic way to get a taste of Tuscany’s natural beauty without the hassle of planning multiple outings.
San Gimignano – The Medieval Marvel
You’ll spend a significant chunk of time in San Gimignano, a medieval town famous for its towers. The town’s skyline is instantly recognizable and offers plenty of charm for wandering and shopping. Visitors often comment on how well-preserved and authentic the town feels, like stepping back in time.
With about an hour to explore, you’ll have the chance to stroll the cobblestone streets, browse local shops, and soak in the atmosphere. The reviews note that this visit is a highlight, with travelers appreciating the chance to take photos and enjoy the peaceful ambiance.
Wine Tasting & Dinner
After the town visit, the tour continues with a guided wine tasting at a winery in the Chianti area, lasting around three hours. Here, the focus is on enjoying authentic wines paired with a hearty dinner. One reviewer raved about the “delicious wines” and the pristine setting of the winery, noting they even ordered bottles to ship home.
This aspect of the tour isn’t just about drinking; it’s about experiencing the craftsmanship behind Tuscan wines and discovering what makes the region so renowned. The dinner features local delicacies, often described as “great hospitality” and “very nice.” Plus, dietary restrictions like vegetarian or gluten-free options can usually be accommodated if you specify in advance.
The Ride & Group Size
The Vespa experience is designed for up to 8 participants, which strikes a balance between sociability and intimacy. The guides are licensed professionals, ensuring safety and local insight. Riders must be over 18 with a valid original driving license, so this isn’t an option for kids or non-drivers.
The ride itself is on paved roads, making it accessible for most with moderate physical fitness, and it’s an activity that many find exhilarating and memorable. As one reviewer said, “The vespas are so fun and the views are incredible,” suggesting that those looking for a little adventure will really enjoy this.
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Practical Considerations
The tour starts at 1:30 pm from Via Curtatone in Florence. Transportation back to Florence is included after dinner, making it a stress-free experience. Private pickup and drop-off are available for an extra fee, which could be worth considering if you’re not staying close to the meeting point.
Weather can impact the day—if skies turn unfavorable, the tour might be canceled with a full refund or rescheduling options. The tour is best suited for travelers comfortable with a bit of physical activity and who enjoy guided group experiences.
What Travelers Are Saying

The reviews speak volumes about this tour’s appeal. One reviewer called it “a fun day in Tuscany,” emphasizing the “amazing views” and the friendly guide who shared knowledge along the way. They also appreciated the opportunity to meet new people in such a relaxed setting.
Another traveler called it a “10/10 experience,” raving about Christian, the guide, and the overall atmosphere. “The dinner and wines were all so delicious we ordered bottles to be shipped home!” they said. That kind of enthusiasm hints at the authentic, high-quality experience you can expect.
Who Should Book This Tour?

This Vespa & wine adventure is ideal for travelers seeking a fun, active way to explore Tuscany’s countryside. It’s especially suitable if you’re comfortable riding Vespas on paved roads and want a more personal, behind-the-scenes feel of the region.
It’s also perfect for those who love good wine and food, enjoy scenic drives, and are looking for a memorable day that combines adventure, culture, and relaxation. If you’re traveling as a couple, friends, or small group, you’ll find the intimacy and guided expertise really enhance the experience.
However, if you’re not comfortable on a scooter or don’t have a valid driver’s license, this tour might not be the best fit. Likewise, those seeking a purely relaxed, seated experience might prefer a bus or private tour.
FAQ

Is this tour suitable for children?
It is described as kid and family friendly, but since riding a Vespa requires a valid driver’s license and moderate physical activity, it’s mainly suitable for teens and adults.
Do I need a driver’s license?
Yes, you must have an original driving license. Photocopies or photos are not accepted.
What about dietary restrictions?
The tour can accommodate special diets like vegetarian, vegan, or gluten-free, but you should specify these requirements when booking.
How long is the total tour?
It lasts approximately 7 to 8 hours, including travel, riding, sightseeing, and dinner.
Is transportation back to Florence included?
Yes, after the dinner and wine tasting, the minivan returns you to Florence. Private transfer is available at an extra cost.
Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before the tour, with a full refund. Cancellations less than 24 hours in advance are non-refundable.
What is the group size?
Up to 8 people, ensuring a more personalized experience.
What should I wear or bring?
Comfortable clothing suitable for moderate physical activity; don’t forget your driver’s license. Weather-appropriate gear is recommended in case of rain.
Afternoon Tuscany Vespa Tour from Florence with Wine Tasting
“The views on the Vespa tour are amazing and this is a good company to work with. The tour guides have a lot of knowledge to share and give you a wo…”
Final Thoughts

This Tuscany Vespa tour from Florence offers a well-rounded mix of scenery, culture, and food — perfect for adventurous travelers who want a unique way to explore. The guided rides through vineyards and olive groves provide stunning views, while the visit to San Gimignano adds a touch of medieval magic. Top-notch wine and dinner at a local winery are the cherries on top, making for a memorable day.
While it’s not suitable for everyone—especially those uncomfortable on a Vespa or without a driver’s license—the overall experience is highly praised for its authentic, friendly atmosphere and spectacular vistas. If you’re craving a mix of activity, culture, and gastronomy, this tour could be just what you’re looking for.
Whether it’s your first trip to Tuscany or a return visit, this adventure promises a taste of the region’s charm that you won’t forget.
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