Private Tuscany Vespa Tour with wine and olive tastings
Take the original Italy by Vespa tour to admire the sights, smells, and sounds of the Chianti region. Feel the wind in your hair as you ride past olive groves, medieval churches, and ancient wineries!
- Ride along the most scenic country roads through the breathtaking Tuscan hills on board of a typical Italian Vespa
- Take an easy orientation and driving test to make sure you’re safe and comfortable before riding
- Take photos of vineyards, olive groves, medieval churches and ancient wineries
- Visit a famous winery and enjoy a guided tour of its cellars
- End the tour at a boutique winery and taste a traditional Tuscan lunch or dinner
Meeting Point
Meet your tour leader in Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River).
What is the experience of riding a Vespa through the Tuscan countryside like?
Riding a Vespa through the rolling hills of Tuscany is one of those deeply Italian experiences that stays with you long after the trip ends. There is something irreplaceable about navigating sun-drenched country lanes on a classic Piaggio Vespa - feeling the warm air, passing through rows of ancient cypress trees, and arriving at a Chianti winery with the landscape all around you. Unlike being enclosed in a car, the Vespa puts you in direct, sensory contact with the countryside. It is liberating, romantic, and profoundly Italian.
What driving license do I need to ride the Vespa on this private tour?
A valid driving license is required to ride the Vespa as the driver. You must be at least 18 years old. In most cases, a standard category B car driving license is sufficient - however, we recommend confirming the requirements for your specific country of residence when booking. An electric Vespa option is also available for those who prefer it. A dedicated support minivan accompanies the group throughout the tour for additional safety and peace of mind.
Can someone in my group join the Vespa tour as a passenger without a driving license?
Yes. Passengers do not need a driving license and must be at least 13 years old to ride on the back of the Vespa. The support minivan also travels alongside the group throughout the tour, so anyone who prefers not to ride the Vespa can travel comfortably in the vehicle and still enjoy the full itinerary - including the winery visit, Tuscan lunch, and olive oil and wine tasting. No one in the group needs to miss out.
Is this a Vespa rental or a guided private tour?
This is a fully guided private tour, not a Vespa rental. You will be accompanied throughout the entire experience by a professional local guide who leads the route, shares stories about the Tuscan countryside, and ensures your safety at all times. No prior experience with a Vespa is required — your guide will be with you every step of the way, making this a truly immersive and stress-free adventure through the hills of Tuscany.
Is the private Vespa tour of Tuscany a good choice for a honeymoon or anniversary?
Few experiences in Italy are more romantically charged than riding a Vespa together through the Tuscan hills. This private tour - with its vine-lined roads, winery stop, Tuscan lunch, wine and olive oil tasting, and the timeless scenery of the Chianti countryside - is designed for those who want their travel to feel like a once-in-a-lifetime story. Since the tour is entirely private, the day belongs only to you. Whether for a honeymoon, anniversary, or simply a deeply memorable Italian adventure as a couple, this is an experience you will never forget.
What is the cancellation policy?
For groups of 1 to 8 people, a full cancellation fee applies if you cancel within 7 days of your tour date or in case of no-show. For groups of 9 or more, availability and cancellation terms are available on request.
Starting from
price per person
based on a group of 4