Florence: Tuscany Vespa Wine Tour with Lunch & Wine Tastings

If you’re dreaming of experiencing Tuscany’s rolling hills and vineyards in a lively, authentic way, this Vespa-based tour from Florence might just be your perfect day trip. We haven’t tried it ourselves, but after reviewing countless reviews and the detailed itinerary, it’s clear this experience appeals to travelers eager for scenic adventure, local food, and a dash of medieval magic.

What makes this tour shine? First, the small-group setting ensures a more personal and relaxed vibe — no crowded buses here. Second, the combination of scenic Vespa rides and visits to stunning towns promises both adventure and cultural charm. A potential drawback? If you’re not comfortable on a scooter or don’t have a valid driver’s license, you’ll need to opt for the passenger option, which might feel less hands-on.

This tour is best suited for active travelers who enjoy a bit of fun with their sightseeing, love good wine, and want a taste of Tuscany that goes beyond typical tours. It’s perfect for couples, small groups, or travelers keen to combine adventure with the region’s famous flavors.

Key Points

• Vespa Experience: Ride through Tuscan vineyards and hills, with guidance available for non-drivers.
• Visit San Gimignano: Explore the “Medieval Manhattan” with a guided tour and visit a top gelato maker.
• Authentic Lunch & Wine Tasting: Savor a light Tuscan lunch paired with wines at a local winery.
• Small Group: Limited to 8 participants for a more personalized experience.
• Family-Friendly: Children can join as passengers, and infants can ride in a Tuk-Tuk.
• Flexible & Transparent: Free cancellation up to 24 hours in advance and pay later options add peace of mind.

You can check availability for your dates here:

An Introduction to the Tour Experience

This tour offers a lively way to explore Tuscany’s scenic countryside from Florence. Imagine cruising along quiet, winding roads, surrounded by vineyards and olive groves, with the wind in your hair and panoramic views of rolling hills. It’s a chance to see the authentic Tuscany that often gets overshadowed by more formal wine tours or bus trips.

One of the most praised aspects is the small-group setting, capped at only 8 participants. This keeps the experience intimate, allowing guides to tailor stops and share stories about the region. With no prior Vespa experience required, it’s accessible even if you’ve never ridden a scooter before. Plus, the option to ride as a passenger means everyone can join in the fun, whether you want to drive or just enjoy the scenery.

The highlighted stops like San Gimignano — often called the “Medieval Manhattan” for its skyline of towers — are genuine highlights. Combined with a visit to a family-run winery and a delicious Tuscan lunch, this tour checks off many boxes for a day full of sights, tastes, and memories.

However, keep in mind that the overall cost is around $226.57 per person. While that might seem steep, reviews suggest it offers good value, especially given the personalized guidance, the quality of the lunch and wine, and the chance to experience Tuscany in such an active, engaging way.

The Itinerary Breakdown

Start Point & Orientation

You’ll meet just outside Café Gamberini in Florence at 9 AM — a convenient, central location. The tour duration is about 7 hours, which includes all the riding, sightseeing, and tasting stops. The start time is flexible depending on availability, so it’s worth checking ahead.

Vespa Riding & Scenic Drives

Once everyone is comfortable with the Vespa or passenger arrangement, the fun begins. The guide leads the small group along quiet routes through Chianti’s vineyards, olive groves, and rolling hills. These roads are chosen for their serenity and scenic value, avoiding busy traffic and giving you plenty of chances to enjoy the views and take photos.

The Vespa not only adds a fun factor but also allows you to access areas larger tour buses can’t reach. According to reviews, the ride is “unreal,” with some describing it as breathtaking. Guides often stop for photo opportunities at scenic spots, so you’ll want to have your camera ready.

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Visit to San Gimignano

Next, the tour visits San Gimignano, a UNESCO World Heritage Site famous for its medieval towers. Guides offer a walk through the historic streets, sharing stories about the town’s history and architecture. Visitors love the opportunity to explore at their own pace afterward, with options for shopping, sightseeing, or indulging in the legendary gelato from Dondoli, a world-champion gelato maker. Reviewers mention it as “the gorgeous medieval village,” and one even called it a “must-see.”

The Winery & Lunch

After San Gimignano, it’s time for a wine tasting at a local Chianti producer. The winery is often described as “gorgeous,” with stunning vineyard views. Here, the group enjoys a light Tuscan lunch that keeps things simple but delicious — fresh bread, cheeses, antipasti, and more. The focus is on authentic flavors and quality.

The wine tasting is guided, with knowledgeable hosts explaining the nuances of Chianti wines. Visitors rave about the “great wines of local production,” and many say the lunch and wine pairing make this part of the tour “worth the price.” This is where you can truly savor Tuscany’s culinary treasures, paired with wine that’s both local and high quality.

Return & Flexibility

After the tasting, the tour wraps up back at the original meeting point in Florence. The entire experience is designed to finish around early evening, giving travelers time to continue their Florence explorations or relax after a full day.

What Travelers Love & What to Consider

Authentic Experiences & Local Flavor: Reviews repeatedly mention the knowledgeable guides who add personality and depth to the experience. Many travelers appreciated the “fantastic lunch,” “great wine,” and the opportunity to explore San Gimignano — all authentic, small-scale experiences that feel genuine.

Fun & Safety: The Vespa rides are described as “easy” and “scenic,” with excellent instruction and safety guidance provided — even for those unfamiliar with scooters. If you’re nervous, you can opt to be a passenger, which many found just as enjoyable.

Stunning Views & Photo Opportunities: The panoramic vistas of vineyards, hills, and the medieval skyline of San Gimignano make for unforgettable photos. Guides often stop at viewpoints, making sure you don’t miss those perfect shots.

Value for Money: At $226.57, the tour might seem marginally pricey, but the reviews consistently highlight the quality of the experience. If you value small-group intimacy, a guided visit, and authentic Tuscan cuisine, many consider it excellent value.

Family & Group Friendly: Children over 6 can participate as passengers, and even infants can join in the Tuk-Tuk ride, making it a flexible option for families.

Some Caveats: If riding a Vespa isn’t your thing or you lack a valid driver’s license, this tour still offers the passenger option. But, if you’re looking for a more leisurely or less active day, other options might suit better.

The Practical Side: Transport, Duration & Accessibility

The meeting point is easy to find, and transportation is included for the initial pickup. The 7-hour duration means you’ll have ample time to enjoy each part without feeling rushed. The small group size adds a personal touch, and guides speak both English and Italian, ensuring smooth communication.

The tour is wheelchair accessible, though riding a Vespa isn’t, so if you have mobility issues, the passenger option is preferable. The flexibility in payment and cancellation policy — free cancellation up to 24 hours before — adds peace of mind.

The Review Highlights

From the glowing reviews, several themes emerge:

• Knowledgeable guides make the day more engaging and informative.
• The Vespa ride is frequently described as “breathtaking” and “easy,” with many appreciating the scenic routes.
• The lunch and wine tasting consistently receive high praise, often described as “delicious,” “authentic,” and “great value.”
• Travelers love the intimate, small-group atmosphere, which enhances the overall experience.
• Many say it’s the highlight of their trip to Florence, a perfect mix of adventure, culture, and gastronomy.

This Florence to Tuscany Vespa Wine Tour offers a lively, authentic way to see some of Italy’s most stunning landscapes, sample excellent wines, and explore a mediaeval town. It’s particularly suited for those who enjoy adventure, are comfortable on a scooter or passenger, and want a small-group experience that feels personal and special.

While it’s not a traditional wine tour, it combines the best of Tuscany’s scenery, historical towns, and local flavors in a fun, accessible format. Expect stunning views, friendly guides, excellent food, and a day full of memorable moments. If you’re after a lively, genuine slice of Tuscany — this tour might just be your highlight.

Do I need a driver’s license to participate? Yes, a valid car driving license in original form is required to drive a Vespa. If you don’t feel comfortable riding yourself, you can choose to be a passenger with a guide.

Is this tour suitable for children? Yes, children aged 6-11 can participate as passengers. Infants aged 0-5 can join in a Tuk-Tuk ride, making it family-friendly.

How long does the tour last? The tour lasts around 7 hours, including riding, sightseeing, and lunch. Exact starting times depend on availability, so check in advance.

What’s included in the price? The tour price covers transport, Vespa driving lessons, guided Vespa ride, visits to San Gimignano and a Chianti winery, a Tuscan lunch, and guided wine tastings.

Can I cancel if my plans change? Yes, you can cancel up to 24 hours before the tour for a full refund, offering flexibility if your schedule shifts.

Is the Vespa ride safe? Guides provide thorough instruction and safety guidance. The routes are chosen for their scenic, low-traffic roads, making the ride safe and enjoyable.

What should I bring? Don’t forget your driver’s license and comfortable clothing suitable for riding and outdoor sightseeing. Sunscreen and camera are also recommended for photos.

This Vespa tour offers a vivid, engaging taste of Tuscany — a day that combines adventure, culture, and culinary delights in one compact package. Whether you’re a seasoned scooter rider or a curious first-timer, it promises unforgettable memories in Italy’s most picturesque landscape.

You can check availability for your dates here: