Tuscany and Umbria motorcycle tour

Discover Tuscany and Umbria, the heart of Italy, riding on a motorcycle. From Siena to Orvieto, passing through the areas of Chianti and Maremma, home to tradition, good wine and delicious food, all Made in Italy. Perfect for a two-up ride!

From  May 3  to  May 11, 2024
9 Days / 8 Nights
Fully Booked
  • Tour Difficulty:
  • Total Distance:1348 Km / 838 miles
  • Support VehiclesYes
  • Free DayYes
  • Riding Days:6 days
  • Riding Hours per Day:4 - 6 hours
  • Shortest Riding Day183 Km / 114 miles
  • Longest Riding Day267 Km / 166 miles

Welcome Riders!

10 YEAR ANNIVERSARY: Contact us and find out how to make the most of our 2024 opportunity!

This tour is a great journey into the heart of Italy, designed for women or anyone who wants to ride two up!
Six days experiencing the scenic curvy backroads of Tuscany and Umbria, as well as one rest day to explore the beautiful town of Siena. But also time to relax in the hot waters of Saturnia Springs and discover beautiful art-filled cities, such Orvieto, Pienza, and Civita di Bagnoregio.

The tour includes 2 overnights in the Eternal City of Rome, 3 nights in the ‘World Heritage” city of Siena, 2 nights in the Majestic City of Orvieto and 1 night in the spiritual town of Cascia.

The scenic roads and rolling hills of Tuscany, Umbria and Lazio are what connect these amazing cities for 9 days of a magnificent experience.

Enjoying a lunch or a coffee in small villages along the way will endear you to the rural life and culture that Italy is so famous for.

The lovely 16th century Inn in Siena has a spectacular view overlooking the town; nestled into the center of a wonderful winery with 4 stars food, the Wine Resort Hotel in Orvieto has a spa with whirlpool, Turkish bath, and sauna.

Enrico Grassi, Tour Leader and Founder of Hear the Road has spent many hours discovering the riding routes and the extraordinary hospitality to leave you with a holiday adventure you will always remember with a smile.

The tour starts and ends in Rome which allows easy planning to extend your visit to this fabulous city should you want to.



5 / 5


4 / 5

Art & History

5 / 5

Food / Wine

5 / 5

Where We Ride – What We See – What We Hear


Motorcycle Models*
Shared Room
Single Room
Motorcycle Class 1
  • BMW G310 GS
  • BMW G310 R
Motorcycle Class 2
  • BMW F750 GS
  • BMW F900 R
  • Ducati Monster 797
  • Ducati Scrambler 800
  • Moto Guzzi V7 III Stone
Motorcycle Class 3
  • BMW F850 GS
  • BMW F900 XR
  • Ducati Supersport
  • Ducati Scrambler 1100
  • Ducati Multistrada V2
  • Ducati Desert X
  • Ducati Hypermotard
  • Moto Guzzi V85 TT
Motorcycle Class 4
  • BMW R1250 GS
  • BMW R1250 R
  • BMW R1250 RS
Motorcycle Class 5
  • BMW R1250 GS ADV
  • BMW R1250 RT
  • Ducati Monster 937
Motorcycle Class 6
  • BMW S1000 XR
  • BMW S1000 R
  • Ducati Multistrada V4
  • Ducati Diavel
  • H-D Sport Glide®
  • H-D Street Glide Special®
  • H-D Ultra Limited®
  • H-D Pan America®
  • H-D Road King Special®
Motorcycle Class 7
  • BMW K1600 GTL
*Rented motorcycle subject to availability
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Included, excluded & terms


Cooking class in Tuscany with Motorcycle Tours Italy

Ken & Gina B.

recommended Hear the Road

My wife and I took the Umbria/Tuscany this August. The tour was fantastic. The other people in the group were great. The accommodations were first class. It was clear Enrico did his homework planning this tour. As this was a motorcycle tour we road motorcycles. The rental bikes were all in good shape and we got exactly what we reserved. Enrico planned into the rides plenty of breaks either to eat, tour a small town or just relax and enjoy the scenery. The riding was invigorating but as Enrico says on his webpage this is not a ride to learn how to ride a motorcycle. The Italians do not ride/drive like Americans and you will be riding like Italians. The riding is often quick paced and often on old Italian roads. Sometimes narrow curvy roads, sometimes cobblestone. Italians lane split and love to pass the vehicles in front of them. If you enjoy spirited riding you will love it. With that said you will never be pressured to ride outside of your comfort zone. Enrico does his best to accommodate everyone. You can ride at your own pace. Often my wife and I would slow down to enjoy the scenery as other riders wanted to ride faster. Enrico would wait for us to catch up further down the road. This was a great trip and my wife and I have been talking about how much fun it was ever since.

A well deserved relax after the beautiful sweeping Tuscany roads

Roger S.

recommended Hear the Road

So you say to your friends “I’m going to Italy to ride a bike….in August….in Tuscany” and the first reaction is…..wow a crowded and hot summer on Italian roads! But let me assure that it’s quite the opposite. Not only did we feel like we had the entire Italian countryside to ourselves, we felt like we were in the best and most hospitable hands and places in the entire country! Granted Italy is a special place, but really much of the credit goes to company founder and tour leader Enrico Grassi. It takes a special skill to know the right road, the right detour, the right coffee shop to make you feel like you are both at home and away, a local and a special visitor and Enrico knows how to push all the right buttons. From total ride time, to road conditions, to excellent views, great restaurants and accommodations, this tour has a little bit of everything! You want to tour Rome and get some history, check! You want to sit back in a piazza and relax over a nice meal and excellent wine, check! You want to haul ass on a nice twisty road with open corner after corner after corner, check! check! check! This was my first time riding in Europe and I don’t regret the tour choice one bit. A great way to whet my appetite and keep me coming back for more! Corsica, Sardinia here we come! Ciao Enrico!!!

Tuscany is beautiful with Hear The Road

Joel K.

recommended Hear the Road

My partner and I had been to Italy before, or taken a guided motorcyle tour. We were blown away. Enrico planned every day perfectly. The hotels were top notch, with a true taste of Italian style. We loved our room at Alta Rocca in Orvieto, with a view of the vineyards from our window and balcony. Our stay for three nights at Podera della Strega in Siena was storybook, with breakfasts every morning outside, overlooking the valley and Siena. Our host, Ms. Leticia, was fabulous. The food was marvelous, from the multicourse meal and wine at the resort in Orvieto, to the roadside stops for paninis and cafe. Enrico seems to know all the best roads in Italy. Endless twisties and tornanti (hairpin turns) with breathtaking views. And best of all was the camaraderie of the group. Evening, after evening, of good food and wine with friends. Take one of Enrico's tours. I promise you will NOT be disappointed.

Clients happy with Hear The Road

David & Arlene A.

recommended Hear the Road

The Tuscany and Umbria tour exceeded our expectations! Pictures alone don’t do it justice. Your jaw will drop at every bend of the road. The scenery is unbelievable and every one of your senses will be stimulated. And while your jaw is open, take the time to shove some porchetta in it. It is “bunga bunga” for your taste buds. You will not be disappointed. You must experience the countryside firsthand, and the best way is by motorcycle. Enrico is a first class guide and host. I can honestly say that the worst part of the tour was coming home. We miss Italy. We miss Enrico! We will be back soon to Hear The Road!


Creation of the tour: Associazione Culturale Hear The Road.
Organization and marketing: Hear The Road srl.