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Tuscany and Umbria Motorcycle Tour

Rome, Italy


22-30 April

Tour Type

Specific Tour

Group Size

16 people




Six days experiencing the scenic twisted backroads of  Tuscany and Umbria, as well as one rest day to explore the beautiful town of Siena. There will also be a time to  relax in the hot waters of Saturnia Springs and discover beautiful art-filled cities, such as 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, and 3 nights in the Majestic City of Orvieto. 

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 lunch or 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 swimming pool overlooking Siena, the  Resort Hotel in Orvieto has an outdoor swimming pool, an outdoor Jacuzzi, a spa with a  whirlpool, a Turkish bath, and a sauna… nestled into the center of a wonderful with 4 stars food. 

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

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Tuscany and Umbria Motorcycle Tour
Day 1 A private car will transfer you from the airport to the hotel where you will find your Hear The Road host Enrico, waiting to give you a warm Italian welcome.
Late morning/early afternoon arrival is recommended.

After you’ve put your luggage in the room and taken a good refreshing shower, we convene in the bar of the hotel for a “Meet and Greet” with your tour colleagues. Then we are ready to go to pick up the bikes and bring them to the hotel garage.

Back to the hotel Enrico gives you a general briefing of the tour and will be very glad to answer to all your questions.

Finally we are ready to go all together to taste the “Welcome Dinner”, where you’ll learn more about what to expect for the next exciting week.

Meet your motorcycle, Meet your guide, Meet your fellow riders, Welcome Dinner.
Day 2 We head north towards Tuscia, an area once inhabited by the Etruscans. This is also one of Italy’s biggest hazelnut grove areas, the small nut that Ferrero magically transforms into the famous Nutella spread.

After a short break for your first good Italian coffee on the road in Civita Castellana, we get back on the bikes and ride, first the beautiful coastline roads that run along the shores of Lake Vico and Lake Bolsena, and then the scenic backroads of Val D’Orcia – a UNESCO World Heritage site.

We arrive in Radicofani where we stop for lunch. Radicofani is a stunning Orange Flag awarded town (The Orange Flag Award was an idea formed by the Italian Touring Club in 1998 with the aim of promoting tourism in lesser known places in Italy) which surrounds the base of a hill on which the majestic fortress has stood since 973AD.

On the way to Siena we visit the tiny village of Bagno Vignoni, another fantastic little medieval village with its characteristic piazza boasting an enormous 16th-Century thermal bathtub is truly fascinating!

Your first dinner in Siena is courtesy of Hear the Road…you will be pampered by the delicious dinner that Mrs. Letizia, proprietor of a lovely 16th century Inn has prepared for you to celebrate your first riding day in heart of Italy.
OVERNIGHT IS IN SIENA (The hotel has an infinity pool with a spectacular view of Siena).

Tuscia Viterbese, Civita Castellana, Val D’Orcia, Radicofani, Bagno Vignoni, Homemade dinner.
Day 3 Are you ready to be blown away by the stunning roads of Tuscany? Spectacular landscapes, art, first-class food! In the first part of the morning we head south riding on roads that are a true paradise for motorcyclists: wide bends, scenic stretches of asphalt, incredible landscapes, miles of vineyards, and dozens of stately villas.

Our first stop is San Galgano where we vist its stunning Abbey without the ceiling, and the little church of Montesiepi home to our very own “sword in the rock.

Back on the bikes we reach the gorgeous hilltown of San Gimignano, a splendorous
Medieval atmosphere enwrapped by its 13th-Century wall, also known as “la città delle torri” (the city of towers).
“A masterpiece of creative human genius, it is unique testimony to a past civilization, and as an exceptional exemplar of both architectonic complex and landscape, demonstrates significant passages in human history.” It is for such qualities that San Gimignano earned its place on the UNESCO World Heritage List in 1990.

Back on the bikes we still cruise less known roads of the Chianti Region heading north to Greve in Chianti, the birthplace of Giovanni da Verrazzano, the famous Italian explorer who first sailed into New York Bay.

Back on the saddle we head South to Siena, for more exciting kilometers along the sweeping roads of Chianti.

Yes, today is a day that you’ll will remember fondly when you are back home!

San Gimignano, Chianti Region, Greve in Chianti.
Day 4 There is so much to see and do in Siena, so we chose this as our ‘Free’ day, where you can visit Siena on your own.

The town of Siena
Start from Piazza del Campo, or – as the Italian simply call it – “Il Campo”, where the famous Palio horse-race is held.
The town is a trophy of Medieval Art, the most prolific period of Siena. The square has the shape of an amphitheatre, looking at the Palazzo Publico, a masterpiece of Civil Gothic architecture.
The square is on a gentle slope, climbing gently towards the Fonte Gaia, by Jacopo della Quercia. Above the building you’ll see the Mangia Tower, antagonist of the nearby Cathedral.
The Civic Centre is only a few steps away from the religious part of Siena, where you can admire the gothic lines that merge with the Medieval architecture of the Duomo dell’Assunta, one of the most beautiful buildings of this period.

Around the Catheral there are several important buildings: the Palazzo Arcivescovile, the Spedale di Santa Maria della Scala (now the National Archaeological Museum), the Palazzo del Governatore, the Opera Metropolitana Museum, and the 14th century Palazzo Piccolomini, also known as Palazzo delle Papesse. And between a church and an historic building you will be able to do some wonderful shopping.

For those who prefer to ride, we’ve organized an afternoon day ride led by Enrico that leaves from and returns to our hotel in Siena.

Tonight we enjoy a great wine tasting, and then we will put our legs under the table for another superb homemade dinner, courtesy by Hear The Road.

Siena at your pleasure, Wine tasting and Homemade dinner.
Day 5 We leave Siena heading south towards the Crete Senesi, famous for its stunning moonscape.

After a short break in the little medieval village of Trequanda, we continue on to the beautiful city of Pienza, considered to be the incarnation of a Renaissance utopia and an ideal city. Having obtained recognition as a UNESCO World Heritage Site in 1996, today it continues to show off to the world its refined and sophisticated Renaissance urban plan. Its spaces and perspective into its 15th-Century “piazze and palazzo” are organized according to the era’s ideals of rationality and humanism.

After lunch we saddle up again for a fantastic plunge on the winding roads of the “Green Umbria”, heading towards Orvieto where we’ll spend the next 3 nights.

Just to finish the day in the best possible way, we’ll experience a classic “Umbrian Tasting Dinner”, washed down with local food. Dinner is courtesy by Hear The Road.
OVERNIGHT IS IN ORVIETO (The hotel in Orvieto has spectacular ‘spa’ amenities such as, an outdoor Jacuzzi, a spa with whirlpool swimming pool, Turkish bath, and sauna…Getting pampered is all part of the experience!).

Crete Senesi, Trequanda, Pienza, Sarteano.
Day 6 We spend the morning visiting Orvieto and then after lunch we ride the scenic roads that meander around Lake Corbara, till the medieval town of Todi.

On the way to Todi, we visit the little hamlet of Titignano, with its wonderful square facing the Tiber Valley, but above all we will ride the challenging road that the local call “La Strada delle Mille Curve”…”the road of 1000 curves!”.

Dinner is at your leisure.

Orvieto, Prodo, “the road of 1000 Curves”, Titignano, Todi, Lake Corbara.
Day 7 Today is a day that we can call a relaxing day!

From Orvieto we head West towards Pitigliano where we stop briefly to take in the sights of this beautiful walled-village, characterized by its parapets, ceramic tile roofs and multi-tiered buildings, perched on layers of red volcanic tuff stone.

Back on the bikes we ride the scenic roads of the Maremma Toscana, – land of the “butteri” (the typical local cowboy) and brigands – where each town and village boast origins lost in the mists of time, and then we reach the Terme di Saturnia (Saturnia Spa), where we spend a big part of the day immersed in the hot spring waters.

On the way back to Orvieto we challenge again the scenic and surprising roads in the heart of Italy!

Dinner is at your leisure.

Pitigliano, Saturnia Spa, San Casciano Bagni.
Day 8 t may be our last riding day, back to Rome, but certainly not an unforgettable day as we ride along some of the best roads of Umbria and Lazio.

Our first stop is the historic Civita di Bagnoregio, an enchanted town, perched as if by magic, on a rock of tuff.

Our last lunch on the road is a picnic…yes we stop on the shores of Lake Vico surrounded by the Cimini Mountains, to devour panini padded with local prosciutto and cheese!

Then we wind our way back to Rome on more nice roads.

After returning the bikes we arrive at the hotel with time to freshen up before getting together for our “Tour Celebration” dinner, courtesy of Hear the Road.

Civita di Bagnoregio, Pic nic on Lake Vico, Farewell Dinner.
Day 9 Time to say goodbye, shop for any last minute souvenirs, and pack your bags. After breakfast, guests will be transferred to the airport in conjunction with their departure schedule.

See you soon in Italy!


  • Motorcycle rental with side cases, top case, locks, and alarm. (For rented bikes a deposit for damage theft and fire, between € 1.250 and € 3.000 is required depending on the chosen model).
  • WHAT IS THE DAMAGE SECURITY DEPOSIT? Each motorcycle has a damage deposit. This amount will be frozen on your credit card, but not cashed. The deposit is your maximum liability for theft or damage to the vehicle. Please ensure that you have enough funds to cover the damage deposit on your cards.
  • The bike rental prices include costs for public liability insurance and insurance for any road assistance in case of break-down.
  • Ferry ticket: Livorno to Bastia, Bonifacio to Santa Teresa di Gallura, Cagliari to Civitavecchia.
  • Accommodation: 2 nights including breakfast in 4- star hotels in Rome, 7 nights including breakfast in 3 or 4-star hotels in the towns where we will stop during the tour, and 1 night on the ferry from
  • Cagliari to Civitavecchia.
  • Welcome and farewell dinners in Rome.
  • Transfer from and to the airport.
  • Italian tour leader.
  • Courtesy van to pick up and leave the bikes. • Support van where we’ll carry your cases. The van will be carrying a toolkit for small repairs. You’ll be able to leave your cases (1 suitcase + 1 handbag per person) in the van, as well as any souvenirs you pick up along the way. The van also has a couple of seats that passengers might like to use if they feel they need a little rest from the bikes!
  • A detailed Road-book with all the information you’ll need, a map with the route well marked, the “Wordless Travel Book”, and a Hear the Road T-shirt.
  • Insurance covers most medical issues during the trip including, doctors, ambulance, hospital, and any appropriate family travel.
  • Fuel for your motorcycle.
  • Tolls on motorways.
  • Gratuities and tips.
  • All meals and beverages, except for the welcome and farewell dinners in Rome.
  • Flights to and from Rome.
  • We also suggest that anyone traveling abroad for one of our Tours consider purchasing a “Travel Insurance”. It can take the worry out of the unexpected situations that can arise in any travel plan.

Tour Package

Motorcycle Models*
Motorcycle Class 1 - BMW F800 R, BMW F750 GS, Moto Guzzi V7 III Stone
Motorcycle Class 2 - Ducati Scrambler 800, Ducati Monster 797
Motorcycle Class 3 - BMW F800 GT, BMW F850 GS, BMW F900 R, BMW F900 XR, Ducati Hypermotard, Ducati Supersport, Ducati Multistrada 950, Moto Guzzi V85 TT
Motorcycle Class 4 - BMW R1250 GS, BMW R1250 R, BMW R1250 RS, BMW R NINE T, Ducati Scrambler 1100
Motorcycle Class 5 - BMW R1250 GS ADV, BMW R1250 RT
Motorcycle Class 6 - BMW S1000 XR, BMW S1000 R, Ducati Multistrada 1260, Ducati Monster 1200, H-D Sport Glide®, H-D Heritage Classic®, H-D Road Glide Limited®, H-D Street Glide Special®, H-D Road Glide Special®, H-D Ultra Limited®
Motorcycle Class 7 - BMW K1600 GTL, Ducati Diavel, Moto Guzzi California 1400 Touring


Cancellation Policies
This cancellation policy applies to tours by Hear the Road offered on the Moto-days website, unless noted otherwise this will not be altered for any reason.

Should the customer decide to cancel the tour before or during the specified time period for any reason, please find the refund and cancellation policies below:
1. Cancellation of 60 days before departure date: The customer shall receive a refund percentage 100% of the total deposit amount.

2. Cancellation of 59 to 10 days before departure date: The customer shall receive a refund of the total amount minus the deposit.

3. Cancellation of less than 20 days before departure date: The customer shall receive a refund percentage 50% of the total deposit amount.


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