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Experience Chianti from a new perspective with this small-group Vespa tour from Florence, including wine tastings, Tuscan lunch, and scenic countryside rides.
This small-group Vespa tour offers a unique way to explore the Chianti region, departing from Florence for around 6 to 7 hours. Priced at $293.74 per person, it combines scenic rides, wine and olive oil tastings, and a hearty Tuscan lunch. The tour is ideal for those new to Vespa driving, with all equipment provided and a thorough orientation session led by an English-speaking guide.
While no prior experience is required, participants must hold a valid driving license and be at least 18 years old to drive, with a minimum age of 13 for passengers. The tour’s intimate format, limited to 12 travelers, ensures personal attention and a relaxed pace, allowing for plenty of stops and photo opportunities amid vineyards and historic villages.
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The tour begins at Piazza Mentana, 2 in Florence, a location easily accessible near public transportation options. The starting point is straightforward to find, setting the stage for a smooth and stress-free adventure into the Chianti countryside. The activity concludes back at the same meeting point, making logistical planning simple.

Participants are transported from Florence into the lush Chianti landscape via a minivan, giving everyone a chance to enjoy the scenery during the short ride. The tour’s orientation session is led by a professional guide, who explains how to operate the Vespa safely and conducts a driving test in a controlled environment to confirm confidence.
The Vespa scooters used for the tour are 125cc and 150cc models, suitable for beginners. Safety gear, including helmets, is provided, and the guide remains available for those who prefer to ride with the guide rather than drive themselves. This flexibility makes the experience accessible for a range of comfort levels.
Once on the road, the tour takes in scenic country roads lined with vineyards and olive trees. Participants pass through Medieval villages, capturing memorable photos along the way. The rides are designed to be enjoyable and not overly challenging, with plenty of opportunities to stop for pictures and take in the picturesque surroundings.
The route showcases the unique landscape of Chianti, emphasizing its rolling hills and historical charm. The guide points out notable features and shares insights into the region’s rich wine and olive oil production.
One of the highlights is a visit to a well-known winery producing Chianti red wine. Guests explore the fascinating cellars and learn about wine production processes, gaining a deeper appreciation for this iconic Italian beverage. The tasting session features local wines served in a relaxed setting, with enough moderation encouraged due to included wine tastings.
The tour also stops at a boutique winery, where participants sample olive oil directly from local producers. This hands-on experience offers a chance to understand the craftsmanship behind these regional products and, if desired, purchase at competitive prices.
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A traditional Tuscan meal unfolds at the boutique winery, perfectly paired with local wines. The lunch adds a satisfying culinary element to the tour, giving guests a taste of authentic Tuscan cuisine. Complemented by a pleasant wine tasting and extra olive oil sampling, this meal is a genuine highlight.
The experience is designed to be relaxed and enjoyable, with ample time to savor the flavors and discuss the flavors with the guide or fellow travelers. The booklet on Chianti wine and the territory acts as a thoughtful keepsake to deepen understanding and appreciation.
This tour is suitable for most fitness levels, but comfortable shoes are recommended for walking and riding. Participants should be aware that medical expenses are the traveler’s responsibility, as third-party insurance does not cover medical costs. Moderate drinking is advised, especially since wine tastings are involved.
For those uncomfortable riding alone, the option to ride with the guide or on the backup minivan is available, ensuring safety and peace of mind. The test ride in a controlled area helps determine whether each participant is confident enough to ride solo, with no refunds issued if safety concerns arise afterward.
At $293.74 per person, this tour offers a comprehensive experience combining scenic riding, cultural visits, and authentic tastings. The small-group size enhances interaction with the guide and allows for a more personalized experience. Booking tends to be popular, with most reservations made about 58 days in advance, indicating its appeal.
The tour’s flexible cancellation policy allows free cancellation up to 24 hours before the activity, providing peace of mind for travelers who might have schedule changes.
The Chianti by Vespa – Small Group Tour stands out for its combination of scenic countryside rides, wine and olive oil tastings, and Tuscan cuisine, all in a manageable, small-group setting. This tour is perfect for beginners or those seeking a relaxed adventure that offers both fun and cultural insights.
While the experience involves some riding, the orientation session and flexible riding options ensure safety and comfort for most participants. The local guide’s knowledge enriches the journey, making it more than just a sightseeing tour—it’s an authentic taste of Chianti’s charm.
Travelers looking for an active yet relaxing day in Tuscany, with the chance to learn about wine production and enjoy beautiful vistas, will find this Vespa tour a memorable choice. Its balance of adventure, culture, and cuisine makes it a standout experience among Florence-based excursions.
“For me as the first time rider it was so perfect, I was a bit skeptical at first but trust me we had a great time. The bike routes , city and wine…”
Do I need previous Vespa riding experience?
No, this tour is designed for beginners. A comprehensive orientation and driving test are provided to ensure everyone can ride safely or choose to ride with the guide.
What is included in the price?
The fee covers all equipment and helmets, a guided orientation, Vespa riding, visits to famous wineries, wine and olive oil tastings, and a Tuscan lunch with wine pairings.
Can I ride with the guide instead of driving?
Yes, guests can opt to ride with the guide if they prefer not to drive, ensuring a safe and enjoyable experience.
What should I wear?
Comfortable shoes are recommended. Since the activity involves riding, appropriate clothing for riding in potentially warm weather is advised.
Are there any age restrictions?
Participants must be at least 18 years old to drive. The tour can accommodate passengers as young as 13.
What is the cancellation policy?
Guests can cancel free of charge up to 24 hours before the activity for a full refund. Cancellations within 24 hours are non-refundable.