Chianti Vespa Tour with Vernaccia Wine Tasting and Winery Visit at Sunset





Duration
Free cancellation
Book now, pay later
- Glide past rolling vineyards, olive groves, and medieval villages as you explore the Chianti hills at sunset.
- Pause at a local winery to sample Vernaccia white wine, a true taste of Tuscany’s heritage.
- Snap stunning photos of San Gimignano’s hills and classic rural landscapes bathed in golden afternoon light.
- Choose to drive your own Vespa, share with a companion, or ride as a passenger—no experience needed for some options.
- All essentials included: helmet, fuel, insurance, and a guided Vespa ride through the Tuscan countryside in a small group.
- Drive your own automatic 50cc Vespa through the scenic countryside around San Gimignano.
- Safety orientation, driving test, helmet, fuel, and third-party insurance included.
- Small-group tour with a maximum of 6 Vespas, led by a professional tour leader.
- Scenic route through vineyards, olive groves, and medieval villages.
- Panoramic views of the San Gimignano hills.
- Stop at a local winery for a Vernaccia di San Gimignano wine tasting.
- Tips & Gratuities
- Pick-up from accommodation
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Explore Tuscany in the afternoon on board an original Italian Vespa 50cc.
Meet our team and fellow adventure travelers at our office located in the heart of the Chianti region to receive a test drive conducted by your tour leader, ensuring the safe operation of the Vespas before setting off on a leisurely 2-hour tour in the afternoon, when it's cooler.
Start the Vespa ride on quiet and scenic roads through the rolling hills of Chianti, where some of the most famous Tuscan wines are produced, and fall in love with the vine fields, cypresses and Tuscan rural houses as the sun goes down. Don't worry, we will stop many times to take pictures along the way!
Keep riding through the beautiful Tuscan countryside and stop for a small wine & olive tasting to try the famous local Chianti wine before you come back to the starting point to leave the Vespas and say goodbye to your new friends.*Please note that the sunset time vary depending on the months
What to bring
- Drivers must bring original physical documents: a valid driving license, passport (no copies), and a credit card (no prepaid, debit, Amex, or bancoposta) for a €500 deposit per Vespa.
- All participants should wear closed-toe shoes, as sandals, flip-flops, or heels are not permitted.
- Wear comfortable, breathable clothes such as jeans, leggings, or casual trousers, and avoid short skirts or very loose clothing.
- Bring a light jacket or raincoat, as it can get windy or rainy in the Tuscan countryside.
- Arrive at the Tuscany on Wheels office in Barberino Tavarnelle with all required documents.
What's not allowed
- Sandals, flip-flops, and heels are not allowed; only closed-toe shoes are permitted for safety reasons.
Accessibility
- The experience is not recommended for people under 1.60m (5’3”) in height.
- The maximum recommended total weight per Vespa is 160 kg (353 lbs).
Additional information
- Previous scooter, Vespa, or motorcycle driving experience is required for all drivers, and a driving test will be conducted before departure.
- Drivers must be at least 18 years old, and passengers must be at least 15 years old.
- The tour operates with a minimum of 4 participants.
- If you are unable to drive safely, you may be offered the option to ride as a passenger or not participate, but no refund will be provided in this case.
- In case of heavy rain, the tour may be conducted by minivan instead of Vespa.
- Cancellations made at least 24 hours prior to the tour receive a refund minus a 10% fee; cancellations less than 24 hours before the tour are non-refundable.
- Pick-up from accommodation or Poggibonsi train station is available upon request but is not included in the tour price.
- Your voucher will be emailed to you shortly.
- Display the voucher on your mobile phone with a valid photo ID at the starting point.
- Please check your final voucher for the starting point details & specific instructions.
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