Colourful houses of Positano stepping down to the sea
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14 nights · Treviglio, Italy · Motorcycle

The Italian Job Self-Guided Tour

The Leaning Tower of Pisa passes early, then Alberobello’s cone-roofed trulli and the Sassi di Matera’s cave dwellings, before an optional detour to Capri or Pompeii – fourteen nights the length of Italy.

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From£3,552pp
Duration14 days
StyleSelf-guided
Best suited toExperienced riders
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14 nights through Italy

The whole length of Italy on a motorcycle, self-guided. Fifteen days from Treviglio near Bergamo, fourteen nights and around 2,100 miles, running down through Tuscany and the Amalfi Coast to Puglia and back up through Umbria to Florence.

The opening days are the famous ones. Pisa and its leaning tower, then the walled hill town of Volterra and the Chianti hills on the way to Siena. Montalcino and Lake Bolsena follow towards Rome, then the Amalfi Coast, where the road is cut into the cliff above the sea and two nights at the Sorrento Peninsula leave a free day for Capri or Pompeii.

The south is where it gets less predictable. Maratea and the Cilento coast lead into Basilicata and Alberobello, a town of conical dry-stone trulli that look invented, then Matera, where people lived in cave dwellings carved into the ravine until the 1950s and now stay in them as hotels. Vieste on the Gargano promontory follows, then the Adriatic coast, the Sibillini mountains and Assisi, before two nights in Florence.

EAGLERIDER supplies the motorcycle and books all fourteen nights, with route notes for each day. Fuel, meals and insurance are arranged separately, and prices are quoted in US dollars. Riding days run from 80 to 250 miles, with two free days built in. For riders who want Italy properly rather than a long weekend near one of the lakes, this is the complete version of it, and it reaches a good many parts that most visitors never see.

Style
Self-guided
Duration
A fortnight (11-15 nights)
Region
Europe
Vehicle provision
Vehicle provided
Departures
January - December
Starts/ends
Treviglio, Italy
Support
Roadbook / navigation
Accommodation
Hotels
Suitable cars
Experienced riders
Vehicle
Motorcycle
Price basis
Per person, two riders with two bikes (operator Package 3), USD 4,705. Operator also prices one rider with one bike at USD 5,681 and two riders sharing one bike at USD 3,776 per person. Read from the operator page 14 Oct 2026.
Run by
Specialist Stradora partner

What's included

  • Motorcycle rental (Harley-Davidson touring models
  • BMW GS/RT
  • Pan America or KTM Adventure)
  • nightly hotel accommodation
  • welcome dinner
  • farewell dinner
  • guided walking tour of Matera's Sassi
  • full inclusions list needs manual check

Not included

  • Fuel
  • insurance (optional add-on)
  • most meals
  • taxes and fees

Ready to drive it?

14 days, from £3,552pp

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