15 Days

A travel through history in the home of some of the world’s most influential art and sculpture and dining. Experience the beautiful lifestyle of Italy with its unique culture, cuisine and countryside. The best of Italy experienced on a motorcycle.


Day 1 Treviglio, Italy – Arrival (0 mi/0 km)

Welcome to one of the world’s oldest cities; Milan, Italy. If coming from the West, you will benefit greatly with a pre-hotel night to both acclimate to the time change as well as explore. Taking in the sights of the Piazzas and Churches and Gallerias will start your adventure off properly. This afternoon, you’ll meet with your Team leader and other members to go be informed of the tour program and recieve saftey road rules and instructions. Later, a wonderful welcome dinner at a Barraqda Style Restaurant and then it’s back to the hotel for a restful night’s sleep.

Day 2 Trevigilo- Siena (239 mi/382.4 km)

Your amazing Italian adventure begins today with a ride across the vast agricultural flat land called “pianura padana” into Emilia Romagna region. A scenic ride over the Appennini mountains will drop us right into the heart of Pisa, home of the world famous leaning tower and Piazza dei Miracoli. After snapping a few memorable photos we will resume our ride and head towards the hills where we will stop in beautiful Volterra for a rustic traditional lunch. A scenic cruise through the Chianti hills, Italy’s most known red wine, will take us to Siena where we overnight.

Day 3 Siena – Viterbo ( 86 mi/137.6 km)

This morning we will take a stroll through the streets of Siena, “Citta`del Palio”, one of Italy’s most beautiful cities. Walking through its “contrade” (districts) will set you back a few centuries, till the medieval era, soaking in its rich historical and cultural qualities. Siena, declared a Unesco’s world heritage site, is home of the first world bank still operating these days. Time to saddle up again and enjoy the ride through Tuscany’s enchanting wine country towards Montalcino and along its endless vineyards, where we will take our lunch and than all the way to Viterbo where we overnight.

Day 4 Viterbo- Amalfi Coast (248 mi/396.8 km)

Leaving Viterbo, riding along the foot hill of the Appennini’s mountainous terrain through the Lazio region into Campania, we reach the heart of south of Italy, the Amalfi coast, world famous as the most beautiful and romantic place. We will cruise the coast passing great sites like Vico Equense, Sorrento and last but not least, Positano, director Zeffirelli’s beloved city. Amalfi: a Unesco’s world heritage site, one of the only 4 ancient marine republics, gives its name to the coast where it rises, a magical place where the scents of lemons and ciders will welcome you. The Amalfi Coast is a popular tourist destination for the region and Italy as a whole, attracting thousands of tourists annually. In 1997, the Amalfi Coast was listed as a UNESCO World Heritage site.

Day 5 Amalfi Coast (0 mi/0 km)

Free DayOur first day of relaxation! Today we will have the option to visit the island of Capri, easily reachable by hydrofoil or Pompeii, the ancient Roman city at the foot hill of the Vesuvius, the eruption of which completely buried it back in the year 79 A.C. The local food is nothing short of exceptional so make sure to taste and enjoy some of the local specialties.

Day 6 Amalfi Coast – Maratea (218 mi/348.8 km)

After a well deserved relaxing day we are ready to head south along the coast that faces the southern Tyrrhenian sea until we reach the historic town of Agropoli and stop for lunch perhaps tasting some seafood specialties. We’ll now reach Maratea, a beautiful southern town perched on the hilly coastline. It was in this region that the name “Italia” was born, previously of Greek origin, later extended to the rest of the peninsula.

Day 7 Maratea – Matera (142 mi/227.2 km)

Today we will ride through the Parco Nazionale del Pollino, home of the oldest trees in Europe, in the heart of the Basilicata region, an emerging tourist destination, thanks in particular to the city of Matera, whose historical quarter “I Sassi” became a UNESCO World Heritage site in 1993 and has been designated European Capital of Culture 2019.

Day 8 Matera Day (120 mi/192 km)

RideIn the late morning we will take a ride to Alberobello where we’ll stop for lunch inside one of its characteristic “trullo”, also a world heritage site. When we come back you will enjoy a visit in the famous Sassi di Matera, and visit the underground city. The Sassi originated in a prehistoric troglodyte settlement, and these dwellings are thought to be among the first ever human settlements in what is now Italy. Many of them are really little more than small caverns, and in some parts of the Sassi a street lies on top of another group of dwellings. In the 1950s, as part of a policy to clear the extreme poverty of the Sassi, the government of Italy used force to relocate most of the population of the Sassi to new public housing in the developing modern city. Until the late 1980s the Sassi was still considered an area of poverty, since its dwellings were, and in most cases still are, uninhabitable and dangerous. The present local administration, however, has become more tourism-orientated, and it has promoted the regeneration of the Sassi as a picturesque touristic attraction with the aid of the Italian government, UNESCO, and Hollywood.

Day 9 Matera – ViesteIts (210 mi/336 km)

A morning ride out and we are now heading north still cruising through the Basilicata region and than into the Puglia region. There is an estimated 50 to 60 million olive trees in Puglia and the region accounts for 40% of Italy’s olive oil production. A short lunch stop in beautiful Manfredonia and afternoon ride to Vieste, Gargano’s promontory most eastern town.

Day 10 Vieste- Montegranaro (350 mi/560 km)

Now riding along the Adriatic sea, we leave the Puglia region behind, crossing the Gargano, into the Molise and Abruzzi region. We’ll stop for lunch in Pescara, birth site of writer Gabriele D’Annunzio. Our afternoon ride will see us reach the Marche region, precisely in the town of Montegranaro with time to visit this sea coast town where we overnight.

Day 11 Montegranaro – Gubbio (240 mi/384 km)

From Montegranaro we say goodbye to the sea and head inland cruising through the Monti Sibillini National Park into the Umbria region, nicknamed by its inhabitants “the centre of the world”. We arrive in Assisi, town of San Francis, Patron of Italy and birth place of the Franciscan Fathers. Perched on the hillside of Mount Subasio, you can admire the Basilica di San Francesco. A ride through the Umbrian hills will take us to Lake Trasimeno, central italy’s largest, famous for Hannibal’s win over the Roman legion in the attempt of conquering the Roman Empire. We are now heading towards Gubbio, in the heart of Umbria, where we will spend the night.

Day 12 Gubbio – Firenze (250 mi/400 km)

From Gubbio we cruise out of Umbria back into Tuscany, riding along Arezzo and heading to San Gimignano, crossing the Val d’Elsa, famous for its uncontaminated landscapes. Lunch in San Gimignano is a must. Famous for its Hundred Towers and Unesco’s heritage site, this is the world oldest example of municipal age settlement. We must continue now, leaving behind this incredible village only to reach Florence, artistically speaking, Italy’s most important city.

Day 13 Firenze Day Ride (50 mi/80 km)

Florence was a centre of medieval European trade and finance and one of the wealthiest cities of that era. It is considered the birthplace of the Renaissance and has been called “the Athens of the Middle Ages”. From 1865 to 1871 the city was the capital of the recently established Kingdom of Italy. The Florentine dialect forms the base of Standard Italian and it became the language of culture throughout Italy due to the prestige of the masterpieces by Dante Alighieri, Petrarch, Giovanni Boccaccio, Niccolo`Macchiavelli and Francesco Guicciardini. The city attracts millions of tourists each year, and the Historic Centre of Florence was declared a World Heritage Site by UNESCO in 1982. The city is noted for its culture, Renaissance Art and Architecture and monuments. The city also contains numerous museums and art galleries, such as the Uffizi Gallery and the Palazzo Pitti, and still exerts an influence in the fields of art, culture and politics. Due to Florence’s artistic and architectural heritage, it has been ranked by Forbes as one of the most beautiful cities in the world.

Day 14 Firenze – Treviglio (240 mi/384 km)

Enjoy a morning visit and lunch before heading over the Appennini for our ride towards our final destination. Tuscany to Emilia Romagna to Lombardy and unfortunately it is time to end our amazing Italian adventure. We return our bikes and get ready to share some stories and good memories at our farewell dinner. We now wish you safe travels back and hope to see you soon for another great Italian ride.

Day 15 Milan – Depature Day (0 mi/0 km)

Check out of your hotel in the morning to travel back home or whever your travels take you next.

2023 Departure Dates

12 May, 22 September – or choose a custom date for your group

The Italian Job Guided Tour (Approx 2393 miles / 3929 km)


  • Late Model Motorcycle Rental Motorcycle
  • Friendly Hotels
  • Ability to Customise Your Trip Route with the best Motorcycle Roads
  • Leather-Bound Road Book
  • Support Vehicle With Luggage Transportation
  • Spare Motorcycle
  • Professional Support Driver
  • Professional Bi-Lingual Tour Guide
  • Group Riding Experience with Social Events Daily
  • Breakfast Included
  • All Fuel on Riding Days
  • Welcome Reception and
  • Farewell Dinner


  • 1 Rider / 1 Bike / 1 Room: From AU$ 10,697 per person*
  • 2 Riders / 2 Bikes / 1 Room: From AU$ 8,890 per person*
  • Pillion Passenger (Twin Share): From AU$ 5,126 per person*
  • Car Passenger (Twin Share): From AU$ 5,620 per person*

* NB: Due to currency fluctuations, the prices above are indicative only. Please contact us for your quote.


Motorcycle Tour Inquiry Form

Please provide us with your best contact number. We will not call you unless we have a specific question that requires an urgent response.
The Tour Name is located at the top of this page
If you are not sure of an exact departure date, please give us an indication of when you are looking to travel.
Receive updates on upcoming motorcycle tours around the world, product reviews and more. We understand that we all receive far too may emails so will not bombard you with offers or information. We do not pass on your contact details to anyone outside of Ride the World unless it is for the purpose of securing your place on a Ride the World tour through one of our suppliers.