The Italian Job

Guided Tour 15 Days / 14 Nights
Tour Map
  • 2155.0 mi = 3448.0 km
  • Summer, Spring
  • 55.0 - 85.0°F = 12.8 - 29.4°C

The best of Italy

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.

Tour Itinerary

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.
Your amazing italian adventure begins today with a freeway ride across the vast agricultural flat land “pianura padana” into Emilia Romagna region and Tuscany right after. We’ll than ride to the hills surrounding Florence where we’ll be stopping for lunch and begin savoring the flavors of Italy. A scenic cruise through the Chianti hills, Italy’s most known red wine, will take us to Siena where we overnight.
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. Our lunch will be in one of Siena’s rustic trattoria. “Pici” and “panforte” are among some of the classic local dishes we’ll be able to taste. Time to saddle up again and enjoy the ride through Tuscany’s enchanting wine country towards Montalcino and along its endless vineyards, all the way to Orvieto where we overnight.
Leaving Orvieto, 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.
Our 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.
After a well deserved relaxing day we are ready to head south along the coast that faces the southern Tirrenian sea, into Basilicata region where we’ll stop in Maratea for an informal lunch. We’ll now reach the Calabria region, precisely in Catanzaro Lido, a city facing that part of the Ionian sea, where the name “Italia” was born, previously of Greek origin, later extended to the rest of the peninsula.
The Ionian coast will serve as a perfect back drop for our morning ride until we reach Crotone, cruising by the Fortezza di Le Castella, an ancient Arogonese fortress used to prevent and protect from a sea invasion and attacks on the territory. After a short break and a few pictures, we will enter the Parco della Sila and rise up in altitude through its gorgeous mountains, all the way to Lago di Cecita where we will stop for a tasty lunch immersed in nature. We are now ready to ride down the mountains back to the coast, reaching Rossano Station, right on the Ionian sea.
We ride away leaving Calabria behind back to Basilicata region towards Matera, Italy’s first Unesco’s world heritage site, famous for its ancient buildings called “Sassi di Matera”. After a must picture break we leave this enchanting site and ride to Alberobello where we’ll stop for lunch inside one of its characteristic “trullo”, also a world heritage site. We now leave Basilicata and ride into the Puglia region, arriving in Lecce where we overnight.
Today is our second rest day with the option of a leisurely ride to Santa Maria di Leuca, where land ends at the very tip of the hill of the boot, also our symbolic turning point.
It's a morning ride out and we are now heading north still cruising along the Ionian sea coast, famous for its crustaceans. A short lunch stop in beautiful Trani and afternoon ride to Vieste, Gargano’s promontory most eastern town.
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 Civitanova Marche with time to visit this sea coast town where we overnight.
From Civitanova Marche 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.
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 pristine 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.
Firenze, baby cot of Italian language and Dante Alighieri, its highest representative and some of the most important Italian artists. The city is host of the most suggestive Renaissance artistic creations. 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
Depending upon your travel plans and arrangements, this is the departure day and Eaglerider Milan will transfer you to the airport for your flight home. We look forward to seeing you on the next one!
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