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6 Day San Casciano Self-Guided Motorcycle Tour in Tuscany, Italy

Metropolitan City of Florence, Tuscany, Italy

Remarkable Italy Motorcycle Tour

Kalitumba Travel invites you to experience a motorcycle tour with a Vespa in Italy! With an unlimited mileage, you'll be given a chance to explore what Italy has to offer. Every day, you will start the tour by yourself and your companion from the hotel which have been chosen exclusively for you by Kalitumba Travel. There's nothing more interesting than to discover the city where the famous Leonardo da Vinci was born. Also, you don't have to worry about the routes that you should take since Kalitumba Travel has prepared it especially for you!

Key information

  • Terrain: asphalt
  • Bike: rental bike (Vespa Piaggio 125 cc)
  • Mileage: 326 kilometers / 203 miles
  • Daily ride: 60 - 102 kilometers / 37 - 63 miles
  • Meals: breakfasts


  • Vespa Piaggio 125 cc rental
  • Starts and ends in San Casciano
  • Ride to San Gimignano and Certaldo
  • Discover Vinci, the city where Leonardo da Vinci was born
  • Explore Sant’Andrea in Percussina
  • Visit Florence and Impruneta
  • 5 nights' accommodation

Skill level

  • Beginner


4 riding days in English
The organizer also speaks: Dutch, French
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  • Swimming pool (outdoor)
  • Air-conditioned rooms
  • Bar
  • Environmentally friendly
  • Lounge
  • Restaurant
  • Free Wi-Fi

During the tour, you can choose between one of these accommodations selected by Kalitumba Travel.

Park Hotel Chianti

Located in one of the most fascinating places in Tuscany, this family-run hotel is the ideal accommodation for your stay in Tuscany. Equipped with a swimming pool, fenced parking area, and the most modern comforts, it is in a strategic position, just a few minutes from Florence, Siena, and from the most beautiful medieval hamlets of Chianti region.

The best solution to spend your holidays immersed in the green and complete relaxation, to taste a good glass of wine in one of the famous wineries of the area or to dive into history and tradition through the many itineraries suitable also for the sportiest people. The Hotel in the Chianti region, ideal to feel at home and live an authentic experience.

Fattoria la Loggia

Completely immersed in a natural environment and surrounded by olive trees and its own vineyards, the Fattoria La Loggia is in the heart of the Chianti Classico, 15 kilometers to the south of Florence, and is placed on top of a hill from which you can enjoy a panoramic view of great beauty and fascination. Various works and sculptures of major contemporary Italian and foreign artists are installed in some of the most attractive part of the village and in the gardens of the master's villa.

Borgo Cortefreda

Borgo Cortefreda Hotel is in Tavarnelle, a village in the middle of the countryside with rows of vineyards and cypresses surrounded by breathtaking views. It’s midway between the cities of Florence and Siena and close to the most charming places of Tuscany like San Gimignano, Monteriggioni, and Castellina in Chianti. The ideal starting point to explore the countryside of Florence and Siena, a perfect location to organize a corporate event or a business meeting.

Relais Poggio Borgoni

Staying at Relais Poggio Borgoni, tasting and buying products directly in the property, together with the refined and at the same time traditional Tuscan cuisine of the Osteria del Poggio will make your holidays in the lands of Tuscany a unique experience of total envelopment and immersion in the flavors and in life in the heart of Chianti Classico.


Day 1: Leonardo da Vinci tour (102 kilometers / 63 miles)

San Casciano - Chiesanuova - Malmantile - Artimino - Carmignano - Vinci - Montelupo Fiorentino - Montespertoli - Poppiano - San Casciano

Day 2: Chianti tour (87 kilometers / 54 miles)

San Casciano - Castellina in Chianti - Radda - Panzano - Greve in Chianti - Montefioralle - Mercatale - San Casciano

Day 3: San Gimignano tour (77 kilometers / 48 miles)

San Casciano - Tavarnelle Val di Pesa - Vico d’Elsa - Ulignano - San Gimignano - Certaldo - Fiano - San Pancrazio - San Casciano

Day 4: Firenze tour (60 kilometers / 37 miles)

San Casciano - Sant’Andrea in Percussina - Tavernuzze - Pozzolatico - Florence - Impruneta - Calcinaia - San Casciano


The Vespa is 125 cc displacement and 11 HP. According to the Italian laws, you can drive them since the age of 16 if you hold an A1 driving license or since the age of 18 if you hold a B driving license. Drivers younger than 18 holding an A1 driving license are not allowed to take any passengers on their Vespa.

Skill level


  • can ride for two to three hours
  • minimal riding experience
  • assistance required
  • comfortable with curves and leans
  • basic experience with unsurfaced roads
  • short distance ascents and descents


This motorcycle tour will be located in Tuscany, Italy. The highlights of the tour are San Casciano, Vinci, Chianti, San Gimignano, and Florence.


The following meals are included:

  • Breakfast

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

  • Vespa 125 cc rental (1 Vespa for 2 persons)
  • Unlimited mileage and helmets
  • Roadbook and travel notes and info in English, French, or Dutch about the tours
  • Map of the itineraries and suggestions of restaurants during the tours and for dinners
  • Delivery of the Vespa to the hotel
  • Technical assistance and technical briefing (how to ride a Vespa)
  • General briefing about the region in English
  • Third parties liabilities insurance, theft, and fire (with an exemption of 350 EUR in case of theft)
  • 5 nights' accommodation
  • Breakfasts

What's not included

  • Flight
  • Transfers from and to the hotel
  • Fuel consumption
  • Vespa damage waiver (50 EUR / 10 EUR extra day)
  • GPS navigator (50 EUR / 10 EUR extra day)
  • Huawei navigator (30 EUR / 10 EUR extra day)
  • Extra Vespa (260 EUR / 60 EUR extra day)

How to get there

Recommended Airports

Arrival by airplane

Please book your flight to arrive at Florence Airport (FLR) or Pisa International Airport (PSA). Transfer from and to the airports are available upon request. Florence Airport (FLR) is a 40-minute drive and Pisa International Airport (PSA) is an hour drive to the location.

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 15 days before arrival.
6 days / 5 nights
from --

If you would like to book a room in Villa I Barronci, kindly inquire for more information.


Pricing information

Please note that rates fluctuate depending on the booking time. For an accurate rate, please send an inquiry.

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For this organizer you can guarantee your booking through BookMotorcycleTours.com. All major credit cards supported.

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