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

4 hoursEnglish, Spanish, French, Italian +12San Gimignano, Italy

Free cancellation

Your Experience

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

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.

Included

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.

Not included

Tips & Gratuities
Pick-up from accommodation

Choose your option

3 options

Check availability on Headout

Meeting and pickup

1 location

Pickup detailsRead more

• 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.

Meeting point1

Meeting
Strada di Sant' Appiano 9/i, San Gimignano
Strada di Sant' Appiano 9/i, San Gimignano, SAN_GIMIGNANO, 50028, Italy
Open in Google Maps

End point

End

This activity ends back at the meeting point.

Good to know

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.
Sandals, flip-flops, and heels are not allowed; only closed-toe shoes are permitted for safety reasons.