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Experience Tuscany on a Vespa with guided countryside rides, a charming winery visit, authentic lunch, and Chianti wine tasting—all in 5 hours from Florence.
Exploring the scenic Tuscan countryside becomes a lively adventure on this Tuscany Vespa Tour, which combines the fun of riding a Vespa with authentic food and wine experiences. Priced at $219.03 per person, this 5-hour tour departs from Florence and is recommended for travelers seeking a mix of sightseeing, local culture, and a touch of thrill. With automatic Vespas that are easy to handle, it’s suitable even for those who are new to riding. The tour starts with a convenient pickup from the tour office in Florence, followed by a short van transfer to the countryside, where the real magic begins.
What makes this tour stand out is its careful balance of guided countryside riding, a wine and olive oil tasting, and an authentic Tuscan lunch. While some reviews mention that a small number of guests may not get to drive if their riding skills are assessed as unsafe, the overall experience is highly praised for its knowledgeable guides and the beautiful scenery. The combination of scenic drives, wine education, and excellent food makes this a popular choice for those wanting to experience Tuscany in a relaxed, yet lively style.


The experience begins at the tour office in Florence’s Via dei Pandolfini. From there, travelers are transported in an air-conditioned minivan to the private winery in the Chianti region, a journey that takes about 30 minutes. This setup keeps the focus on the countryside adventure rather than city logistics. The guides are ready to provide a Vespa tutorial—no previous riding experience is necessary, as the Vespas are equipped with automatic gears for easy handling.
Once in the countryside, guides lead you through winding country roads, past vineyards, olive groves, and stately villas. The pace is relaxed, offering plenty of opportunities to snap photos and enjoy the views. Guests appreciate the guides’ storytelling, which adds depth to the experience by sharing regional history and culture.
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The core of this tour is the scenic Vespa ride through the Chianti countryside. The manual is straightforward: after a short practice, you set off behind a guide or as a solo driver with clear instructions. The automatic transmission Vespas make this accessible even for newcomers.
Guests praise the friendly guides like Alexa and Dejan, who ensure everyone feels comfortable and safe. Some guests opt to ride as a passenger, which is also an option, allowing those less confident to still enjoy the views. The drive takes you past vineyards and olive groves, with occasional photo stops. Reviewers mention that the stunning scenery and peaceful country roads are a highlight, offering a genuine taste of Tuscan life away from tourist hotspots.
The winery visit is a key highlight, featuring an exclusive tour of a family-owned estate with four generations still living on the property. The estate produces its own wine, olive oil, fruits, and vegetables. The visit includes a walkthrough of the cellar with a sommelier—Luca, who explains the wine-making process and the history of the estate.
The cellar, dating back to the 1200s, provides a historic backdrop for the tasting. Guests have the chance to learn about Chianti wines and sample varieties directly from the property. The guides strive to offer an intimate and educational experience, with some reviews noting the knowledgeable and hospitable nature of the guides like Luca. The visit also allows for olive oil sampling, adding to the local culinary experience.

Following the winery tour, guests enjoy a Tuscan lunch designed to showcase local ingredients. The meal typically includes bread, cheese, meats, pasta, and dessert, all served with Chianti wine. Some reviews highlight the generous portions and delicious flavors, especially the fresh pesto and homemade dishes. The olive oil served alongside the meal is produced on-site, enhancing the authenticity.
The wine tasting features a variety of Chianti wines, with Luca providing insights into each. Guests appreciate the informative commentary and the opportunity to sample different wines paired with the meal. The lunch experience is praised for its quality and the relaxed atmosphere, making it a perfect way to unwind after the countryside ride.

After the meal and wine tasting, guests are transported back to Florence via minivan. The return trip is smooth, giving plenty of time to reflect on the day or share stories. The entire experience is designed to fit comfortably within 5 hours, making it suitable for a half-day outing.
Guests often mention that the return journey allows for a peaceful drive through the landscape, and guides sometimes go out of their way to offer scenic routes—such as passing Piazzale Michelangelo for a sunset view of Florence.
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This tour appeals to those who want to combine scenic riding with culinary delights and wine. It suits beginners and experienced riders alike, thanks to the automatic Vespa and the safety assessments conducted by guides. Groups of up to 20 travelers find the experience social and lively, with guides like Alexa and Dejan known for their friendly, professional demeanor.
It’s especially well-suited for foodies and wine enthusiasts who want to learn about local products in an authentic environment. The beautiful scenery, combined with the personalized touches like off-road practice and photo stops, make this trip stand out among countryside excursions.

The meeting point is at the Florence tour office, with pickup included. The tour has a minimum age of 18 for drivers, but passengers under 18 are welcome. A valid driver’s license must be presented, and most travelers can participate, provided they meet safety standards.
The tour is operated by Tuscany Cycle, with multi-lingual guides. Vegetarian options are available upon request, and the tour is most suitable in good weather—poor weather may lead to cancellation, with the option for a full refund or rescheduling. The group size is capped at 20, ensuring a personalized experience.

The Tuscany Vespa Tour offers a well-rounded experience that combines scenic countryside rides, a historic wine estate, and a delicious Tuscan lunch. With high praise for guides, beautiful views, and authentic food and wine, it remains a top-rated choice for experiencing Tuscany beyond the city.
It’s ideal for those who enjoy adventure, gastronomy, and local culture in a relaxed setting. While some may prefer a more intensive wine tasting or less driving, most find the balance of activities perfect for a memorable half-day excursion.
“Lived the dream! The tour through the countryside was beautiful. We had such fun and friendly guides in Dejan and Alexa, they made the experience s…”
Is riding a Vespa suitable for beginners?
Yes, the Vespas have automatic gears, and a short tutorial is provided. Guides carefully evaluate riding skills to ensure safety.
What does the tour include?
The tour features van transfer from Florence, Vespa riding, a visit to a private Chianti winery, a wine and olive oil tasting, and a Tuscan lunch with Chianti wine.
Can I ride as a passenger?
Yes, passengers under 18 are allowed, and guests who prefer not to drive can ride as a passenger with the guide.
What is the group size?
The maximum number of travelers is 20, fostering a friendly and intimate atmosphere.
What is the cancellation policy?
The tour offers free cancellation up to 24 hours before the scheduled time, with full refunds available if canceled in time.
Is the tour weather-dependent?
Yes, the experience requires good weather; cancellations for poor weather are possible, with options for rescheduling or full refunds.