Embark on an adventure in the lesser-known trails of the Chianti region, nestled in the hills of San Gimignano, away from the bustling crowds. Navigate the twisty routes on a 50cc Vespa, guided by a local expert. Indulge in a three-course traditional Tuscan meal paired with wine at a local winery!
Embark on an adventure in the lesser-known trails of the Chianti region, nestled in the hills of San Gimignano, away from the bustling crowds. Navigate the twisty routes on a 50cc Vespa, guided by a local expert. Indulge in a three-course traditional Tuscan meal paired with wine at a local winery!
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Florence - Begin your adventure by visiting our office at 9:30 am for the essential check-in procedures for the tour. Please ensure you have all the necessary documents with you. The tour will set off from Florence at 10:00 am.
The journey to Chianti will take approximately an hour. During this time, your guide will present the day’s itinerary and…
- Florence - Begin your adventure by visiting our office at 9:30 am for the essential check-in procedures for the tour. Please ensure you have all the necessary documents with you. The tour will set off from Florence at 10:00 am.
The journey to Chianti will take approximately an hour. During this time, your guide will present the day’s itinerary and share captivating insights into Tuscany’s history, culture, and landscapes. As you relax and enjoy the scenic drive, take in the rolling hills adorned with vineyards and olive groves. Your guide’s engaging stories and expertise will deepen your appreciation of the region, making the drive both informative and enjoyable.
Unlike other companies offering Vespa tours from Florence that only explore the nearby hills, we will take you to an exclusive area in the heart of the Chianti region, renowned for its stunning scenery and proximity to the famous Tuscan Medieval town of San Gimignano.
- Tuscany on Wheels tours from San Gimignano - Arrive at our headquarters in the heart of the Chianti region at 10:40 am, where you will meet your local leader. After a test drive to ensure you are confident on the Vespa and familiar with safety procedures, you’ll be ready to hit the road.
- Tuscany - Embark on a ride along quiet and scenic roads through the rolling hills of the Chianti region, where some of the most renowned Tuscan wines are produced. Fall in love with the fields of vines, cypresses, and Tuscan rural houses, with plenty of opportunities for photo stops.
Along our route, we will witness the skylines of incredible Medieval villages like San Gimignano and hear the legendary stories these places hold from your local guide.
- Chianti Road - Our next stop is a charming local winery, where the warm and welcoming owners will greet you and guide you through their beautiful property. You’ll have the opportunity to explore the vineyards and learn about the intricate process of wine production. Afterwards, you’ll enjoy a delightful and authentic Tuscan meal, featuring a tasting of their exquisite wines and premium extra virgin olive oil. This experience promises to be a true delight, immersing you in the rich culinary traditions and flavors of Tuscany.
- Sant’Appiano - Hop back on the Vespa and prepare to enjoy the final leg of your scenic drive through the breathtaking Tuscan countryside. As you navigate the winding roads, you’ll be surrounded by rolling hills dotted with ancient olive groves, lush vineyards, and picturesque farmhouses. The Vespa is the perfect vehicle to allow you to fully immerse yourself in the sights, sounds, and scents of Tuscany, creating an unforgettable sensory experience.
- Florence - Return to the original starting point in the afternoon with a camera full of photos and a heart full of joy. Before departing from the group, quickly complete the final vehicle check and prepare for the 45-minute ride back to Florence at 5:00 pm.

- Small Group Tour - 7 vespas max
- Views of the Medieval town of San Gimignano
- Roundtrip transportation by minivan or bus to/from Florence
- Engaging, fun and professional Tour leader
- Third Party Insurance, helmet & fuel
- Typical Tuscan Lunch with Wine experience in a local winery
- 50cc Original Piaggio Vespa scooter with automatic transmission
- Small Group Tour - 7 vespas max
- Views of the Medieval town of San Gimignano
- Roundtrip transportation by minivan or bus to/from Florence
- Engaging, fun and professional Tour leader
- Third Party Insurance, helmet & fuel
- Typical Tuscan Lunch with Wine experience in a local winery
- 50cc Original Piaggio Vespa scooter with automatic transmission
- Tips & Gratuities
- Tips & Gratuities
- Previous scooter/Vespa/motorcycle driving experience is required and mandatory: A driving test is conducted by the team before the tour to verify the real ability to drive and being confident on a Vespa. Any participant unable to drive scooters safely may ride double with the partner or won’t allowed to attend the tour. No refunds will be granted in…
- Previous scooter/Vespa/motorcycle driving experience is required and mandatory: A driving test is conducted by the team before the tour to verify the real ability to drive and being confident on a Vespa. Any participant unable to drive scooters safely may ride double with the partner or won’t allowed to attend the tour. No refunds will be granted in these cases.
- A valid credit card for preauthorization is required as a guarantee in case of damages to vehicle. (No prepaid card | No American Express cards | No bancoposta)
- A driver’s license valid in Italy is required and must be presented upon arrival.
- Drivers must be at least 18 years old and passengers at least 15 years old
- The vehicle weighs 88kg (194lb)
- The height of the saddle from the ground is 81cm (2’). Not recommended for people smaller than 1,60m (5’3”)
- Max speed of the vehicle is 48km/h (29.82 mph) on flat roads / 15km/h (9.32 mph) on hills
- Vespa Primavera 50cc or Zip provided for the tour. Max weight on the Vespa50cc is recommended at 160 kg total (353 lbs)
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.