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Motorcycle Tour Italy

This tour of Tuscany with Harley-Davidson® is the perfect tour for all the lovers of the Milwaukee motorcycles! This is the best way to enjoy one of the most famous regions in the world: Tuscany and discover it with style, riding a Harley-Davidson® through these wonderful roads. This is an exciting and challenging experience that will bring you the best of Tuscany while you ride a brand new Harley-Davison®.

Key information

  • Terrain: asphalt
  • Bike: personal or rental bike (Harley-Davison® models)
  • Mileage: 1,200 kilometers / 745 miles
  • Daily rides: 150 - 250 kilometers / 93 - 155 miles
  • Riding gear: available to rent: GPS Navigator, motorcycle jacket, gloves, and helmet (mandatory)
  • Meals: all breakfasts, 6 lunches, and 1 dinner

Meet the guides

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  • Starts and ends in Florence
  • See the Apennines and the Mugello
  • Take a jaunt in Anghiari, Bibbiena, and Poppi
  • Discover in San Galgano, the ancient abbey of the original Sword in the Stone
  • Stop at Leonardo da Vinci's birthplace, the cosy Lucca, and the Leaning Tower of Pisa
  • Go to Val d’Orcia and visit Sant’Antimo and the towns of Montalcino and Pienza
  • Visit the amazing Piazzale Michelangelo
  • Enjoy the Casentino and Valdarno
  • 6 nights accommodation

Skill level

  • Advanced


7 riding days in English
The organizer also speaks: French, Italian, Spanish
Group size: Minimum of 3 participants
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  • Air-conditioned public areas
  • Free Wi-Fi
  • Parking lot

You will stay in various hotels along the route.


The Harley-Davidson® Tour has a duration of seven days and six nights during which you will be able to ride around all the regions so you can have a complete idea of what Tuscany means. It doesn’t matter if it is your first time in Tuscany or not, the local point of view of the tour will make it all different and new. As you will be riding for seven days in a row for around four to five hours of ride per day, this tour is recommended to riders with experience and good health. Please check the schedule for more information about the program.


Day 1 - Greetings and quick tour in Florence

There will be a meeting at 17:00 in Florence for greetings and taking the motorbikes. Then, you will go to the impressive Piazzale Michelangelo with a breathtaking view of Florence and then, you will have a welcome dinner. There will be free time in the evening to walk around Florence. Accommodation is in a hotel in Florence.

Day 2 - The Apennines, Ducati complex and Pistoia

On the first day of serious riding, you will start discovering the North area of Tuscany and the twisty roads of the Apennines and the Mugello riding through the most Tuscan Passes such as the Raticosa Pass, the Futa Pass, and the Porretana. You will have lunch at the Ducati Scrambler Food Factory in Bologna and visit the Ducati Museum. The last stop of the day is the beautiful city of Pistoia. Free time in the evening to walk around Pistoia. Lunch is included, dinner not. Accommodation in a hotel in Pistoia.

Day 3 - Pistoia, Lucca, Pisa, and Volterra

Today, you will visit some important cities in Tuscany; you will ride a fantastic road through the mounts to the cozy Lucca, then you will visit the famous Leaning Tower of Pisa and for last, the medieval town of Volterra. Lunch is included, dinner not. Accommodation in a hotel in Volterra.

Day 4 - Volterra, San Gimignano, Chianti, Monteriggioni, and Siena

Light day in terms of kilometers but not in emotions: you will visit some of the most amazing towns in Italy while riding your bikes in Chianti: San Gimignano and the famous towers from the Middle Age, the Chianti with its rolling hills and vineyards, the fantastic little town of Monteriggioni located on the top of a hill and finally the breathtaking Siena, the eternal enemy of Florence. Lunch is included, dinner not. Accommodation in a hotel in Siena.

Day 5 - San Galgano, Scansano, Pitigliano, and Sorano

You leave Siena towards the South of Tuscany. You will first make a stop in San Galgano, the ancient Abbey where the original Sword in the Stone is located, then you will keep going South to the Maremma area and you will visit Scansano, Pitigliano, and Sorano. Lunch is included, dinner not. Accommodation in a hotel near Sorano.

Day 6 - Montalcino, Abbazia di Sant'Antimo, Pienza, Passignano, and Cortona

Today, you will be touring the Val d’Orcia and its wonderful roads visiting another Abbey called Sant’Antimo and the towns of Montalcino and Pienza. After lunch, you will go East to Trasimeno Lake and finally to Cortona, famous in the world for the movie “Under the Tuscan Sun”. Lunch is included, dinner not. Accommodation in a hotel near Cortona.

Day 7 - Anghiari, Poppi, Consuma and back to Florence

This will be your last day of the tour and you will still have to discover a great area of Tuscany, not the most famous but absolutely impressive: The Casentino and Valdarno. You will go North and you will stop in some interesting spots such as Anghiari and Poppi. Then, you will ride another important road, the Consuma Pass. You will arrive in Florence on time to give back the motorbikes and the greetings! Lunch is included, dinner not.

Motorcycle models

  • Type A: BMW S1000R, S1000XR, R1250GS, R1200GSA, R1250RT, Ducati Scrambler 1100, Multistrada 1260, Diavel, Harley-Davidson Street Glide Special, Electra Glide Ultra Limited;
  • Type B: BMW R1250R, R NINE T, F850GS, R1200RS, Ducati Multistrada 950, Supersport, Moto Guzzi V85 TT, Harley-Davidson Street Bob, Classic, Road King;
  • Type C: BMW F750GS, F700GS, F800GS, F800GT, F800R, Ducati Scrambler 800, Monster 797, Moto Guzzi V7, Harley-Davidson SuperLow 1200 T
  • Your own bike (more than 250cc)

Skill level required for this tour: -Advanced

  • can ride for five to six hours
  • extensive riding experience
  • assistance on demand (if required)
  • experienced with riding a variety of motorcycles
  • comfortable with any terrain and weather conditions


Adrian Lemasson


This tour will take place in Tuscany where you will discover Siena, Florence, Pisa, Lucca, San Gimignano, Cortona, Sorano and many more...


The following meals are included:

  • Breakfast
  • Lunch
  • Dinner

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

  • 6 night in hotels (2 people per room)
  • All breakfast (6)
  • 6 lunches and 1 dinner (water included, not alcohol)
  • Motorcycle rental with unlimited mileage and insurance (not if you use your own bike)
  • English speaking guide on his motorcycle
  • Wi-Fi

What's not included

  • Fuel
  • Security deposit for bike rental (2,000 EUR)
  • Beverage
  • Motorway tolls
  • City taxes
  • Tips
  • All services not mentioned as included and all items of a personal nature
  • Single room for an extra price of 50 EUR per night

How to get there

Recommended Airports

Arrival by airplane

Please book your flight to arrive at Pisa International Airport (PSA), Bologna Guglielmo Marconi Airport (BLQ), or Florence Airport, Peretola (Amerigo Vespucci Airport) (FLR).

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
7 days / 6 nights
from --
Pricing information
  • Single supplement: 300 EUR (50 EUR per night)
  • Solo rider with their own bike in a shared twin room: 1,900 EUR
  • Pillion cost: 1,200 EUR
Minimum group size

This trip requires a minimum of 3 participants

Select your package:

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