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Picturesque Scooter Tour Italy

Join this Vespa tour with Tuscany Tours by Vespa in Tuscany, Italy. Tuscany is famous for its great food, fabulous wines, breathtaking views, and its long history. You drive a Vespa on beautiful picturesque roads and you can satisfy all of your five senses; seeing the spectacular panoramic views, tasting traditional dishes, hearing the musical sound of the Italian language, smelling the scents of the grapes, flowers, fruits, and trees. Lastly, feel the Tuscan countryside as the wind blows across your face. There is no better place on earth to drive a Vespa!

Key information

  • Bike: rental Vespa
  • Meals: 3 breakfasts and 3 lunches


  • Starts in Chianti and ends in Florence
  • Ride to Monteriggioni, Castellina, and Volpaia
  • Ride to one of Tuscany's most renowned chefs for a half-day cooking class
  • Ride to Volterra, a walled hilltop town which boasts a Roman theater and Etruscan sites
  • Go to San Gimignano considered to be the most beautiful Tuscan medieval village
  • Visit the Via Delle Volte, an ancient tunnel used by guards
  • Complimentary ground transportation
  • 5 nights' accommodation


5 riding days
Group size: 2-14 participants
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Check-in Time:
Check-out Time:

You will be accommodated at one of the four-star hotels in Radda in Chianti.


Day 1: Radda in Chianti

Tuscany Tours by Vespa will meet guests in Florence and transport to Radda in Chianti where the tours are based. There will be a hosted arrival dinner.

Day 2: Volterra

Today is history day with a 90-minute ride to Volterra, another walled hilltop town which boasts a Roman theater and Etruscan sites. Lunch will be in a local trattoria.

Day 3: Culinary day

This is the culinary day. After breakfast, you'll take a ride to one of Tuscany's most renowned chefs for a half-day cooking class. You'll discover the secrets of the "Slow Food" movement and Italian cuisine as you create a variety of dishes.

Day 4: Monteriggioni, Castellina, and Volpaia

Today, you will ride to Monteriggioni, Castellina, and Volpaia. Monteriggioni appears much as it did in medieval times with an almost intact outer wall and 14 towers. Castellina is another hill town where you will visit the Via Delle Volte, an ancient tunnel used by guards. Then, you will have lunch on the terrace of a beautiful winery from where you will enjoy the view of the vineyards. Volpaia is declared "the world's most beautiful spot" by the Wall Street Journal.

Day 5: San Gimignano

On the last day of Vespa riding, you will go to San Gimignano which is known for its many towers and considered by many to be the most beautiful Tuscan medieval village. Lunch on your own as you tour the town at your leisure. The dinner this evening is at a famous local restaurant, giving everyone a chance to reminisce about the week's adventures and celebrate the many surprises you all experienced.

Day 6: Florence

There will be a complimentary transfer to Florence for the rest of your stay in Italy or to make connections.


  • Motorcycle license or riding experience is required to ride the Vespa 125cc.
  • The itinerary is a sample and subject to change.
  • Trips may include many optional activities on a user-pay basis.
  • There will be a return-trip ground transportation on the scheduled times from your hotel in Chianti to the Firenze Santa Maria Novella railway station. Times outside of this can be accommodated on a user-pay basis.

Included excursions

You will visit the Via Delle Volte, an ancient tunnel used by guards, in Castellina in Chianti.


This tour will take place in Italy including Radda in Chianti, Volterra, Monteriggioni, Castellina, Volpaia, and San Gimignano.


You will have five breakfasts, three lunches, and two hosted dinners at local restaurants, including selected wine.

The following meals are included:

  • Breakfast
  • Lunch

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

What's included

  • 5 days' Vespa usage
  • Fuel and limited Italian property damage insurance (driver responsible for all damage to the scooter)
  • English-speaking local host, Vespa escorts, support van and driver
  • Local native tour guide fluent in English
  • Sightseeing activities and admissions (unless indicated as optional)
  • Event fees (unless indicated as optional)
  • Museum entrance fees (unless indicated as optional)
  • Complimentary ground transportation from and to Firenze Santa Maria Novella railway station
  • Pilot van each day (great to carry your purchases or if you have inclement weather or if you choose not to ride your Vespa for part or all of the tour)
  • 5 nights' accommodation
  • 3 breakfasts and 3 lunches
  • Wine tastings (unless indicated as optional)

What's not included

  • Riding Gear

How to get there

Arrival by train

Transportation from and to Firenze Santa Maria Novella railway station will be provided by Tuscany Tours by Vespa.

Cancellation Policy

  • A reservation requires a deposit of 30% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.

Value for money
Accommodation & facilities
Quality of activity
6 days / 5 nights
from --

Single room, deluxe room, superior room, and suite are available upon request. Please send Tuscany Tours by Vespa an inquiry.

Minimum group size

This trip requires a minimum of 2 participants

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