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8 Days "Tuscany and Umbria" Heart of Italy Motorcycle Tour

Scenic Motorbike Tour Italy

Welcome, riders! This is a great journey into the heart of Italy. The tour starts and ends in Rome which allows easy planning to extend your visit to this fabulous city should you want to. Enrico Grassi, the tour leader and founder of Hear the Road has spent many hours discovering the riding routes and will give you the extraordinary hospitality to leave you with a holiday adventure you will always remember with a smile.


  • Starts and ends in Rome
  • Ride the fabulous backroads of Tuscany and Umbria
  • Cruise the beautiful off-beaten small roads of the Chianti on bike
  • Ride on wide bends, incredible landscapes, miles of vineyards and stately villas
  • Enjoy a fantastic plunge on the winding roads of the “Green Umbria”
  • Indulge in a wine tasting and dinner in Siena
  • Airport transfers and support van
  • Daily breakfast

Skill level

  • Intermediate


5 riding days in English
Spoken languages: Italian, English
The maximum participants in the group is 12
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During this tour, you will stay in a shared twin or private double room, depending on your choice. The accommodations for 7 nights will be at 4-star hotels. The tour includes 2 overnights in the eternal city of Rome, 3 nights in the world heritage city of Siena, and 2 nights in the majestic city of Orvieto.

The lovely 16th-century inn in Siena has a swimming pool overlooking Siena and the wine resort hotel in Orvieto has an outdoor swimming pool, an outdoor Jacuzzi, a spa with whirlpool, Turkish bath, and sauna nestled into the center of a wonderful winery with 4-star food.

Should you prefer to choose a more private accommodation, you can get a single supplement for 400 EUR per person.



  • Terrain: asphalt
  • Bike: rental or personal bike
  • Mileage: 969 kilometers / 602 miles
  • Daily rides: 98 - 257 kilometers / 61 - 160 miles
  • Meals: all breakfasts, 3 dinners

The tour will cover five full days of experiencing the challenging, curvy backroads of Tuscany and Umbria, as well as one rest day to explore the beautiful town of Siena but also have time to discover beautiful art-filled cities such as Orvieto, Pienza, and Civita di Bagnoregio. You will ride the fabulous backroads of Tuscany and Umbria and the route will start from Rome to Siena, Orvieto, and finish in Rome.

Day 1: Welcome to Rome

A private car will transfer you from the airport to the hotel where you will find your Hear The Road host, Enrico, waiting for you to give you a warm Italian welcome. Late morning / early afternoon arrival is recommended. After you’ve put your luggage in the room and take a good refreshing shower, you will convene in the bar of the hotel for a “meet and greet” with your tour colleagues. Enrico will give you a general briefing of the tour and he will be also very glad to answer all your questions.

Finally, you are ready to go to pick up the bikes and bring them to the hotel garage. Then, you will all go together to taste the “welcome dinner”, where you’ll learn more about what to expect for the next exciting week. Overnight in Rome.

  • Highlights: Meet your bike, welcome dinner

Day 2: Rome to Siena, 268 kilometers / 166 miles

It’s 09:00, Saturday morning, the town is still sleeping. This is the perfect time to leave Rome without having to deal with its traffic. You will 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 Ronciglione, you will 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. You will arrive in Radicofani where you will 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 973 AD.

On the way to Siena, you will visit the tiny village of Bagno Vignoni, another fantastic little medieval village with its characteristic Piazza boasting an enormous 16th-century thermal bathtub which 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 magical Italy. Overnight in Siena and the hotel has a swimming pool.

  • Highlights: Tuscia Viterbese, Ronciglione, Val D’Orcia, Radicofani, Bagno Vignoni

Day 3: Siena to Siena, Chianti loop, 156 kilometers / 97 miles

Are you ready to be blown away by the roads of Tuscany? Spectacular landscapes, art, first-class food and wine! In the first part of the morning, you will head north 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.

Your first stop is the gorgeous hill town of San Gimignano, a splendorous Medieval atmosphere enwrapped by its 13th-century wall, also known as “La città Delle Torri” (the city of towers).

Back on the bikes, you will still cruise the beautiful off-beaten small 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. A good panino, stuffed with the local prosciutto and cheese, at the Macelleria Falorni is a must!

Back in the saddle, you will head south to Siena, for more exciting kilometers along the sweeping roads of Chianti. Yes, today is a day that you’ll remember fondly when you are back home! Overnight in Siena.

  • Highlights: San Gimignano, Chianti, Greve in Chianti

Day 4: Free day in Siena

There is so much to see and do in Siena, so this day is chosen as your ‘free’ day, where you can visit Siena on your own. There are lots of historic buildings to visit as well as some wonderful shopping, Italian style! For those who prefer to ride, the team has organized an afternoon ride led by Enrico that leaves from and returns to your hotel in Siena. Overnight in Siena.

  • Highlights: Siena at your pleasure

Day 5: Siena to Orvieto, 206 kilometers / 128 miles

You will leave Siena heading south towards the Crete Senesi, famous for its stunning moonscape. After a short break in the little medieval village of San Giovanni d’Asso, you will continue to the beautiful city of Pienza, considered to be the incarnation of a Renaissance utopia and an ideal city.

Having obtained the recognition as a UNESCO World Heritage Site in 1996, today it continues to show off to the world the refined and sophisticated Renaissance urban plan. The spaces and perspective into its 15th-century “Piazze and Palazzo” are organized according to the era’s ideals of rationality and humanism.

After lunch, you will saddle up again for a fantastic plunge on the winding roads of the “Green Umbria”, heading towards Orvieto where you’ll spend the next 3 nights just to finish the day in the best possible way, you’ll experience a classic “Umbrian tasting dinner”, washed down with local wines that the hotel produces from the vineyards that surround it.

Overnight 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!

  • Highlights: Crete Senesi, San Giovanni d’Asso, Pienza, Città della Pieve

Day 6: Orvieto to Orvieto, visit Orvieto and Lake Corbara Loop, 99 kilometers / 61 miles

You will spend the morning visiting Orvieto and then after lunch you will ride the scenic roads that meander around Lake Corbara. On the way, you will visit the little hamlet of Prodo with its wonderful square facing the Tiber Valley. Then, you will continue on to Todi, which is remarkable for its historical and artistic heritage. Overnight in Orvieto.

  • Highlights: Orvieto, Prodo, Todi, Lake Corbara

Day 7: Orvieto to Rome, 178 kilometers / 110 miles

It may be your last riding day, back to Rome, but certainly not the least, memorable day as you ride along some of the best roads of Umbria and Lazio. Your first stop is Civita di Bagnoregio, an enchanted town, which is slowly dying, perched as if by magic, on a rock of tufo.

After a lovely lunch in Vignanello, you will continue towards Rome. Once back in town, you will return your bikes, freshen up at the hotel, and enjoy one more fabulous Italian dinner celebrating your fantastic week of riding and enjoying the roads and the culture of Italy, courtesy of Hear the Road. Overnight in Rome.

  • Highlights: Civita di Bagnoregio, Vignanello, farewell dinner

Day 8: Departure day

Time to say goodbye, shop for any last minute souvenirs and pack your bags. After breakfast, you will be transferred to the airport in conjunction with your departure schedule.


Those who have decided to rent the bike will use a motorcycle with side cases, top case, locks, and alarm. For rented bikes, a deposit between 1500 EUR and 3000 EUR for damage, theft, and fire is requested depending on the chosen model. 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 support van will not be with the group on day 3, 4, and 6.

Rental motorcycle options

  • Class 1: BMW G650 GS, BMW F700 GS,BMW F800 R, MOTO GUZZI V7
  • Class 2: BMW F800 GS, BMW F800 GT, Ducati Scrambler
  • Class 3: BMW R1200GS, BMW NINET, BMW R1200R, BMW R1200 RS, Ducati Hyperstrada
  • Class 4: BMW R1200 RT, BMW R1200 GS ADV, BMW S1000 R, Ducati Monster 1200
  • Class 5: BMW S1000 XR, Ducati Multistrada, Ducati Diavel
  • Class 6: BMW K1600 GLT


  • 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


Enrico Grassi
Enrico Grassi, the founder of Hear The Road Motorcycle Tours Italy, is a native of Rome. Spending years traveling every corner of the country, he is so proud to claim to be his home. Enrico has spent many hours developing the routes to ride, the cities to visit, the sites to see as well as the hotels and food options key to making this kind of adventure something to remember and cherish.


This tour will start and end in Rome. Your journey will cover several places in Lazio, Tuscany, and Umbria region including Tuscia Viterbese, Ronciglione, Val D’Orcia, Radicofani, Bagno Vignoni, San Gimignano, Chianti, Greve in Chianti, Siena, Crete Senesi, San Giovanni d’Asso, Pienza, Città della Pieve, Orvieto, Prodo, Todi, Lake Corbara, Civita di Bagnoregio, and Vignanello.

The scenic roads and rolling hills of Tuscany, Umbria, and Lazio are what connect these amazing cities for 5 days of magnificent riding. 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.


All breakfasts, welcome and farewell dinner, wine tasting and dinner in Siena, and dinner in Orvieto are included.

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

  • 7 nights' accommodation at hotels
  • Courtesy mobile phone with 10 EUR of credit
  • Courtesy van to pick up and leave the bikes
  • Daily breakfast
  • Detailed road-book
  • Hear the Road T-shirt
  • Insurance covering most any medical issue including doctors, ambulance, hospital, and any appropriate family travel
  • Italian tour leader
  • Map of Central Italy
  • Public liability insurance and insurance for any road assistance in case of breakdown
  • Support van carrying your cases (1 suitcase plus 1 handbag per person) from Rome to Siena, Siena to Orvieto, and Orvieto to Rome
  • Transfer from and to the airport
  • Welcome and farewell dinners
  • Wine tasting and dinner in Siena
  • Wordless Travel Book

What's not included

  • Entrance fees to museums or other sites
  • Flights to and from Rome
  • Fuel for your motorcycle
  • Gratuities and tips
  • Other meals than mentioned ones
  • Tolls on motorways
  • Travel insurance

Cancellation Policy

  • The deposit is fully refundable if the booking is cancelled up to 60 days before the arrival date.
  • The rest of the payment should be paid 60 days before arrival.
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