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Serene Italy Motorcycle Tour

This 2-day adventure tour will allow you to discover some of the best towns of Tuscany and enjoy the wonderful landscapes of the Chianti and the Val d’Orcia (the south of Siena). During these two days, you will ride the motorbikes over more than 300 kilometers (no highways) for a total of near 8 hours' ride. This tour is a great experience which Tuscany Motorcycle Tours consider a must for you who wish to see the landscapes and towns that have made Tuscany world famous.

Key information

  • Terrain: asphalt
  • Bike: personal or rental bike (BMW, Ducati, Moto Guzzi, or Harley Davidson models)
  • Mileage: 350 kilometers / 217 miles
  • Riding gear: available to rent: helmet, jacket, gloves, and GPS navigator
  • Meals: 1 breakfast, 2 lunches, and 1 dinner

Meet the guides

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  • Starts and ends in Florence
  • See the main town of the Chianti, the Greve in Chianti
  • Ride to Montalcino, a wonderful town that is famous for its wine
  • Cruise along the narrow streets and fantastic views of Pienza
  • Ride through the Cassia road to the heart of the Chianti
  • Visit the medieval town of Monteriggioni
  • 1 night's accommodation

Skill level

  • Intermediate


2 riding days in English
The organizer also speaks: French, Italian, Spanish
Group size: 3-12 participants
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The accommodation for this tour is a mid-range hotel in the countryside. You will be accommodated in a shared bedroom with a single bed.



Day 1: Florence - Monteriggioni - Siena - Montalcino - Abbey of Sant'Antimo - Val d’Orcia

You will have a meeting at 09:00 in Florence and depart at 9:30. You will ride through the Cassia road to the heart of the Chianti, the Castellina in Chianti for a coffee. From Castellina, you will go south to the medieval town of Monteriggioni. After a quick visit to Monteriggioni, you will continue your journey to Siena where you will have time to make a walk and have lunch. Then, it is time to visit Montalcino, a wonderful town that is famous for its wine. After that, it is only a few more kilometers to reach the Abbey of Sant’Antimo, a former Benedictine monastery which is almost 1,000 years old! At 18:00, arrival at the hotel and relax. You will spend the night and have dinner in a nice quiet place in the countryside.

Day 2: Val d’Orcia - Pienza - Castelnuovo Berardenga - Radda in Chianti - Greve in Chianti - Florence

You will have a meeting at 09:30 after breakfast towards Pienza. You will enjoy this little medieval city, it’s narrow streets and the fantastic view over the country. Then, you will start to go north to Castelnuovo Berardenga and will stop for lunch. Keep riding across the Chiantishire to Radda for a walk, coffee or gelato. After that, you reach your last stop on this tour, you will see the main town of the Chianti, the Greve in Chianti. At 18:00, return to Florence. You will get back to the starting point from the Chiantigiana road and give back the motorcycles.

Bikes available for this tour

For this tour, you can choose 4 different motorcycle options:

  • 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)


  • Please arrive at least 30 minutes before the departure.
  • You’ll need to be 21 and have a valid motorcycle license.
  • If you want to bring your own motorbike, please note that the bike should be more than 250cc.

Skill level(s) required for this tour: intermediate


  • can ride for 3-4 hours
  • average riding experience
  • little assistance required
  • comfortable with extreme curves and leans
  • average experience with unsurfaced roads
  • steep ascents and descents


Adrian Lemasson


This tour starts and ends in Florence, Italy. You will visit many towns such as Monteriggioni, Siena, Montalcino, Pienza, Castelnuovo Berardenga, Radda in Chianti, and Greve in Chianti. You will also visit the famous Abbey of Sant’Antimo (tickets are not included) and spend a night in the heart of the beautiful Val d’Orcia.


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

Things to do (optional)

You will have a chance to visit Abbey of Sant'Antimo during this tour.

What's included

  • English speaking guide on his motorcycle
  • Motorcycle rental (if you choose the rental bike package)
  • 1 night's accommodation
  • 1 breakfast, 2 lunches, and 1 dinner
  • Wi-Fi

What's not included

  • Bike deposit (1,500 EUR - 3,000 EUR)
  • Fuel
  • Ticket to Abbey of Sant'Antimo
  • Beverage
  • Extra for single room: 70 EUR per night

How to get there

Recommended Airports

Arrival by airplane

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

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
2 days / 1 night
from --
Pricing information

Single supplement is 70 EUR. The cost for booking the package with your own motorbike:

  • Single rider: 490 EUR
  • Rider and pillion: 870 EUR 
Minimum group size

This trip requires a minimum of 3 participants

Select your package:

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