Siena’s scooter and motorbike rentals offer a practical way to zip through Tuscany’s postcard-perfect countryside. The best options combine guided Vespa tours with stops at historic hilltowns and local wineries. Tours run daily from Siena, Florence, San Gimignano, and Castellina in Chianti – each offering a different slice of the region.
We especially love the half-day tours that include both riding time and cultural stops. The Chianti wine region routes are particularly memorable, mixing scenic backroads with traditional lunch spots and family-run vineyards. For first-timers, guided groups provide the ideal introduction to both Vespa handling and Tuscan navigation.
Note that most tours require basic scooter experience and moderate fitness. The best companies provide thorough orientation, helmets, and insurance – essential for a worry-free ride.
Let’s explore the top-rated Vespa tour options in and around Siena:
Good To Know
- Vespa tours from Siena offer scenic routes through the Tuscan countryside and Chianti region, with group sizes up to 16 and private options available.
- Tours include a light lunch featuring traditional Tuscan dishes and wine tasting at renowned Chianti wineries, providing a unique blend of riding, dining, and wine education.
- Participants must have previous Vespa or scooter experience, be at least 18 years old with a valid driver’s license, and meet moderate fitness requirements.
- Tours are rated highly, with a Badge of Excellence based on numerous reviews, and offer insights into local history and culture from professional escorts.
- Pricing varies, with the Castellina in Chianti tour costing $343.60 per person, and flexible cancellation policies in place, though weather-related refunds may not be available.
Vespa Tour With Lunch&Chianti Winery From Siena
The Vespa Tour with Lunch & Chianti Winery from Siena offers travelers an opportunity to explore the scenic Tuscan countryside aboard the iconic Italian scooter.
This full-day tour, which holds a Badge of Excellence based on 124 reviews, takes groups of up to 16 through the rolling hills, passing by the medieval town of Monteriggioni and the renowned Chianti region.
Highlights include a tour and tasting at a Chianti winery, as well as a light lunch featuring typical fresh dishes.
While prior Vespa experience is recommended, the tour provides helmets and professional escorts to ensure a safe and enjoyable ride.
Pickup and drop-off options are available, though the tour isn’t wheelchair accessible.
Read our full review: Vespa Tour With Lunch&Chianti Winery From Siena Review
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Vespa Tour in Chianti Small Group From Florence
Departing from Florence, this immersive Vespa tour takes travelers on a captivating journey through the picturesque Chianti countryside.
Guests will ride authentic Vespas, explore medieval villages, and enjoy a traditional Tuscan lunch paired with a winery tour and tasting.
With an overall rating of 4.0 from 43 reviews, this full-day experience offers a unique blend of activities.
However, it’s important to note that previous scooter experience is recommended, and certain health and safety restrictions apply.
Cancellation policies are flexible, but refunds may not be available for weather-related issues or if the scooter test is failed.
Read our full review: Vespa Tour in Chianti Small Group From Florence Review
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Full-Day Chianti Tour by Vespa Scooter From San Gimignano
From the heart of San Gimignano, this full-day Chianti tour by Vespa scooter invites travelers on an immersive journey through the renowned wine region.
The tour includes a professional guide, Vespa rental with automatic transmission, helmet, fuel, and a winery tour with wine tasting and light lunch. Riders can either opt to drive themselves or ride as a passenger.
The tour explores vineyards, olive groves, and classic Tuscan countryside, with stops for photos and visits to stone villages.
Participants must be at least 18 years old and have a valid driver’s license. The tour operates rain or shine, and a pre-authorization on a credit card is required for any potential damages.
Read our full review: Full-Day Chianti Tour by Vespa Scooter From San Gimignano Review
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Vespa Tour in Tuscany (Guided)
Explore the picturesque Siena countryside aboard a classic Vespa scooter on this guided tour.
With a total of 1 review and a 4.0 overall rating, this private tour offers a unique way to experience Tuscany. The tour includes Vespa rental, helmets, fuel, and a Vespa-mounted guide to lead the way.
Pickup options are available from your hotel within 25km of Siena or the designated meeting point. However, the tour isn’t recommended for pregnant travelers, those with heart problems or serious medical conditions, and isn’t wheelchair accessible.
A moderate fitness level is required. Confirmation is provided at booking, ensuring a seamless experience.
Read our full review: Vespa Tour in Tuscany (Guided) Review
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Vespa Tour in Tuscany From Castellina in Chianti
Visitors to Castellina in Chianti can embark on a captivating Vespa tour that showcases the Tuscan countryside‘s enchanting landscapes.
This private tour lasts approximately 5 hours and costs $343.60 per person, with a minimum age requirement of 18 years and a valid driver’s license.
The tour includes a guided ride through ancient castle villages, a wine tasting, and a delicious lunch.
Knowledgeable staff, such as Tommaso, Martina, and Stefani, lead the tours, providing insights into local history and stunning vistas.
Past participants have praised the experience as a must-do activity, with positive reviews highlighting the fun and informative nature of the tour.
Read our full review: Vespa Tour in Tuscany From Castellina in Chianti Review
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Chianti Vespa Tour
The Chianti Vespa Tour offers an unforgettable way to explore the picturesque landscapes of the Tuscan countryside.
Hop on a vintage Vespa and wind your way through the rolling hills, charming villages, and renowned vineyards of the Chianti region. Breathe in the fresh air, admire the panoramic views, and stop at local wineries to sample the renowned Chianti wines.
The tour guide provides insider knowledge, ensuring you discover the hidden gems and cultural highlights.
Whether you’re a seasoned rider or a first-time Vespa enthusiast, this tour promises an exhilarating and immersive experience that’ll leave you with lasting memories of Tuscany’s beauty and charm.
Read our full review: Chianti Vespa Tour Review
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Frequently Asked Questions
Can I Ride a Vespa Without a License?
You generally can’t ride a Vespa without a valid driver’s license. Most rental companies won’t rent a Vespa to someone without the proper license, as it’s illegal and could result in fines or other penalties if caught riding without the required documentation.
Do the Tours Include Safety Gear?
Most motorbike and scooter rental companies provide safety gear, such as helmets, for riders. However, it’s important to check the specific rental agreement and confirm what’s included before booking a tour or rental.
What Happens if I Get a Flat Tire?
If a customer gets a flat tire, the rental company will typically provide roadside assistance. They’ll either come and fix the tire or tow the vehicle to a repair shop. The customer won’t be left stranded.
Can I Customize My Vespa Tour Itinerary?
Riders can typically customize their Vespa tour itinerary, allowing them to explore Siena at their own pace and visit the sights that interest them most. Many rental companies offer flexible tour options to accommodate individual preferences.
Are the Vespas Easy to Operate?
Yes, the Vespas are generally easy to operate. They have intuitive controls, making them suitable for both experienced and novice riders. Many rental companies provide thorough instructions to ensure a comfortable and safe riding experience for their customers.
The Sum Up
Siena and the surrounding Tuscan countryside offer a range of Vespa rental options for visitors. From guided tours to self-guided excursions, riders can explore the picturesque Chianti region by scooter. These tours often include stops at wineries, villages, and landmarks, providing a unique and memorable way to experience the beauty of Tuscany. Whether you’re a first-time or experienced rider, Siena’s Vespa rentals cater to all skill levels and interests.